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Cheap Flights to Chicago

Fall in love at first flight with your vacation to Chicago by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Chicago on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Chicago, the good times start rolling. So buckle up, you’re in for a fun ride.

Just the right flight

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chicago with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CHI airport.

Frequently Asked Questions About flights to Chicago

What is the cheapest month to fly to Chicago?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Chicago are in , but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chicago?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find  to choose from for your flight to Chicago.

What airport is best to fly into Chicago?

When you’re planning your trip to Chicago, convenience is the name of the game. Luckily, Chicago Midway Intl. Airport is nearby so you can deplane and get going on checking off everything on your Chicago must-do list.

How much are flights to Chicago?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chicago on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as , you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Chicago?

The trick to saving a stack of cash on your flight to Chicago? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as  right now, why wait?

Can I fly to Chicago right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to  right now?” When it’s time to book your flight, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

Chicago Flight Information
Destination AirportO'Hare Intl.
Destination Airport IATA CodeORD
Airlines ServingAmerican Airlines, Delta, Frontier Airlines, JetBlue Airways, Spirit Airlines, United
Number Of Airlines Serving6
Flight Price$133
Popular AirlineUnited

Last Minute Hotel Deals in Chicago

The Whitehall Hotel
The Whitehall Hotel
4 out of 5
105 E Delaware Pl, Chicago, IL, 60611
The price is $84 per night from Dec 12 to Dec 13
$84
per night
Dec 12 - Dec 13
Stay at this 4-star boutique hotel in Chicago. Enjoy free WiFi, breakfast, and a fitness center. Our guests praise the clean rooms and the overall value in our ...
3.9/5 Good! (3,147 reviews)
"Great stay, however, wish they provided each room with some drinking water!"

Reviewed on Nov 29, 2022

The Whitehall Hotel
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL, 60605
The price is $116 per night from Jan 2 to Jan 3
$116
per night
Jan 2 - Jan 3
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
3.7/5 Good! (3,830 reviews)
"Very nice and clean room in a very beautiful place! Great location and very close to the best Chicago Blues at Buddy Guy Legends. Will come again!"

Reviewed on Nov 30, 2022

Congress Plaza Hotel
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL, 60654
The price is $90 per night from Dec 4 to Dec 5
$90
per night
Dec 4 - Dec 5
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
4.1/5 Very Good! (1,836 reviews)
My Birthday Stay
"Pros: The view was pretty, the staff were very nice and helpful, the bed was comfortable, amentities were nice Cons: The AC/Heater was rather loud, the balony was locked, only one small trash can and it was in thr bathroom"

Reviewed on Nov 28, 2022

Eurostars Magnificent Mile
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL, 60601
The price is $89 per night from Jan 1 to Jan 2
$89
per night
Jan 1 - Jan 2
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
4.3/5 Excellent! (1,537 reviews)
"Great and convenient locartion. Very satisfied, rooms a litte tight but clean."

Reviewed on Nov 30, 2022

River Hotel
CitizenM Chicago Downtown
CitizenM Chicago Downtown
4 out of 5
80 East Wacker Place, Chicago, IL, 60601
The price is $105 per night from Jan 2 to Jan 3
$105
per night
Jan 2 - Jan 3
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast, and a fitness center. Popular attractions Millennium Park and Navy Pier are ...
4.5/5 Wonderful! (97 reviews)
"Excellent location in downtown Chicago. Sleek modern design in all areas of the hotel. The room had a really nice modern and functional design. There is not much space - but it does not really matter. I am a relative tall (>6 5ft) and enjoyed a good night sleep in the bed that stretches from wall ..."

Reviewed on Dec 2, 2022

CitizenM Chicago Downtown
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL, 60603
The price is $92 per night from Jan 1 to Jan 2
$92
per night
Jan 1 - Jan 2
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast, and room service. Our guests praise the helpful staff and the clean rooms ...
4.2/5 Very Good! (1,974 reviews)
"This was my first time back at CQ since the pandemic. Previously, i would stay a few times a year. This is atill a fine boutique hotel with a good gym and solid vibe. What is lost are the little things. I saw no recycling receptacles,the snacks in the lower level are gone,"

Reviewed on Dec 1, 2022

Club Quarters Hotel, Central Loop, Chicago
Hilton Garden Inn Chicago Downtown Riverwalk
Hilton Garden Inn Chicago Downtown Riverwalk
3 out of 5
66 East Wacker Place, Chicago, IL, 60601
The price is $106 per night from Jan 2 to Jan 3
$106
per night
Jan 2 - Jan 3
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...
4.4/5 Excellent! (1,395 reviews)
"They do not have a pool. Expedia needs to update their listing on this. However it was a very nice stay and the employees were extremely nice and helpful."

