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A cocktail in a Santa mug.
There are more Christmas and holiday pop-up bars in Chicago this year than ever before.
Sable [Official Photo]

22 Decked-Out Holiday and Christmas Pop-Up Bars in Chicago

It’s the most wonderful time of the year at these Chicago bars

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There are more Christmas and holiday pop-up bars in Chicago this year than ever before.
| Sable [Official Photo]

With the first snow of the year under Chicago’s belt and the turkey sandwich leftovers in full swing, it’s officially time to break out the twinkly lights, cut down Christmas trees, and bust out the dreidels. Many of Chicago’s bars are doing the same, as more spots than ever are decking the halls with over-the-top holiday decor, special drinks in Santa mugs, special events and character appearances, and much more. Here are all 22 jolly pop-up Christmas and holiday bars across Chicagoland this holiday season.

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Note: Restaurants on this map are listed geographically.

1. Sippin’ Santa at Cortland's Garage Arlington Heights

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1 N Vail Ave
Arlington Heights, IL 60005
(847) 577-2525
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Suburbanites have their own Christmas pop-up bar this year at Cortland’s Garage in Arlington Heights. Sippin’ Santa is an outpost of the New York-based pop-up bar network from tiki legend Jeff “Beachbum” Berry, offering signature cocktails, plenty of decorations, and more through New Year’s Eve. No cover.

A white cocktail in a glass with lots of Christmas decorations.
The suburbs’s first holiday pop-up offers lots of cocktails.
Cortland’s Garage [Official Photo]

2. Yippee Ki-Yay at The Sixth

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2202 W Lawrence Ave
Chicago, IL 60625
(773) 433-5959
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Some people debate whether the 1988 action classic Die Hard is a Christmas movie, but Bruce Willis fans shouldn’t debate whether they’ll have a good time at Yippee Ki-Yay. Acclaimed Lincoln Square cocktail bar the Sixth is going all out to become the themed pop-up, offering 15 specialty cocktails, an array of movie Easter eggs, and plenty of destination-worthy decor. It’ll be open every day except Mondays through December.

A cocktail bar with lots of Christmas decorations.
The Sixth is a Die Hard-inspired pop-up bar this holiday season.
Sarah Zelman/The Sixth

3. Rudolph’s at Casey Morans

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3660 N Clark St
Chicago, IL 60613
(773) 755-4444
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This sports bar is one of the latest to join the Christmas pop-up parade in Wrigleyville. Expect character appearances at Casey Moran’s by Rudolph the reindeer and others, plus themed spaces “Grinch’s Piano Bar,” “Frosty’s Rooftop,” “Rudolph’s Lounge,” and multiple bars, along with plenty of holiday decorations and drinks. Food is also available and ticket prices vary.

A bar with over-the-top Christmas decorations.
Casey Morans is decked out for the holidays.
Rudolph’s [Official Photo]

4. Mistletoe at Hush Money

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3632 N Clark St
Chicago, IL 60613
(773) 269-5410
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The cocktail bar above the sophisticated Mordecai joins the Wrigleyville fun with Mistletoe, offering decor and drinks including “Santa’s Munchies” with Blanco Tequila, Becherovka, cinnamon, horchata, snickerdoodle cookie, and CBD Oil. It’ll be open through the new year.

Many holiday cocktails on a table with red and green tablecloth.
The cocktail bar’s pop-up has plenty of holiday cocktails.
Hush Money [Official Photo]

5. Santa Baby at Deuces and The Diamond Club

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3505 N Clark St
Chicago, IL 60657
(773) 644-5554
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One of the largest over-the-top Christmas bars, Santa Baby, is back again this year at Deuces and the Diamond Club in Wrigleyville. The popular pop-up offers multiple themed spaces and bars including a “Gingerbread Village” with spiked hot chocolates, an “Alpine Ski Lodge” with more cocktails, Santa’s workshop, a DJ booth where Santa Claus spins tunes, and even its large outdoor patio is dressed to the nines with Christmas decor. Tickets are available online and at the door; admission is free in November and on weekdays, and the cost is $20 on weekends in December.

