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Chicago Hotels & Vacation Rentals for Thanksgiving

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Chicago Hotels & Vacation Rentals for Thanksgiving: Recommended rentals

Chicago Hotels & Vacation Rentals for Thanksgiving: find your perfect rental from just $61 per night!

Apartment West Town
Nov 21 - Nov 28
Free cancellation
Apartment ∙ 4 guests ∙ 1 bedroom

Child-Friendly Charming Rental Apartment | Dogs Allowed

West Town, Chicago, Illinois, United States
$133
per night
Outstanding(3 ratings)
$133
per night
View deal
Apartment Ukrainian Village
Nov 21 - Nov 28
Free cancellation
Apartment ∙ 10 guests ∙ 4 bedrooms

Family-Oriented Rental Apartment with Barbecue, Fast Internet & Garden

Ukrainian Village, Chicago, Illinois, United States
$250
per night
$250
per night
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Apartment River North
Nov 21 - Nov 28
Free cancellation
Apartment ∙ 5 guests ∙ 2 bedrooms

Apartment | Close to Wrigley Building

River North, Chicago, Illinois, United States
$182
per night
$182
per night
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House Rosemoor
Nov 21 - Nov 28
Free cancellation
House ∙ 4 guests ∙ 2 bedrooms

House with 2 Rooms for 4 Persons

Rosemoor, Chicago, Illinois, United States
$151
per night
Outstanding(1 rating)
$151
per night
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Apartment Washington Park
Nov 21 - Nov 28
Free cancellation
Apartment ∙ 7 guests ∙ 3 bedrooms

Rental Apartment with 3 Rooms for 7 Persons

Washington Park, Chicago, Illinois, United States
$257
per night
$257
per night
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House Fifth City
Nov 21 - Nov 28
Free cancellation
House ∙ 5 guests ∙ 3 bedrooms

Vacation Home with BBQ & Yard

Fifth City, Chicago, Illinois, United States
$161
per night
Outstanding(7 ratings)
$161
per night
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Apartment Rogers Park
Nov 21 - Nov 28
Free cancellation
Apartment ∙ 6 guests ∙ 2 bedrooms

Apartment with 2 Rooms for 6 Persons

Rogers Park, Chicago, Illinois, United States
$141
per night
Excellent(4 ratings)
$141
per night
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Apartment South Austin
Nov 21 - Nov 28
Free cancellation
Apartment ∙ 8 guests ∙ 3 bedrooms

Holiday Apartment with Yard

South Austin, Chicago, Illinois, United States
$273
per night
Outstanding(1 rating)
$273
per night
View deal
Condo Near West Side
Nov 21 - Nov 28
Free cancellation
Condo ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Nice Condo with Garden

Near West Side, Chicago, Illinois, United States
$123
per night
Outstanding(7 ratings)
$123
per night
View deal
Apartment Grand Boulevard
Nov 21 - Nov 28
Free cancellation
Apartment ∙ 4 guests ∙ 2 bedrooms

Family-Oriented Pleasant Apartment

Grand Boulevard, Chicago, Illinois, United States
$133
per night
$133
per night
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House West Town
Nov 21 - Nov 28
Free cancellation
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home with 4 Rooms for 10 Persons

West Town, Chicago, Illinois, United States
$254
per night
$254
per night
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Apartment Rogers Park
Nov 21 - Nov 28
Free cancellation
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment with 2 Rooms for 4 Persons

Rogers Park, Chicago, Illinois, United States
$179
per night
$179
per night
View deal
Apartment Old Town
Nov 22 - Nov 29
Free cancellation
Apartment ∙ 5 guests ∙ 2 bedrooms

Child-Friendly Holiday Apartment with Fast Internet & Barbecue

Old Town, Chicago, Illinois, United States
$139
per night
$139
per night
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House Mayfair
Nov 21 - Nov 28
Free cancellation
House ∙ 6 guests ∙ 2 bedrooms

