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Chicago

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Chicago Flights as Low as $90

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

Spirit Airlines
Wed, Jul 9 - Wed, Jul 23
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$90 Roundtrip, found 14 hours ago
$90
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Wed, Jul 9 from Newark Liberty Intl. Airport to O'Hare Intl., returning Wed, Jul 23, priced at $90 found 14 hours ago
Frontier Airlines
Thu, May 29 - Sun, Jun 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$100 Roundtrip, found 17 hours ago
$100
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Thu, May 29 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Jun 1, priced at $100 found 17 hours ago
Spirit Airlines
Wed, Jun 18 - Tue, Jun 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$100 Roundtrip, found 1 hour ago
$100
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Wed, Jun 18 from Los Angeles Intl. to O'Hare Intl., returning Tue, Jun 24, priced at $100 found 1 hour ago
Frontier Airlines
Thu, May 29 - Mon, Jun 2
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$101 Roundtrip, found 14 hours ago
$101
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Thu, May 29 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Jun 2, priced at $101 found 14 hours ago
Frontier Airlines
Sat, Aug 9 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$104 Roundtrip, found 11 hours ago
$104
Roundtrip
found 11 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 $104 found 11 hours ago
Frontier Airlines
Mon, Jun 2 - Fri, Jun 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$104 Roundtrip, found 1 day ago
$104
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Jun 2 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Fri, Jun 6, priced at $104 found 1 day ago
Frontier Airlines
Sat, Jun 14 - Wed, Jun 18
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$107 Roundtrip, found 15 hours ago
$107
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sat, Jun 14 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Wed, Jun 18, priced at $107 found 15 hours ago
Delta
Tue, Jul 8 - Tue, Jul 8
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$152 Roundtrip, found 2 days ago
$152
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Jul 8 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jul 8, priced at $152 found 2 days ago
American Airlines
Tue, Jul 8 - Tue, Jul 8
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$152 Roundtrip, found 2 days ago
$152
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Jul 8 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jul 8, priced at $152 found 2 days ago
United
Tue, Aug 5 - Wed, Aug 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$157 Roundtrip, found 8 hours ago
$157
Roundtrip
found 8 hours ago
Select United flight, departing Tue, Aug 5 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Aug 6, priced at $157 found 8 hours ago
Frontier Airlines
Sun, May 25 - Sat, May 31
LAX
Los Angeles Intl.
MDW
Midway Intl.
$215 Roundtrip, found 3 days ago
$215
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, May 25 from Los Angeles Intl. to Midway Intl., returning Sat, May 31, priced at $215 found 3 days ago
Alaska Airlines
Tue, Aug 26 - Sat, Aug 30
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$216 Roundtrip, found 3 hours ago
$216
Roundtrip
found 3 hours ago
Select Alaska Airlines flight, departing Tue, Aug 26 from Los Angeles Intl. to O'Hare Intl., returning Sat, Aug 30, priced at $216 found 3 hours ago
Bargain Flight
Sat, May 24 - Mon, May 26
GSP
Greenville-Spartanburg Intl.
ORD
O'Hare Intl.
$264 Roundtrip, found 18 hours ago
$264
Roundtrip
found 18 hours ago
Select Bargain Flight flight, departing Sat, May 24 from Greenville-Spartanburg Intl. to O'Hare Intl., returning Mon, May 26, priced at $264 found 18 hours ago
Sun Country Airlines
Fri, Jul 11 - Mon, Jul 14
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$286 Roundtrip, found 4 hours ago
$286
Roundtrip
found 4 hours ago
Select Sun Country Airlines flight, departing Fri, Jul 11 from Los Angeles Intl. to O'Hare Intl., returning Mon, Jul 14, priced at $286 found 4 hours ago
JetBlue Airways
Mon, Dec 8 - Fri, Dec 12
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$333 Roundtrip, found 15 hours ago
$333
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Mon, Dec 8 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Fri, Dec 12, priced at $333 found 15 hours ago
Hawaiian Airlines
Sat, May 24 - Wed, Jun 4
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$635 Roundtrip, found 1 day ago
$635
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Sat, May 24 from Los Angeles Intl. to O'Hare Intl., returning Wed, Jun 4, priced at $635 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 July, 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 15 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 $90, 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 $90 right now, why wait?

Chicago Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$90

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! (8,890 reviews)
"Awesome!"

Reviewed on May 20, 2025

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Congress Plaza Hotel
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
Stay at this 4-star family-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise ...
8/10 Very Good! (2,853 reviews)
"Stay was nice"

Reviewed on May 20, 2025

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Warwick Allerton - Chicago
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold Coast
4 out of 5
1301 N State Pkwy, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8.4/10 Very Good! (1,005 reviews)
"We reserved a double room for one night to go to a concert at Soldier Field. We booked a month out but most options (aside from this) were taken. Room was very clean, comfortable and quiet. The view from our windows were also nice, but private. Only caveat to staying here is the required resort fee ..."

Reviewed on May 21, 2025

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The Chicago Hotel Collection Ambassador Gold Coast
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
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! (4,170 reviews)
Elevator an issue
"Hotel was great but our room was behind the elevator so we heard it go up and down all night. They should have let us know and the hotel should discount this room."

Reviewed on May 22, 2025

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River Hotel
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! (3,078 reviews)
"Nice spot for a solo traveler, in walking distance of Millennium park and other downtown attractions"

Reviewed on May 20, 2025

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citizenM Chicago Downtown
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium Park
4.5 out of 5
200 North Columbus Drive, Chicago, IL
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,751 reviews)
"I loved the location of the property to park."

Reviewed on May 21, 2025

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Fairmont Chicago at Millennium Park
The Westin Michigan Avenue Chicago
The Westin Michigan Avenue Chicago
4.5 out of 5
909 North Michigan Ave, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,015 reviews)
"Beautiful hotel! Great area, great staff! Having a Starbucks in the hotel is extremely convenient. Parking was easy and the garage is close. I enjoyed my stay."

Reviewed on May 13, 2025

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The Westin Michigan Avenue Chicago
Holiday Inn Chicago Dwtn - The Mart by IHG
Holiday Inn Chicago Dwtn - The Mart by IHG
3 out of 5
350 West Wolf Point Plaza, Building 2, Chicago, IL
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,600 reviews)
"Beautiful water view, friendly staffs , bit hard to find by driving, and parking"

Reviewed on May 20, 2025

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Holiday Inn Chicago Dwtn - The Mart by IHG
See all 4,977 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
2.5 out of 5
2951 Touhy Ave, Elk Grove Village, IL
Book a 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 ...
7.8/10 Good! (1,220 reviews)
"Decent hotel. Friendly and efficient staff."

Reviewed on May 21, 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 (1,018 reviews)
"Staff was great. Breakfast was fantastic room was clean overall I give them a 10 out of 10."

Reviewed on May 20, 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! (1,887 reviews)
"Very nice staff."

Reviewed on May 20, 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! (1,011 reviews)
In the cold
"I really like the hotel. I stayed in Champaign, Illinois, and it was a wonderful stay. Due to the inconvenience of traveling, we booked the same hotel chain since we enjoyed our stay in Champaign when arriving in Chicago. When we arrived in Chicago, I called the hotel to be picked up from the airport. ..."

Reviewed on May 19, 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! (1,830 reviews)
"Great place to stay...convenience of the location is perfect!"

Reviewed on May 20, 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)
"Nice service"

Reviewed on May 14, 2025

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Carlton Inn Midway
See all 4,977 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.