An outdoor space with tons of holiday decorations.
This popular pop-up bar extends to a large patio.
Santa Baby [Official Photo]

6. Santa’s Workshop at Old Crow Smokehouse

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3506 N Clark St
Chicago, IL 60657
(773) 537-4452
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This Wrigleyville barbecue restaurant and sports bar is also part of the pop-up craze this holiday season, proclaiming that ownership “spent over $100K on Christmas décor” at Santa’s Workshop. Expect “rows and rows of 10-foot tall trees and tremendously large Santas,” plus two “12-foot high rocking horses,” cabanas and fireplaces on its second-floor rooftop, cocktails, a kids menu, and more. It’ll be open seven days a week from November 29 through December, with no cover charge.

A large colorful cocktail in a goblet with a wreath behind it.
Wrigleyville’s Old Crow Smokehouse is in the holiday spirit.
Old Crow Smokehouse [Official Photo]

7. Elf’d Up at Stretch Bar & Grill

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3485 N Clark St
Chicago, IL 60657
(773) 755-3980
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Fans of the popular Will Ferrell Christmas movie Elf can flock to this pop-up for a second year. Elf’d Up’s decor pays homage to the fictional syrup-eating adult elf with more than 1,000 elves, an upside-down Christmas tree, wall quotes, and condiment carriers on every table with the “four main food groups” — candy, candy canes, candy corn and syrup. “Buddy the Elf” will make appearances every Thursday through Saturday this year, movie trivia happens the three Wednesdays leading up to Christmas, and specialty cocktails include one with Chila ‘Orchata, Fireball, whipped cream, and Cinnamon Toast Crunch. Free admission.

A cocktail in mason jar with a Will Ferrell elf and other toys around it.
The popular movie Elf is the inspiration for this pop-up bar.
Ivy Tac

8. The Christmas Club at the Country Club

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3462 N Clark St
Chicago, IL 60657
(773) 975-2010
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Another of Wrigleyville’s most popular pop-ups, Christmas Club at Country Club, is back for another year. The two-floor Christmas party includes three bars offering six naughty and nice shots, house eggnog in souvenir mugs, and snacks such as snowballs and a cheesecake sampler served in waffle cones. No cover.

A long bar with lots of Christmas decorations.
Country Club’s popular Christmas pop-up bar is back this year.
Country Club [Official Photo]

9. 8 Crazy Nights at The Graystone Tavern

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3441 N Sheffield Ave
Chicago, IL 60657
(773) 666-5450
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Co-owners Kyle Bagley and Sam Stone of Wrigleyville sports bar Graystone Tavern aren’t Jewish, but they will debut Chicago’s first Hanukkah bar pop-up next month that will run through the entire month of December. They’ll offer Eastern European Jewish classics such as matzo ball soup, latkes (fried potato pancakes), and brisket along with “Manischewitz Spritzers” and boozy sufganiyot — deep fried doughnuts with vodka-infused jelly.

Three metal trays of latkes, donuts with jelly injectors inside, and a grilled cheese with tomato soup on challah.
Chicago’s first Hanukkah pop-up bar will have plenty of Jewish treats.
Graystone Tavern [Official Photo]

10. Christmas with the Griswold’s at Houndstooth Saloon

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3369 N Clark St
Chicago, IL 60657
(773) 244-1166
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The 1989 comedy Christmas Vacation gets the pop-up bar treatment at Houndstooth Saloon in Wrigleyville. Santa will be parked out front of Griswold’s in Cousin Eddie’s RV, handing out hot chocolate and cider. Food includes TV dinners, such as a traditional turkey leg and Aunt Bethany’s Jell-O. There’s a $5 cover or toy donation on Thursdays through Sundays after 5 p.m. It’ll be open through the new year.

11. Krampus at DMen Tap

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2849 W Belmont Ave
Chicago, IL 60618
(773) 961-8757
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Krampus-themed D&D, a kids’ Krampus day, and a craft fair are just the beginning of DMen Tap’s European anti-Santa Krampus pop-up, back for a second year in Avondale. A special brew from Revolution Brewing made just for the pop-up called “Fist of Krampus” will be available and a Three Floyd’s takeover is in the works. Goat kebabs, telling on friends at the Krampus naughty wall, and more are on offer from December 5 through 23.