Family-Oriented House with Yard & Grill

Mayfair, Chicago, Illinois, United States
$201
per night
Outstanding(1 rating)
$201
per night
View deal
Apartment Edgewater Beach
Nov 21 - Nov 28
Free cancellation
Apartment ∙ 12 guests ∙ 4 bedrooms

Child-Friendly Rental Apartment with BBQ | Pet-Friendly

Edgewater Beach, Chicago, Illinois, United States
$360
per night
Outstanding(1 rating)
$360
per night
View deal

Spend Thanksgiving in the Windy City

November in Chicago; where the feeling of family and fortune is never lost during the heart-warming holiday of Thanksgiving. From a variety of dining options for turkey feasts and unique Black Friday deals to family-friendly fun in the city streets, Chicago is never a city that will disappoint during the holidays.
Where to Dine for Thanksgiving in Chicago

Where to Dine for Thanksgiving in Chicago

The Windy City has been named the top food city in America by countless sources and, really, they aren't wrong. With a wide variety of cuisine options, finding somewhere to satisfy Turkey Day hunger is not a problem at all. River North, West Loop, and even small neighborhoods offer restaurants with Thanksgiving menus worthy of your stomach!

  • 1. Tortoise Supper Club

    This classic American restaurant offers a standard Thanksgiving meal with a touch of the gourmet. At their vast buffet, you can pile all the root vegetables your heart desires next to perfectly browned turkey, oysters, and the must-have pumpkin pie. Also, cheers to a drinks list that is always seasonal.

  • 2. Grassroots

    Nestled in Southport, a small neighborhood off the CTA Brown Line, this farm-to-table restaurant will offer savory dishes sourced from their own farm in Michigan. It is a perfect spot to dine when staying at homey vacation rentals in Chicago for Thanksgiving. No matter how far from home, visitors will always feel welcome at this casual but delicious spot!

  • 3. City Mouse

    Tucked in a corner of Restaurant Row in Ace Hotel, one of the newest hotels in Chicago for Thanksgiving, City Mouse is an American establishment that offers delectable options for the hungry foodie. With turkey and lamb on the menu, no one will leave unsatisfied.

Best Places to Stay for Thanksgiving in Chicago

Apartment Greater Grand Crossing
Nov 21 - Nov 28
$182
per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Rental Apartment with 3 Rooms for 6 Persons

Greater Grand Crossing, Chicago, Illinois, United States
Free cancellation
View deal
House Chatham
Nov 21 - Nov 28
$201
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home with 3 Rooms for 6 Persons

Chatham, Chicago, Illinois, United States
Free cancellation
View deal
Apartment Near West Side
Nov 21 - Nov 28
$313
per night
Apartment ∙ 10 guests ∙ 3 bedrooms

Family-Oriented Apartment with Grill

5.0
Outstanding(3 ratings)
Near West Side, Chicago, Illinois, United States
Free cancellation
View deal
Where to Shop on Thanksgiving Weekend in Chicago

Where to Shop on Thanksgiving Weekend in Chicago

If there’s one thing that's synonymous with Thanksgiving (other than turkey) it’s Black Friday. Luckily Chicago has a slew of options to flex that wallet power during this rush of consumer savings. Fashion outlets, the Magnificent Mile, and little boutiques in small neighborhoods all provide shoppers with ample opportunity to find that perfect holiday gift.

  • 1. Fashion Outlets of Chicago

    Just outside of the city in Rosemont, shoppers will find a treasure trove of deals at this vast outlet mall. Anchored by big names like Neiman Marcus’ Last Call, Bloomingdale’s Outlet, and Saks off 5th, there are dozens of luxury brands like Under Armour, Tory Burch, Ted Baker, and Barney’s Warehouse.

  • 2. Magnificent Mile

    Giant malls full of boutiques, luxury clothing, accessories and flagship stores (i.e. Top Shop, Anthropology, UNIQLO and Disney) flank the merrily decorated Michigan Avenue (conveniently located close to most hotels in Chicago during Thanksgiving). Shopping is almost magical when promenading with bags in-hand and Christmas lights in the air.

