Hotels in Chicago

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Check prices for these dates

Tonight
May 9 - May 10
Tomorrow
May 10 - May 11
This weekend
May 9 - May 11
Next weekend
May 16 - May 18

Where to stay in Chicago?

Arlo Chicago
Room, 1 King Bed (Millennium) | In-room safe, desk, laptop workspace, blackout drapes

Arlo Chicago

4.0 star property
9.2 out of 10, Wonderful, (1737)
The price is $175
$235 total
includes taxes & fees
May 11 - May 12
Arlo Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Great weekend hotel deals in Chicago, IL

Showing deals for:May 16 - May 18

Image gallery for Trump International Hotel & Tower Chicago

Terrace/patio
VIP Access

Trump International Hotel & Tower Chicago

5.0 star property
Chicago
9.4/10Exceptional (1,587 reviews)
25% off
Price is $780
per night
$1,831 total
includes taxes & fees
Trump International Hotel & Tower Chicago
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Our prices for hotels in Chicago are cheapest in January

See average prices and weather for all months

Price trends for hotels in Chicago

Pricing is based on two traveler single night rates
May
$354
Average price during May is $354
Jun
$395
Average price during June is $395
Jul
$333
Average price during July is $333
Aug
$346
Average price during August is $346
Sep
$342
Average price during September is $342
Oct
$364
Average price during October is $364
Nov
$306
Average price during November is $306
Dec
$270
Average price during December is $270
Jan
$165
Average price during January is $165
Feb
$170
Average price during February is $170
Mar
$230
Average price during March is $230
Apr
$251
Average price during April is $251
Currently viewing crowd sizes and weather for May.

May

trending_flatModerate crowds
High 17°C / low 11°C. Sunny most days.
17°
weather_sun
May, Moderate crowds, average high temperature 17 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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23°
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June, High crowds, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
26°
weather_sun
July, High crowds, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
26°
weather_sun
August, High crowds, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
23°
weather_sun
September, Moderate crowds, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
16°
weather_sun
October, Moderate crowds, average high temperature 16 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
10°
8°
weather_partly_sunny
November, Moderate crowds, average high temperature 8 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
3°
3°
weather_cloudy
December, High crowds, average high temperature 3 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
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-1°
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January, Low crowds, average high temperature -1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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February, Low crowds, average high temperature 0 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
6°
weather_cloudy
March, Low crowds, average high temperature 6 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
0°
11°
weather_partly_sunny
April, Low crowds, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
5°
Monthly weather averages (˚C)
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Top neighborhoods in Chicago

Magnificent Mile - River North

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

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Magnificent Mile

Top landmarks in Chicago

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

Why not catch an event at Wrigley Field, a major stadium in Lakeview. Let yourself be amazed at the art galleries in the area— your cultural tour starts here. If you think Wrigley Field is cool, you also might like United Center and Wrigley View Rooftop, both located nearby.

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Wrigley Field

Chicago and related destinations

Chicago is well-known for its skyscrapers and theaters while top attractions include Michigan Avenue, Soldier Field, and Navy Pier. This artistic city has something for everyone including sights like McCormick Place and Wrigley Field within a lively setting.

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Philadelphia is well-known for its museums and university life while top attractions include Pennsylvania Convention Center, Citizens Bank Park, and Wells Fargo Center. This artistic city has something for everyone including sights like Lincoln Financial Field and Sesame Place within a lively setting.

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Boston is well-known for its museums and university life while top attractions include TD Garden, Fenway Park, and Gillette Stadium. This historical city has something for everyone including sights like New England Aquarium and Boston Harbor within a lively setting.

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Boston

Toronto is well-known for its theaters and architecture while top attractions include CN Tower, Rogers Centre, and Canada's Wonderland. This artistic city has something for everyone including restaurants as well as sights like Scotiabank Arena and Metro Toronto Convention Centre. All are within a lively setting.

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San Francisco is well-known for its museums and theaters while top attractions include Oracle Park, Moscone Convention Center, and Pier 39. Visitors highlight this artistic city's architecture while sights include Chase Center and Alcatraz Island.

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Frequently asked questions

What hotels do travelers recommend in Chicago?
Residence Inn Chicago Downtown Magnificent Mile, The Guesthouse Hotel and The Publishing House B&B are all accommodations that are popular with guests.
Where can I get free parking with my stay in Chicago?
These hotels offer the perk of free parking: The Villa Toscana, Dorothy’s and Villa Dubois Guest House. There are 6 options you may want to check out on our site.
Can I book a refundable accommodation in Chicago?
If you’re looking for the flexibility to change your plans to Chicago, most hotels offer refundable* bookable rates. You can find these properties by searching our site and using the “fully refundable” filter to narrow down the results.
Where can I stay in Chicago if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 678 vacation homes. In addition, there are 2245 apartments and 291 condos.
What will the weather in Chicago be like during my trip?
July and August are typically the warmest months in Chicago when the average temp is 70°F. January and February are the coldest months when the average temperature is 31°F. June and May are the months with the most rain.
Why should I book my Chicago hotel through Hotels.com?
There are lots of reasons to book your Chicago trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.