12. The Naughty List: Ludlow Liquors’ Villains of Christmas

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2959 N California Ave
Chicago, IL 60618
(773) 754-7492
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Ownership of this acclaimed Avondale cocktail bar has another darker Christmas pop-up, this time with a theme of iconic bad guys of classic Christmas movies. Ludlow Liquors attendees can expect appearances by the Grinch, Wet Bandits, Hans Gruber from Die Hard and others, plus food and cocktail specials based on the films including a cookie plate paired with milk punch. There’s no cover to get into the pop-up, which runs throughout December.

A tall dark cocktail in a glass with holiday decoration around it.
This pop-up bar should have some of the best cocktails in the city.
Lyndon French

13. Jingle Bell Square at Lost Lake

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3154 W Diversey Ave
Chicago, IL 60647
(773) 293-6048
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One of the most-renowned bars in the country goes Christmas at Lost Lake’s second annual Jingle Bell Square. From November 29 until New Year’s Eve, staff fills the tiki destination in Avondale with festive decor, spiced tiki drinks, and over-the-top holiday flair including a 10-foot Christmas tree.

A dark tiki bar with lots of people, red lights, and Christmas decorations.
Lost Lake is a holiday bar again this season.
Lyndon French

14. Silver and Golden Teardrops

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2101 N California Ave
Chicago, IL 60647
(773) 770-3414
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The normally extremely dark basement bar below Lonesome Rose is lighting things up for the holidays, embracing its name and turning into a gold-and-metallic tinseltown. Seasonal winter drinks will speckle the menu from November 29 through New Year’s Eve, and patrons will be able to bust out a favorite holiday tune during karaoke Thursdays from 9 p.m. to 1 a.m.

A dark red cocktail in a martini glass with shimmering lights around it.
Golden Teardrops is popular for its cocktails.
Golden Teardrops [Official Photo]

15. Last Christmas at Woodie's Flat

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1535 N Wells St
Chicago, IL 60610
(312) 643-0093
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This three-floor pop-up in Old Town will be open seven days a week through mid-January with tons of decorations, special events, and themed menus at Woodie’s Flat. Tickets aren’t needed but “there may be a cover on weekends or nights in high demand.”

Pink holiday cocktails on a white table with lots of Christmas decorations.
This Old Town bar has lots of holiday cocktails this season.
Last Christmas [Official Photo]

16. Frosty's Christmas Bar

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809 W Evergreen Ave
Chicago, IL 60622
(312) 535-3355
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This three-level, four-bar Christmas extravaganza advertises itself as the largest holiday pop-up in Chicago. Frosty’s, back for a third year, is open late everyday until 4 a.m. and offers singing Santa shows every hour, two dance floors, life size toy soldiers, themed cocktails, and plenty over-the-top Christmas decorations, of course. Tickets start at $15 and the pop-up runs through January 5.

17. Miracle at Sable Kitchen & Bar

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4803, 505 N State St suite 101
Chicago, IL 60654
(312) 755-9704
Visit Website

Miracle, the network of Christmas pop-ups around the country, is back in Chicago for another year at acclaimed River North cocktail bar and restaurant Sable Kitchen & Bar through December 24. Its menu includes 10 Christmas-inspired cocktails such as a snowball old fashioned, three shots, and snacks such as Christmas ham skewers and holiday stuffing fritters. Other attractions include Victorian-clothed Christmas carolers every day.

A cocktail in a Santa mug.
Miracle is back at Sable this year.
Sable [Official Photo]

18. Reindeer’s at The Swill Inn

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415 N Milwaukee Ave
Chicago, IL 60654
(312) 526-3952
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Chit Chat Lounge, the basement bar of the Swill Inn in River West, will become “Santa’s dive bar of choice” starting November 29. Reindeer’s offers “holiday dive decor,” holiday drinks, frozen egg nog, a candy cane old fashioned, food such as “next day” pub pizza, and cheap beer on Tuesdays through Sundays through the end of the year.

Nothing more “holidays in the midwest” then crushing the suds that made us famous. We recommend consuming in “Drunk Uncles Living Room” located above our bar.

