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Chicago

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Chicago Flights as Low as $41

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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United
American Airlines
Delta
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Sun Country Airlines
JetBlue Airways
Delta
Delta

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 April, 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 16 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 $41, 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 $41 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 airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$40

Last Minute Hotel Deals in Chicago

Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL
The price is $99 per night from Mar 31 to Apr 1
$99
per night
Mar 31 - Apr 1
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast, and room service. Our guests praise the restaurant and the helpful staff ...
8.4/10 Very Good! (2,915 reviews)
"Very conveniently located. Quick and professional check in. All of staff we encountered were professional and friendly. I had an issue with on line ordering for restaurant downstairs. I thought the order went through, but it had not. They were quick to put order in for us. And I misread breakfast ..."

Reviewed on Mar 26, 2024

Club Quarters Hotel, Central Loop, Chicago
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is $125 per night from Apr 1 to Apr 2
$125
per night
Apr 1 - Apr 2
Stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
7.6/10 Good! (6,444 reviews)
"The hotel is beautiful. A walk through time. It was very clean and staff were friendly."

Reviewed on Mar 25, 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
The price is $109 per night from Mar 31 to Apr 1
$109
per night
Mar 31 - Apr 1
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 ...
8.6/10 Excellent! (2,717 reviews)
"Great customer service"

Reviewed on Mar 27, 2024

River Hotel
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
3.5 out of 5
350 West Wolf Point Plaza, Building 2, Chicago, IL
The price is $143 per night from Apr 21 to Apr 22
$143
per night
Apr 21 - Apr 22
Stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,015 reviews)
"Love the place"

Reviewed on Mar 25, 2024

Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
InterContinental Chicago Magnificent Mile, an IHG Hotel
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 out of 5
505 N Michigan Ave, Chicago, IL
The price is $189 per night from Mar 31 to Apr 1
$189
per night
Mar 31 - Apr 1
Stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
8.6/10 Excellent! (1,513 reviews)
"The staff property were are great and met expectations. Many areas to shop or grab a quick bit to eat. Great for a stay when guest are in town and taking them sightseeing."

Reviewed on Mar 25, 2024

InterContinental Chicago Magnificent Mile, an IHG Hotel
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
The price is $112 per night from Mar 31 to Apr 1
$112
per night
Mar 31 - Apr 1
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 ...
8.2/10 Very Good! (1,842 reviews)
"Very nice staff. Bathroom/closet door combination not a fan. Shower head not located in convenient location."

Reviewed on Mar 26, 2024

Eurostars Magnificent Mile
W Chicago - Lakeshore
W Chicago - Lakeshore
4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
The price is $149 per night from Apr 15 to Apr 16
$149
per night
Apr 15 - Apr 16
Stay at this luxury hotel in Chicago. Enjoy breakfast, WiFi, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8/10 Very Good! (1,009 reviews)
"."

Reviewed on Mar 26, 2024

W Chicago - Lakeshore
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL
The price is $165 per night from Mar 31 to Apr 1
$165
per night
Mar 31 - Apr 1
Stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast, and a 24-hour health club. Our guests praise the breakfast and the helpful staff in our ...
8/10 Very Good! (1,150 reviews)
"We really enjoyed this historic hotel. It was walkable to our destinations including museums and restaurants. The staff was great."

Reviewed on Mar 26, 2024

Palmer House a Hilton Hotel
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

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
The price is $67 per night from Apr 8 to Apr 9
$67
per night
Apr 8 - Apr 9
Stay at this 3-star golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions ...
6.4/10 (1,014 reviews)
"Very helpful"

Reviewed on Mar 25, 2024

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
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
The price is $72 per night from Mar 31 to Apr 1
$72
per night
Mar 31 - Apr 1
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 ...
7.8/10 Good! (1,002 reviews)
"There were loud children running around until late, but overall a good stay"

Reviewed on Mar 26, 2024

Super 8 by Wyndham Chicago O'Hare Airport
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
The price is $89 per night from Mar 31 to Apr 1
$89
per night
Mar 31 - Apr 1
Stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,270 reviews)
Great staff
"Louis made what started out to be a birthday disaster end in joy. He made sure my room was awesome and helped me out. His customer service was the best I have received in a long time!"

Reviewed on Mar 26, 2024

Hampton Inn Chicago-O'Hare International Airport
Holiday Inn Chicago O'Hare Area, an IHG Hotel
Holiday Inn Chicago O'Hare Area, an IHG Hotel
3 out of 5
5615 North Cumberland Avenue, Chicago, IL
The price is $94 per night from Mar 31 to Apr 1
$94
per night
Mar 31 - Apr 1
Stay at this business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast. Our guests praise the breakfast and the helpful staff in our reviews. ...
7.4/10 Good! (1,000 reviews)
"Not a safe neighborhood"

Reviewed on Mar 22, 2024

Holiday Inn Chicago O'Hare Area, an IHG Hotel
Loews Chicago O'Hare Hotel
Loews Chicago O'Hare Hotel
4.5 out of 5
5300 N River Rd, Rosemont, IL
The price is $149 per night from Mar 29 to Mar 30
$149
per night
Mar 29 - Mar 30
Stay at this 4.5-star luxury hotel in Rosemont. Enjoy free WiFi, breakfast, and a free airport shuttle. Our guests praise the restaurant and the helpful staff ...
9.2/10 Wonderful! (1,498 reviews)
"Even if its close to the airport this property was very quiet. Very nice staff and loved our comfy bed very much. We will come back and stay in this facility again. Or we will try to stay at Loews evrywhere we travel. My husband and I had a very good experience."

Reviewed on Mar 24, 2024

Loews Chicago O'Hare Hotel
Carlton Inn Midway
Carlton Inn Midway
2 out of 5
4944 S Archer Ave, Chicago, IL
The price is $119 per night from Mar 29 to Mar 30
$119
per night
Mar 29 - Mar 30
Stay at this business-friendly motel in Chicago. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.2/10 Good! (1,004 reviews)
"It was pretty good stay. Only the toiletries were out, but were immediately refilled once i told the receptionist"

Reviewed on Mar 21, 2024

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.