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Chicago

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Chicago Flights as Low as $117

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

American Airlines
Sat, Dec 12 - Tue, Dec 15
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Dec 12 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Dec 15, priced at $117 found 1 day ago
Delta
Sat, Dec 5 - Sat, Dec 12
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Dec 5 from Minneapolis - St. Paul Intl. to Midway Intl., returning Sat, Dec 12, priced at $117 found 1 day ago
United
Sat, Dec 12 - Tue, Dec 15
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select United flight, departing Sat, Dec 12 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Dec 15, priced at $117 found 1 day ago
Delta
Mon, Dec 7 - Tue, Dec 8
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Dec 7 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Dec 8, priced at $117 found 1 day ago
American Airlines
Tue, Oct 20 - Wed, Oct 21
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Oct 20 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Oct 21, priced at $119 found 1 day ago
Frontier Airlines
Tue, Oct 20 - Wed, Oct 21
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Oct 20 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Oct 21, priced at $120 found 1 day ago
Sun Country Airlines
Thu, Oct 29 - Sat, Oct 31
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$124 Roundtrip, found 8 hours ago
$124
Roundtrip
found 8 hours ago
Select Sun Country Airlines flight, departing Thu, Oct 29 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sat, Oct 31, priced at $124 found 8 hours ago
American Airlines
Tue, Oct 20 - Wed, Oct 21
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$125 Roundtrip, found 1 day ago
$125
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Oct 20 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Oct 21, priced at $125 found 1 day ago
Frontier Airlines
Mon, Dec 7 - Fri, Dec 11
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$128 Roundtrip, found 1 day ago
$128
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Dec 7 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Fri, Dec 11, priced at $128 found 1 day ago
Frontier Airlines
Wed, Dec 2 - Tue, Dec 8
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$148 Roundtrip, found 1 hour ago
$148
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Dec 2 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Dec 8, priced at $148 found 1 hour ago
Frontier Airlines
Tue, Nov 17 - Thu, Nov 19
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$171 Roundtrip, found 6 hours ago
$171
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Tue, Nov 17 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Thu, Nov 19, priced at $171 found 6 hours ago
Southwest Airlines
Wed, Dec 2 - Tue, Dec 15
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$223 Roundtrip, found 6 hours ago
$223
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Wed, Dec 2 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Dec 15, priced at $223 found 6 hours ago
Southwest Airlines
Tue, Oct 20 - Wed, Oct 28
DAL
Love Field
MDW
Midway Intl.
$281 Roundtrip, found 6 hours ago
$281
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Tue, Oct 20 from Love Field to Midway Intl., returning Wed, Oct 28, priced at $281 found 6 hours ago
JetBlue Airways
Wed, Dec 2 - Tue, Dec 8
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$291 Roundtrip, found 1 hour ago
$291
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Wed, Dec 2 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Dec 8, priced at $291 found 1 hour ago
Delta
Tue, Dec 1 - Mon, Dec 14
DAL
Love Field
ORD
O'Hare Intl.
$297 Roundtrip, found 3 hours ago
$297
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Dec 1 from Love Field to O'Hare Intl., returning Mon, Dec 14, priced at $297 found 3 hours ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Sun, Dec 20 - Sat, Dec 26
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$459 Roundtrip, found 1 hour ago
$459
Roundtrip
found 1 hour ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Sun, Dec 20 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Dec 26, priced at $459 found 1 hour 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 December, 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 $117, 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 $117 right now, why wait?

Chicago Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$148

Last Minute Hotel Deals in Chicago

River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,440 reviews)
"Great place to travel!"

Reviewed on Sep 25, 2026

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River Hotel
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 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
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Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
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The Chicago Hotel Collection Ambassador Gold Coast
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 out of 5
160 E Huron Street Chicago IL
Book a stay at this family-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the ...
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Hampton Inn Chicago Downtown/Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (2,231 reviews)
"staff was super friendly and helpful!"

Reviewed on Sep 24, 2026

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The Chicago Hotel Collection - Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
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Hilton Chicago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3 out of 5
201 East Walton Place Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
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Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
172 W Adams St Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the ...
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THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
See all 5,409 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
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 ...
Get rates
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
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
Get rates
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 ...
9.4/10 Exceptional! (2,385 reviews)
"Clean, modern room. Nice breakfast. One downside: rooms next to the highway very noisy."

Reviewed on Sep 25, 2026

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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
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
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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
Book a stay at this luxury hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful ...
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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 ...
Get rates
Carlton Inn Midway
See all 5,409 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.