Posted by Reindeer's on Monday, November 25, 2019

19. Santa’s Bodega at Bodega

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355 N Clark St
Chicago, IL 60654
(312) 561-4666
Visit Website

The Siena Tavern guys are turning their fast-casual eatery and shop in River North into a holiday pop-up, opening Santa’s Bodega on December 6 and operating it every Friday and Saturday the rest of the month. Expect holiday cocktails, shots, and decor in the small space, which is also available for private parties of up to 25.

The exterior and front windows of a Chicago storefront.
Bodega will turn into Santa’s Bodega in December.
Nick Fochtman/Eater Chicago

20. Mele Kalikimaka at Cerise Rooftop

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203 N Wabash Ave 26th floor
Chicago, IL 60601
(312) 940-4400
Visit Website

The Virgin Hotel’s downtown rooftop bar is going Hawaiian holiday throughout December with this “Mele Kalikimaka” pop-up. Expect tropical Christmas decor and drinks, such as a signature $20 cocktail with rum, caramelized pineapple, mandarin tea, and Meyer lemon served in a pineapple. Free tickets are available here. Edit note: the Virgin scrapped its “Cousin Eddie’s” theme this year and switched to this one. A photo of it is not yet available.

21. Happy’s at Chicago Athletic Association

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12 S Michigan Ave
Chicago, IL 60603
(312) 940-3552
Visit Website

The Chicago Athletic Association hotel operates Happy’s, a top pop-up bar option to escape the cold after a trip to Christkindlmarket or holiday shopping, on the ground floor on Michigan Avenue for the third year in a row. Expect top-notch holiday cocktails, a new food counter option called Hangry’s, and decked-out decor and special events every day except Sunday through December 24.

A holiday bar with plenty of tinsel, wreaths, and more.
Happy’s is a pop-up bar escape off Michigan Avenue.
Lyndon French

22. The Reindeer Room at Tack Room

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1807 S Allport St
Chicago, IL 60608
(312) 526-3851
Visit Website

This South Side holiday bar offers live piano music and well-made cocktails in Pilsen. Staff is making over the Tack Room’s cozy space inside Thalia Hall into the Reindeer Room, adding Christmas trees, tinsel, and more decorations. The pop-up is open Thursdays and Fridays through December 28.

A pianist plays music with lots of people and decorations around him.
Tack Room’s pop-up has live piano music in Pilsen.
Peter Ranvestel

1. Sippin’ Santa at Cortland's Garage Arlington Heights

1 N Vail Ave, Arlington Heights, IL 60005
A white cocktail in a glass with lots of Christmas decorations.
The suburbs’s first holiday pop-up offers lots of cocktails.
Cortland’s Garage [Official Photo]

Suburbanites have their own Christmas pop-up bar this year at Cortland’s Garage in Arlington Heights. Sippin’ Santa is an outpost of the New York-based pop-up bar network from tiki legend Jeff “Beachbum” Berry, offering signature cocktails, plenty of decorations, and more through New Year’s Eve. No cover.

1 N Vail Ave
Arlington Heights, IL 60005

2. Yippee Ki-Yay at The Sixth

2202 W Lawrence Ave, Chicago, IL 60625
A cocktail bar with lots of Christmas decorations.
The Sixth is a Die Hard-inspired pop-up bar this holiday season.
Sarah Zelman/The Sixth

Some people debate whether the 1988 action classic Die Hard is a Christmas movie, but Bruce Willis fans shouldn’t debate whether they’ll have a good time at Yippee Ki-Yay. Acclaimed Lincoln Square cocktail bar the Sixth is going all out to become the themed pop-up, offering 15 specialty cocktails, an array of movie Easter eggs, and plenty of destination-worthy decor. It’ll be open every day except Mondays through December.

2202 W Lawrence Ave
Chicago, IL 60625

3. Rudolph’s at Casey Morans

3660 N Clark St, Chicago, IL 60613
A bar with over-the-top Christmas decorations.
Casey Morans is decked out for the holidays.
Rudolph’s [Official Photo]

This sports bar is one of the latest to join the Christmas pop-up parade in Wrigleyville. Expect character appearances at Casey Moran’s by Rudolph the reindeer and others, plus themed spaces “Grinch’s Piano Bar,” “Frosty’s Rooftop,” “Rudolph’s Lounge,” and multiple bars, along with plenty of holiday decorations and drinks. Food is also available and ticket prices vary.

