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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
Wed, Aug 27 - Wed, Sep 3
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$72 Roundtrip, found 7 hours ago
$72
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Wed, Aug 27 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 3, priced at $72 found 7 hours ago
Spirit Airlines
Mon, Aug 25 - Wed, Sep 3
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$86 Roundtrip, found 7 hours ago
$86
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Mon, Aug 25 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 3, priced at $86 found 7 hours ago
Frontier Airlines
Wed, Aug 27 - Wed, Sep 3
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$87 Roundtrip, found 7 hours ago
$87
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Wed, Aug 27 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 3, priced at $87 found 7 hours ago
Frontier Airlines
Wed, Aug 27 - Wed, Sep 3
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$99 Roundtrip, found 7 hours ago
$99
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Wed, Aug 27 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 3, priced at $99 found 7 hours ago
Frontier Airlines
Wed, Aug 27 - Sat, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$119 Roundtrip, found 6 days ago
$119
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Aug 27 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, Sep 6, priced at $119 found 6 days ago
Spirit Airlines
Fri, Oct 17 - Mon, Oct 20
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$120 Roundtrip, found 2 hours ago
$120
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Fri, Oct 17 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Oct 20, priced at $120 found 2 hours ago
United
Sat, Oct 18 - Sat, Oct 18
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 10 hours ago
$132
Roundtrip
found 10 hours ago
Select United flight, departing Sat, Oct 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Oct 18, priced at $132 found 10 hours ago
Delta
Sat, Oct 18 - Sat, Oct 18
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 10 hours ago
$132
Roundtrip
found 10 hours ago
Select Delta flight, departing Sat, Oct 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Oct 18, priced at $132 found 10 hours ago
American Airlines
Sat, Oct 18 - Sat, Oct 18
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 10 hours ago
$132
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Sat, Oct 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Oct 18, priced at $132 found 10 hours ago
Frontier Airlines
Mon, Sep 8 - Mon, Sep 15
RDU
Raleigh - Durham Intl.
ORD
O'Hare Intl.
$155 Roundtrip, found 22 hours ago
$155
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Mon, Sep 8 from Raleigh - Durham Intl. to O'Hare Intl., returning Mon, Sep 15, priced at $155 found 22 hours ago
Frontier Airlines
Thu, Oct 2 - Tue, Oct 7
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$176 Roundtrip, found 1 day ago
$176
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Oct 2 from Dallas-Fort Worth Intl. to Midway Intl., returning Tue, Oct 7, priced at $176 found 1 day ago
Frontier Airlines
Tue, Sep 16 - Tue, Sep 23
RDU
Raleigh - Durham Intl.
MDW
Midway Intl.
$188 Roundtrip, found 5 days ago
$188
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Sep 16 from Raleigh - Durham Intl. to Midway Intl., returning Tue, Sep 23, priced at $188 found 5 days ago
Delta
Tue, Sep 9 - Tue, Sep 9
DAL
Love Field
ORD
O'Hare Intl.
$194 Roundtrip, found 7 hours ago
$194
Roundtrip
found 7 hours ago
Select Delta flight, departing Tue, Sep 9 from Love Field to O'Hare Intl., returning Tue, Sep 9, priced at $194 found 7 hours ago
Delta
Sat, Sep 6 - Tue, Sep 9
DAL
Love Field
MDW
Midway Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 6 from Love Field to Midway Intl., returning Tue, Sep 9, priced at $197 found 1 day ago
Contour Airlines
Mon, Sep 8 - Thu, Sep 11
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$203 Roundtrip, found 5 hours ago
$203
Roundtrip
found 5 hours ago
Select Contour Airlines flight, departing Mon, Sep 8 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Thu, Sep 11, priced at $203 found 5 hours ago
JetBlue Airways
Mon, Sep 8 - Sat, Sep 13
RDU
Raleigh - Durham Intl.
ORD
O'Hare Intl.
$242 Roundtrip, found 22 hours ago
$242
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Raleigh - Durham Intl. to O'Hare Intl., returning Sat, Sep 13, priced at $242 found 22 hours 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! (8,922 reviews)
"It’s an iconic Chicago hotel. It’s very old but definitely a place to stay at least once."

Reviewed on Aug 1, 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! (2,139 reviews)
"Nice hotel close to everything on Mag Mile."

Reviewed on Jul 31, 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! (2,547 reviews)
"The bed and pillows were comfortable. Loved having the sleeping area separate from lounging space. We ate at the attached restaurant 2 days in a row. Both times the food was phenomenal. The service, however, was great on the first day but not so much on the second. 20% is automatically tacked onto ..."

Reviewed on Jul 30, 2025

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Hilton Chicago/Magnificent Mile Suites
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! (1,324 reviews)
"It is renovated, it is very clean, the breakfast was delicious"

Reviewed on Jul 30, 2025

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Crowne Plaza Chicago West Loop by IHG
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! (4,596 reviews)
"It was a very nice hotel with free breakfast and clean"

Reviewed on Aug 1, 2025

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

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (3,619 reviews)
"Beds were comfortable. Many, many great restaurants nearby."

Reviewed on Aug 1, 2025

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Hilton Garden Inn Chicago Downtown/Magnificent Mile
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! (3,486 reviews)
"Would be back soon !"

Reviewed on Jul 30, 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! (3,498 reviews)
"This hotel had great charm in a great location. Parts of it were dated, like slow lights and elevator, but it was clean and accommodating."

Reviewed on Jul 31, 2025

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The Whitehall Hotel, BW Premier Collection
See all 5,452 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! (1,336 reviews)
"Bar next door serves good food at reasoabnle price."

Reviewed on Jul 30, 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! (1,001 reviews)
"It was noisy. Otherwise, everything else was good."

Reviewed on Aug 1, 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! (1,981 reviews)
"The lobby, eating areas and the room were very clean"

Reviewed on Aug 1, 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)
"Everything was good"

Reviewed on Jul 30, 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! (1,862 reviews)
"Comfort"

Reviewed on Jul 30, 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)
"What I liked most was the transportation to the airport."

Reviewed on Jul 27, 2025

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Carlton Inn Midway
See all 5,452 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.