Reviewed on Nov 27, 2022

Hilton Garden Inn Chicago Downtown Riverwalk
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by Hilton
4.5 out of 5
85 East Wacker Drive, Chicago, IL, 60601
The price is $162 per night from Dec 22 to Dec 23
$162
per night
Dec 22 - Dec 23
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
4.5/5 Wonderful! (3,276 reviews)
"My favorite hotel in all of Chicago! I want to live in the beds. Amazing place."

Reviewed on Dec 1, 2022

LondonHouse Chicago, Curio Collection by Hilton
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.

Top Hotels With Free Airport Shuttle

Super 8 by Wyndham Chicago O'Hare Airport
Super 8 by Wyndham Chicago O'Hare Airport
2.5 out of 5
2951 Touhy Ave, Elk Grove Village, IL, 60007
The price is $76 per night from Dec 11 to Dec 12
$76
per night
Dec 11 - Dec 12
Stay at this business-friendly hotel in Elk Grove Village. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
3.9/5 Good! (1,001 reviews)
"Everything was fantastic, except the twin bed was smaller than a twin size. Hard for a person to sleep in. But loved everything else in this hotel"

Reviewed on Nov 27, 2022

Super 8 by Wyndham Chicago O'Hare Airport
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
3 out of 5
777 East Grand Avenue, Bensenville, IL, 60106
The price is $77 per night from Dec 11 to Dec 12
$77
per night
Dec 11 - Dec 12
Stay at this 3-star golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
3.2/5 (1,000 reviews)
"Great place & for the money it was worth the stay. And the front desk staff was very friendly & extremely accommodating!!! Thanks!"

Reviewed on Nov 20, 2022

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Hampton Inn Chicago-O'Hare International Airport
Hampton Inn Chicago-O'Hare International Airport
2.5 out of 5
3939 N Mannheim Rd, Schiller Park, IL, 60176
The price is $98 per night from Dec 24 to Dec 25
$98
per night
Dec 24 - Dec 25
Stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
4.4/5 Wonderful! (1,000 reviews)
Air & tv
"We didn’t know that the hotel was under construction which wasn’t a problem however the air conditioning unit was loose and sounded like a freight train and the tv wasn’t working properly."

Reviewed on Nov 28, 2022

Hampton Inn Chicago-O'Hare International Airport
Holiday Inn O'Hare, an IHG Hotel
Holiday Inn O'Hare, an IHG Hotel
3 out of 5
5615 North Cumberland Avenue, Chicago, IL, 60631
The price is $108 per night from Dec 5 to Dec 6
$108
per night
Dec 5 - Dec 6
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the convenient ...
3.7/5 Good! (1,000 reviews)
"I had some issues with the shuttle due to miscommunication. However Ernie was very helpful and understanding. The shuttle driver was very friendly and understanding as well. The bar and grill was amazing. It does get chilly in there so bring a jacket. I do suggest trying the Hampton iced tea. It ..."

Reviewed on Nov 24, 2022

Holiday Inn O'Hare, an IHG Hotel
Loews Chicago O'Hare Hotel
Loews Chicago O'Hare Hotel
4.5 out of 5
5300 N River Rd, Rosemont, IL, 60018
The price is $109 per night from Dec 23 to Dec 24
$109
per night
Dec 23 - Dec 24
Stay at this 4.5-star luxury hotel in Rosemont. Enjoy free WiFi, breakfast, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms ...
4.6/5 Wonderful! (1,049 reviews)
"I love it"

Reviewed on Dec 1, 2022

Loews Chicago O'Hare Hotel
Carlton Inn Midway
Carlton Inn Midway
2 out of 5
4944 S Archer Ave, Chicago, IL, 60632
The price is $109 per night from Dec 4 to Dec 5
$109
per night
Dec 4 - Dec 5
Stay at this business-friendly motel in Chicago. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms in ...
3.9/5 Very Good! (1,000 reviews)
"As always, the room was very clean. However this room seemed to be somewhat rundown. The mattress was a little broken down on one side and the bathroom tub and shower desperately needs to be fixed/updated. There was a depression in the center of the tub floor that made taking showers challenging. ..."

Reviewed on Oct 31, 2022

Carlton Inn Midway
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.