3660 N Clark St
Chicago, IL 60613

4. Mistletoe at Hush Money

3632 N Clark St, Chicago, IL 60613
Many holiday cocktails on a table with red and green tablecloth.
The cocktail bar’s pop-up has plenty of holiday cocktails.
Hush Money [Official Photo]

The cocktail bar above the sophisticated Mordecai joins the Wrigleyville fun with Mistletoe, offering decor and drinks including “Santa’s Munchies” with Blanco Tequila, Becherovka, cinnamon, horchata, snickerdoodle cookie, and CBD Oil. It’ll be open through the new year.

3632 N Clark St
Chicago, IL 60613

5. Santa Baby at Deuces and The Diamond Club

3505 N Clark St, Chicago, IL 60657
An outdoor space with tons of holiday decorations.
This popular pop-up bar extends to a large patio.
Santa Baby [Official Photo]

One of the largest over-the-top Christmas bars, Santa Baby, is back again this year at Deuces and the Diamond Club in Wrigleyville. The popular pop-up offers multiple themed spaces and bars including a “Gingerbread Village” with spiked hot chocolates, an “Alpine Ski Lodge” with more cocktails, Santa’s workshop, a DJ booth where Santa Claus spins tunes, and even its large outdoor patio is dressed to the nines with Christmas decor. Tickets are available online and at the door; admission is free in November and on weekdays, and the cost is $20 on weekends in December.

3505 N Clark St
Chicago, IL 60657

6. Santa’s Workshop at Old Crow Smokehouse

3506 N Clark St, Chicago, IL 60657
A large colorful cocktail in a goblet with a wreath behind it.
Wrigleyville’s Old Crow Smokehouse is in the holiday spirit.
Old Crow Smokehouse [Official Photo]

This Wrigleyville barbecue restaurant and sports bar is also part of the pop-up craze this holiday season, proclaiming that ownership “spent over $100K on Christmas décor” at Santa’s Workshop. Expect “rows and rows of 10-foot tall trees and tremendously large Santas,” plus two “12-foot high rocking horses,” cabanas and fireplaces on its second-floor rooftop, cocktails, a kids menu, and more. It’ll be open seven days a week from November 29 through December, with no cover charge.

3506 N Clark St
Chicago, IL 60657

7. Elf’d Up at Stretch Bar & Grill

3485 N Clark St, Chicago, IL 60657
A cocktail in mason jar with a Will Ferrell elf and other toys around it.
The popular movie Elf is the inspiration for this pop-up bar.
Ivy Tac

Fans of the popular Will Ferrell Christmas movie Elf can flock to this pop-up for a second year. Elf’d Up’s decor pays homage to the fictional syrup-eating adult elf with more than 1,000 elves, an upside-down Christmas tree, wall quotes, and condiment carriers on every table with the “four main food groups” — candy, candy canes, candy corn and syrup. “Buddy the Elf” will make appearances every Thursday through Saturday this year, movie trivia happens the three Wednesdays leading up to Christmas, and specialty cocktails include one with Chila ‘Orchata, Fireball, whipped cream, and Cinnamon Toast Crunch. Free admission.

3485 N Clark St
Chicago, IL 60657

8. The Christmas Club at the Country Club

3462 N Clark St, Chicago, IL 60657
A long bar with lots of Christmas decorations.
Country Club’s popular Christmas pop-up bar is back this year.
Country Club [Official Photo]

Another of Wrigleyville’s most popular pop-ups, Christmas Club at Country Club, is back for another year. The two-floor Christmas party includes three bars offering six naughty and nice shots, house eggnog in souvenir mugs, and snacks such as snowballs and a cheesecake sampler served in waffle cones. No cover.

