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Chicago

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Chicago Flights as Low as $72

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

Spirit Airlines
Sat, Aug 9 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$72 Roundtrip, found 2 hours ago
$72
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Sat, Aug 9 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 12, priced at $72 found 2 hours ago
Frontier Airlines
Sat, Aug 9 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$75 Roundtrip, found 2 hours ago
$75
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Aug 9 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 12, priced at $75 found 2 hours ago
Frontier Airlines
Sat, Aug 16 - Sat, Aug 16
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$78 Roundtrip, just found
$78
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Aug 16 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Aug 16, priced at $78 just found
Frontier Airlines
Wed, Aug 20 - Mon, Aug 25
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$83 Roundtrip, found 2 hours ago
$83
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Aug 20 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Aug 25, priced at $83 found 2 hours ago
Spirit Airlines
Wed, Aug 20 - Mon, Aug 25
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$84 Roundtrip, found 2 hours ago
$84
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Wed, Aug 20 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Aug 25, priced at $84 found 2 hours ago
Frontier Airlines
Tue, Sep 23 - Tue, Sep 30
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$107 Roundtrip, found 4 hours ago
$107
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Sep 23 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Sep 30, priced at $107 found 4 hours ago
Spirit Airlines
Fri, Oct 31 - Wed, Nov 5
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$120 Roundtrip, found 8 hours ago
$120
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Fri, Oct 31 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Nov 5, priced at $120 found 8 hours ago
United
Sat, Sep 6 - Sat, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, just found
$132
Roundtrip
just found
Select United flight, departing Sat, Sep 6 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Sep 6, priced at $132 just found
Delta
Sat, Sep 6 - Sat, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, just found
$132
Roundtrip
just found
Select Delta flight, departing Sat, Sep 6 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Sep 6, priced at $132 just found
American Airlines
Sat, Sep 6 - Sat, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, just found
$132
Roundtrip
just found
Select American Airlines flight, departing Sat, Sep 6 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Sep 6, priced at $132 just found
Frontier Airlines
Tue, Aug 5 - Tue, Aug 12
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$149 Roundtrip, found 2 hours ago
$149
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Aug 5 from Dallas-Fort Worth Intl. to Midway Intl., returning Tue, Aug 12, priced at $149 found 2 hours ago
Contour Airlines
Mon, Aug 25 - Thu, Aug 28
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$189 Roundtrip, found 1 hour ago
$189
Roundtrip
found 1 hour ago
Select Contour Airlines flight, departing Mon, Aug 25 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Thu, Aug 28, priced at $189 found 1 hour ago
Delta
Tue, Sep 9 - Tue, Sep 9
DAL
Love Field
ORD
O'Hare Intl.
$192 Roundtrip, just found
$192
Roundtrip
just found
Select Delta flight, departing Tue, Sep 9 from Love Field to O'Hare Intl., returning Tue, Sep 9, priced at $192 just found
Delta
Tue, Aug 12 - Wed, Aug 13
DAL
Love Field
MDW
Midway Intl.
$198 Roundtrip, found 8 hours ago
$198
Roundtrip
found 8 hours ago
Select Delta flight, departing Tue, Aug 12 from Love Field to Midway Intl., returning Wed, Aug 13, priced at $198 found 8 hours ago
JetBlue Airways
Wed, Oct 15 - Wed, Oct 22
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$272 Roundtrip, just found
$272
Roundtrip
just found
Select JetBlue Airways flight, departing Wed, Oct 15 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Oct 22, priced at $272 just found
KEY LIME AIR DBA DENVER AIR CONNECTION
Fri, Dec 26 - Tue, Dec 30
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$325 Roundtrip, found 1 day ago
$325
Roundtrip
found 1 day ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Fri, Dec 26 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Dec 30, priced at $325 found 1 day ago

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.

Frequently Asked Questions About flights to Chicago

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.

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 August, 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 $72, 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 $72 right now, why wait?

Chicago Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$72

Last Minute Hotel Deals in Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Book a 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 ...
7.8/10 Good! (8,985 reviews)
"Historic hotel!"

Reviewed on Jul 16, 2025

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Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (2,046 reviews)
"8lmicr"

Reviewed on Jul 16, 2025

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InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,448 reviews)
"Excellent"

Reviewed on Jul 15, 2025

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Hilton Chicago/Magnificent Mile Suites
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (4,475 reviews)
"Great"

Reviewed on Jul 17, 2025

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Embassy Suites by Hilton Chicago Downtown River North
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
8.8/10 Excellent! (1,264 reviews)
"Excellent stay"

Reviewed on Jul 15, 2025

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Crowne Plaza Chicago West Loop by IHG
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
9.2/10 Wonderful! (3,390 reviews)
"Good"

Reviewed on Jul 17, 2025

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citizenM Chicago Downtown
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
105 E Delaware Pl, Chicago, IL
Stay at this 3.5-star boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff ...
8.2/10 Very Good! (3,472 reviews)
Week in Chicago
"Great location on a quiet street close to water tower downtown. Parking across the street for a reasonable price. Huge room, comfortable beds and great staff. Breakfast was good also!"

Reviewed on Jul 15, 2025

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The Whitehall Hotel, BW Premier Collection
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr, Chicago, IL
Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and ...
8.8/10 Excellent! (2,438 reviews)
"A long line when checking in. The rest is excellent."

Reviewed on Jul 18, 2025

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Swissotel - Chicago
See all 5,367 properties in 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.

Top Hotels With Free Airport Shuttle

Super 8 by Wyndham Chicago O'Hare Airport

Super 8 by Wyndham Chicago O'Hare Airport

3.5 out of 5
2951 Touhy Ave, Elk Grove Village, IL
Stay at this 3.5-star business-friendly hotel in Elk Grove Village. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
7.6/10 Good! (1,310 reviews)
"Very helpful and friendly staff. Room was very nice and clean."

Reviewed on Jul 17, 2025

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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 E Grand Avenue, Bensenville, IL
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 ...
7/10 Good! (1,029 reviews)
Good deal
"Front desk was very helpful. Very close to the airport maybe too close. Price was right. I thought it was clean typical breakfast. Nothing to write home about. They also offer a shuttle to the airport. Would stay there again."

Reviewed on Jul 17, 2025

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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
Book a 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 ...
9/10 Wonderful! (1,970 reviews)
"Great property to stay. Would definitely come back again. Close to airport and to Loyola Hospital."

Reviewed on Jul 15, 2025

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Hampton Inn Chicago-O'Hare International Airport
Holiday Inn Chicago O'Hare Area by IHG

Holiday Inn Chicago O'Hare Area by IHG

3 out of 5
5615 North Cumberland Avenue, Chicago, IL
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
7.6/10 Good! (1,003 reviews)
"I liked everything from the service to the breakfast. Would love to come back."

Reviewed on Jul 12, 2025

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Holiday Inn Chicago O'Hare Area by IHG
Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

4.5 out of 5
5300 N River Rd, Rosemont, IL
Stay at this 4.5-star luxury hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the ...
9.4/10 Exceptional! (1,869 reviews)
"Cleanness, friendly staff, always smells nice"

Reviewed on Jul 15, 2025

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Loews Chicago O'Hare Hotel
Carlton Inn Midway

Carlton Inn Midway

2 out of 5
4944 S Archer Ave, Chicago, IL
Book a 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 ...
6.4/10 (1,000 reviews)
Fine
"Short but smooth"

Reviewed on Jul 14, 2025

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Carlton Inn Midway
See all 5,367 properties in 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.