  • 3. Wicker Park

    Small Business Saturday is more a thing in this artsy neighborhood. Chill Fest (a line-up of live music and DJs) provide a soundtrack for shoppers as they flit in and out of boutiques, consignment shops, record stores, and product line stores like Cartharrt, Dr. Marten's, Arc'Teryx, and Fluevog Shoe Company.

Recommended Accommodations for Thanksgiving in Chicago

Apartment Chatham
Nov 21 - Nov 28
$445
per night
Apartment ∙ 10 guests ∙ 4 bedrooms

Holiday Apartment with 4 Rooms for 10 Persons

Chatham, Chicago, Illinois, United States
Free cancellation
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Apartment University Village / Little Italy
Nov 21 - Nov 28
$203
per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Holiday Apartment with 2 Rooms for 6 Persons

University Village / Little Italy, Chicago, Illinois, United States
Free cancellation
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Apartment University Village / Little Italy
Nov 21 - Nov 28
$156
per night
Apartment ∙ 4 guests ∙ 1 bedroom

Rental Apartment with 1 Room for 4 Persons

University Village / Little Italy, Chicago, Illinois, United States
Free cancellation
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Best Activities for Families Spending Thanksgiving in Chicago

Best Activities for Families Spending Thanksgiving in Chicago

Cold weather never stops Chicago from guaranteeing a good time! Even with the holidays, the Windy City always has something fun planned for the whole family. Ice skating rinks, Christmas markets, and even parades provide great pastimes during the long weekend.

  • 1. Ice Skating

    The Chicago Park District establishes and maintains free ice rinks throughout the city for the pleasure of locals and visitors alike. With picturesque locations near Wrigley Field, University of Chicago, Cloud Gate, and Maggie Daley Park, the magic of holidays in Chicago becomes an integral part of any skater's experience.

  • 2. Christkindlmarket

    This German Christmas market has become a tradition over the past 25 years. With locations outside Wrigley Field and downtown, market-goers can purchase gifts, holiday decor, and food all while serenaded by carolers under the city lights. But the most important consumable is the mulled wine, served in a collectible mug!

  • 3. Thanksgiving Day Parade

    Certainly not equaling the grandeur of New York's parade, Chicago's Turkey Day showcase gives the Big Apple a run for its money. Visitors can watch as marching bands, large floats, and Santa Claus strut down the Magnificent Mile, officially ringing in the holiday season!

Top Offers for Thanksgiving in Chicago

Apartment University Village / Little Italy
Nov 21 - Nov 28
$144
per night
Apartment ∙ 4 guests ∙ 1 bedroom

Apartment with 1 Room for 4 Persons

University Village / Little Italy, Chicago, Illinois, United States
Free cancellation
View deal
Apartment University Village / Little Italy
Nov 21 - Nov 28
$137
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Lovely Rental Apartment | Pets Allowed

University Village / Little Italy, Chicago, Illinois, United States
Free cancellation
View deal
Apartment University Village / Little Italy
Nov 21 - Nov 28
$231
per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Pleasant Rental Apartment | Pets Are Welcome

University Village / Little Italy, Chicago, Illinois, United States
Free cancellation
View deal

Information about Chicago Hotels & Vacation Rentals for Thanksgiving

😎 Least busy month June
🥳 Busiest month December
🛏️ Popular home types Apartment rental and House rental
🌡️ Hottest months 84 °F in July and August
❄️ Coldest months 17 °F in January and February
🌧️ Rainiest months 9 rainy days in March and April

Chicago Hotels & Vacation Rentals for Thanksgiving: frequently asked questions

Chicago Hotels & Vacation Rentals for Thanksgiving: What is the cost per night of stay?

You can get a great vacation rental from $122 and get discounts up to 47%!

Chicago Hotels & Vacation Rentals for Thanksgiving: are there many vacation rentals available for a group?

Apartment rental in Chicago fits 5 people.

Chicago Hotels & Vacation Rentals for Thanksgiving: what kinds of vacation rentals can I find in Chicago?

You can choose from 632 House rentals and 2,298 Apartment rentals available in Chicago.

Average Nightly Rental Prices in Chicago

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Vacation Rental Price Information in Chicago

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