3462 N Clark St
Chicago, IL 60657

9. 8 Crazy Nights at The Graystone Tavern

3441 N Sheffield Ave, Chicago, IL 60657
Three metal trays of latkes, donuts with jelly injectors inside, and a grilled cheese with tomato soup on challah.
Chicago’s first Hanukkah pop-up bar will have plenty of Jewish treats.
Graystone Tavern [Official Photo]

Co-owners Kyle Bagley and Sam Stone of Wrigleyville sports bar Graystone Tavern aren’t Jewish, but they will debut Chicago’s first Hanukkah bar pop-up next month that will run through the entire month of December. They’ll offer Eastern European Jewish classics such as matzo ball soup, latkes (fried potato pancakes), and brisket along with “Manischewitz Spritzers” and boozy sufganiyot — deep fried doughnuts with vodka-infused jelly.

3441 N Sheffield Ave
Chicago, IL 60657

10. Christmas with the Griswold’s at Houndstooth Saloon

3369 N Clark St, Chicago, IL 60657

The 1989 comedy Christmas Vacation gets the pop-up bar treatment at Houndstooth Saloon in Wrigleyville. Santa will be parked out front of Griswold’s in Cousin Eddie’s RV, handing out hot chocolate and cider. Food includes TV dinners, such as a traditional turkey leg and Aunt Bethany’s Jell-O. There’s a $5 cover or toy donation on Thursdays through Sundays after 5 p.m. It’ll be open through the new year.

3369 N Clark St
Chicago, IL 60657

11. Krampus at DMen Tap

2849 W Belmont Ave, Chicago, IL 60618

Krampus-themed D&D, a kids’ Krampus day, and a craft fair are just the beginning of DMen Tap’s European anti-Santa Krampus pop-up, back for a second year in Avondale. A special brew from Revolution Brewing made just for the pop-up called “Fist of Krampus” will be available and a Three Floyd’s takeover is in the works. Goat kebabs, telling on friends at the Krampus naughty wall, and more are on offer from December 5 through 23.

2849 W Belmont Ave
Chicago, IL 60618

12. The Naughty List: Ludlow Liquors’ Villains of Christmas

2959 N California Ave, Chicago, IL 60618
A tall dark cocktail in a glass with holiday decoration around it.
This pop-up bar should have some of the best cocktails in the city.
Lyndon French

Ownership of this acclaimed Avondale cocktail bar has another darker Christmas pop-up, this time with a theme of iconic bad guys of classic Christmas movies. Ludlow Liquors attendees can expect appearances by the Grinch, Wet Bandits, Hans Gruber from Die Hard and others, plus food and cocktail specials based on the films including a cookie plate paired with milk punch. There’s no cover to get into the pop-up, which runs throughout December.

2959 N California Ave
Chicago, IL 60618

13. Jingle Bell Square at Lost Lake

3154 W Diversey Ave, Chicago, IL 60647
A dark tiki bar with lots of people, red lights, and Christmas decorations.
Lost Lake is a holiday bar again this season.
Lyndon French

One of the most-renowned bars in the country goes Christmas at Lost Lake’s second annual Jingle Bell Square. From November 29 until New Year’s Eve, staff fills the tiki destination in Avondale with festive decor, spiced tiki drinks, and over-the-top holiday flair including a 10-foot Christmas tree.

3154 W Diversey Ave
Chicago, IL 60647

14. Silver and Golden Teardrops

2101 N California Ave, Chicago, IL 60647
A dark red cocktail in a martini glass with shimmering lights around it.
Golden Teardrops is popular for its cocktails.
Golden Teardrops [Official Photo]

The normally extremely dark basement bar below Lonesome Rose is lighting things up for the holidays, embracing its name and turning into a gold-and-metallic tinseltown. Seasonal winter drinks will speckle the menu from November 29 through New Year’s Eve, and patrons will be able to bust out a favorite holiday tune during karaoke Thursdays from 9 p.m. to 1 a.m.

2101 N California Ave
Chicago, IL 60647

15. Last Christmas at Woodie's Flat

1535 N Wells St, Chicago, IL 60610
Pink holiday cocktails on a white table with lots of Christmas decorations.
This Old Town bar has lots of holiday cocktails this season.
Last Christmas [Official Photo]

This three-floor pop-up in Old Town will be open seven days a week through mid-January with tons of decorations, special events, and themed menus at Woodie’s Flat. Tickets aren’t needed but “there may be a cover on weekends or nights in high demand.”

