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Chicago

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Chicago Flights as Low as $120

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

Spirit Airlines
Fri, Sep 5 - Mon, Sep 8
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$120 Roundtrip, found 12 hours ago
$120
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Fri, Sep 5 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Sep 8, priced at $120 found 12 hours ago
Spirit Airlines
Mon, Jul 7 - Fri, Jul 11
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 9 hours ago
$130
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Mon, Jul 7 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Fri, Jul 11, priced at $130 found 9 hours ago
Spirit Airlines
Sun, Jul 6 - Fri, Jul 11
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$133 Roundtrip, found 1 day ago
$133
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, Jul 6 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Fri, Jul 11, priced at $133 found 1 day ago
Spirit Airlines
Fri, Sep 5 - Mon, Sep 8
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$139 Roundtrip, found 12 hours ago
$139
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Fri, Sep 5 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Sep 8, priced at $139 found 12 hours ago
Frontier Airlines
Fri, Sep 5 - Mon, Sep 8
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$149 Roundtrip, found 12 hours ago
$149
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Fri, Sep 5 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Sep 8, priced at $149 found 12 hours ago
American Airlines
Tue, Sep 9 - Tue, Sep 9
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$152 Roundtrip, found 5 hours ago
$152
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, Sep 9 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Sep 9, priced at $152 found 5 hours ago
Spirit Airlines
Tue, Jul 8 - Tue, Jul 8
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$157 Roundtrip, found 8 hours ago
$157
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Tue, Jul 8 from Los Angeles Intl. to O'Hare Intl., returning Tue, Jul 8, priced at $157 found 8 hours ago
United
Tue, Sep 9 - Tue, Sep 9
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$157 Roundtrip, found 5 hours ago
$157
Roundtrip
found 5 hours ago
Select United flight, departing Tue, Sep 9 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Sep 9, priced at $157 found 5 hours ago
Frontier Airlines
Sat, Aug 2 - Sat, Aug 9
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$172 Roundtrip, found 2 days ago
$172
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Aug 2 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Aug 9, priced at $172 found 2 days ago
Contour Airlines
Mon, Aug 25 - Thu, Aug 28
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$189 Roundtrip, found 13 hours ago
$189
Roundtrip
found 13 hours 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 13 hours ago
Delta
Sat, Jul 12 - Sat, Jul 12
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$195 Roundtrip, found 3 days ago
$195
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Jul 12 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Jul 12, priced at $195 found 3 days ago
Delta
Sat, Sep 6 - Tue, Sep 9
DAL
Love Field
MDW
Midway Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Sep 6 from Love Field to Midway Intl., returning Tue, Sep 9, priced at $197 found 2 days ago
Delta
Tue, Sep 9 - Tue, Sep 9
DAL
Love Field
ORD
O'Hare Intl.
$201 Roundtrip, found 5 hours ago
$201
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Sep 9 from Love Field to O'Hare Intl., returning Tue, Sep 9, priced at $201 found 5 hours ago
Alaska Airlines
Tue, Aug 26 - Sat, Aug 30
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$243 Roundtrip, found 13 hours ago
$243
Roundtrip
found 13 hours ago
Select Alaska Airlines flight, departing Tue, Aug 26 from Los Angeles Intl. to O'Hare Intl., returning Sat, Aug 30, priced at $243 found 13 hours ago
Delta
Mon, Aug 11 - Tue, Aug 12
LAX
Los Angeles Intl.
MDW
Midway Intl.
$256 Roundtrip, found 1 day ago
$256
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Aug 11 from Los Angeles Intl. to Midway Intl., returning Tue, Aug 12, priced at $256 found 1 day ago
Sun Country Airlines
Sun, Jul 13 - Mon, Jul 21
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$317 Roundtrip, found 5 hours ago
$317
Roundtrip
found 5 hours ago
Select Sun Country Airlines flight, departing Sun, Jul 13 from Los Angeles Intl. to O'Hare Intl., returning Mon, Jul 21, priced at $317 found 5 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 September, 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 $120, 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 $120 right now, why wait?

Chicago Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$87

Last Minute Hotel Deals in Chicago

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! (4,210 reviews)
"Excellent stay. Room was clean and well-designed for our family. Fantastic complimentary breakfast every morning."

Reviewed on Jun 13, 2025

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Embassy Suites by Hilton Chicago Downtown River North
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! (1,885 reviews)
"The hotel is lovely and close to everything."

Reviewed on Jun 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! (2,306 reviews)
"None"

Reviewed on Jun 15, 2025

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Hilton Chicago/Magnificent Mile Suites
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! (3,174 reviews)
"Very cool room......my nine year old granddaughter loved the ipad-controlled lights, tv, window coverings. Very comfortable bed and pillows."

Reviewed on Jun 14, 2025

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citizenM Chicago Downtown
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! (8,864 reviews)
"great!"

Reviewed on Jun 13, 2025

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Congress Plaza Hotel
The Wade
The Wade
4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy room service, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff ...
8/10 Very Good! (1,020 reviews)
"Great"

Reviewed on Jun 15, 2025

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The Wade
Freehand Chicago
Freehand Chicago
4 out of 5
19 East Ohio Street, Chicago, IL
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.8/10 Good! (1,929 reviews)
"The unique 4 bunk bed room worked well for our family who were in town for a couple of nights as we traveled through the Midwest. The location was perfect for exploring the city."

Reviewed on Jun 13, 2025

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Freehand Chicago
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! (2,231 reviews)
"parking is expensive $87 for valet $70 for self"

Reviewed on Jun 15, 2025

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Swissotel - Chicago
See all 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 ...
7.8/10 Good! (1,251 reviews)
"Wonderful front desk staff!! Airport shuttle was great."

Reviewed on Jun 12, 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 ...
6.8/10 (1,003 reviews)
"Staff was very good. Witnessed staff helping elderly couple travelling with grandchildren . Shuttle to airport. Used uber or take car to light rail parkade ( 10 min away)"

Reviewed on Jun 14, 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! (1,919 reviews)
"Our stay was great. All the staff were friendly and the hotel was very clean. Our room and beds were very comfortable. The room was near the elevator but we heard no noise from the hallway. The breakfast was great."

Reviewed on Jun 13, 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! (1,002 reviews)
"Great"

Reviewed on Jun 7, 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! (1,845 reviews)
"The room was very nice and there it is situated between 2 very nice restaurants and a mall next door."

Reviewed on Jun 14, 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 (1,002 reviews)
"The stairs needed repair there were rotted parts in stairs"

Reviewed on Jun 11, 2025

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Carlton Inn Midway
See all 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.