1535 N Wells St
Chicago, IL 60610

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16. Frosty's Christmas Bar

809 W Evergreen Ave, Chicago, IL 60622

This three-level, four-bar Christmas extravaganza advertises itself as the largest holiday pop-up in Chicago. Frosty’s, back for a third year, is open late everyday until 4 a.m. and offers singing Santa shows every hour, two dance floors, life size toy soldiers, themed cocktails, and plenty over-the-top Christmas decorations, of course. Tickets start at $15 and the pop-up runs through January 5.

809 W Evergreen Ave
Chicago, IL 60622

17. Miracle at Sable Kitchen & Bar

4803, 505 N State St suite 101, Chicago, IL 60654
A cocktail in a Santa mug.
Miracle is back at Sable this year.
Sable [Official Photo]

Miracle, the network of Christmas pop-ups around the country, is back in Chicago for another year at acclaimed River North cocktail bar and restaurant Sable Kitchen & Bar through December 24. Its menu includes 10 Christmas-inspired cocktails such as a snowball old fashioned, three shots, and snacks such as Christmas ham skewers and holiday stuffing fritters. Other attractions include Victorian-clothed Christmas carolers every day.

4803, 505 N State St suite 101
Chicago, IL 60654

18. Reindeer’s at The Swill Inn

415 N Milwaukee Ave, Chicago, IL 60654

Chit Chat Lounge, the basement bar of the Swill Inn in River West, will become “Santa’s dive bar of choice” starting November 29. Reindeer’s offers “holiday dive decor,” holiday drinks, frozen egg nog, a candy cane old fashioned, food such as “next day” pub pizza, and cheap beer on Tuesdays through Sundays through the end of the year.

415 N Milwaukee Ave
Chicago, IL 60654

19. Santa’s Bodega at Bodega

355 N Clark St, Chicago, IL 60654
The exterior and front windows of a Chicago storefront.
Bodega will turn into Santa’s Bodega in December.
Nick Fochtman/Eater Chicago

The Siena Tavern guys are turning their fast-casual eatery and shop in River North into a holiday pop-up, opening Santa’s Bodega on December 6 and operating it every Friday and Saturday the rest of the month. Expect holiday cocktails, shots, and decor in the small space, which is also available for private parties of up to 25.

355 N Clark St
Chicago, IL 60654

20. Mele Kalikimaka at Cerise Rooftop

203 N Wabash Ave 26th floor, Chicago, IL 60601

The Virgin Hotel’s downtown rooftop bar is going Hawaiian holiday throughout December with this “Mele Kalikimaka” pop-up. Expect tropical Christmas decor and drinks, such as a signature $20 cocktail with rum, caramelized pineapple, mandarin tea, and Meyer lemon served in a pineapple. Free tickets are available here. Edit note: the Virgin scrapped its “Cousin Eddie’s” theme this year and switched to this one. A photo of it is not yet available.

203 N Wabash Ave 26th floor
Chicago, IL 60601

21. Happy’s at Chicago Athletic Association

12 S Michigan Ave, Chicago, IL 60603
A holiday bar with plenty of tinsel, wreaths, and more.
Happy’s is a pop-up bar escape off Michigan Avenue.
Lyndon French

The Chicago Athletic Association hotel operates Happy’s, a top pop-up bar option to escape the cold after a trip to Christkindlmarket or holiday shopping, on the ground floor on Michigan Avenue for the third year in a row. Expect top-notch holiday cocktails, a new food counter option called Hangry’s, and decked-out decor and special events every day except Sunday through December 24.

12 S Michigan Ave
Chicago, IL 60603

22. The Reindeer Room at Tack Room

1807 S Allport St, Chicago, IL 60608
A pianist plays music with lots of people and decorations around him.
Tack Room’s pop-up has live piano music in Pilsen.
Peter Ranvestel

This South Side holiday bar offers live piano music and well-made cocktails in Pilsen. Staff is making over the Tack Room’s cozy space inside Thalia Hall into the Reindeer Room, adding Christmas trees, tinsel, and more decorations. The pop-up is open Thursdays and Fridays through December 28.

1807 S Allport St
Chicago, IL 60608

Related Maps