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Chicago

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Chicago Flights as Low as $61

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

Spirit Airlines
Tue, Jun 4 - Wed, Jun 5
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$61 Roundtrip, found 11 hours ago
$61
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Tue, Jun 4 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Jun 5, priced at $61 found 11 hours ago
Frontier Airlines
Wed, May 22 - Wed, May 29
MCO
Orlando Intl.
MDW
Midway Intl.
$62 Roundtrip, found 1 day ago
$62
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, May 22 from Orlando Intl. to Midway Intl., returning Wed, May 29, priced at $62 found 1 day ago
Frontier Airlines
Wed, May 29 - Tue, Jun 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$66 Roundtrip, found 23 hours ago
$66
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Wed, May 29 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jun 4, priced at $66 found 23 hours ago
Frontier Airlines
Fri, May 31 - Tue, Jun 4
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$66 Roundtrip, found 4 days ago
$66
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, May 31 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Jun 4, priced at $66 found 4 days ago
Frontier Airlines
Tue, Jun 11 - Wed, Jun 12
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Jun 11 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Jun 12, priced at $68 found 1 day ago
Spirit Airlines
Wed, Jun 12 - Sat, Jun 15
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$71 Roundtrip, found 1 day ago
$71
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Jun 12 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Jun 15, priced at $71 found 1 day ago
Spirit Airlines
Wed, May 29 - Tue, Jun 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$72 Roundtrip, found 23 hours ago
$72
Roundtrip
found 23 hours ago
Select Spirit Airlines flight, departing Wed, May 29 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jun 4, priced at $72 found 23 hours ago
Spirit Airlines
Tue, May 21 - Wed, May 29
MCO
Orlando Intl.
ORD
O'Hare Intl.
$73 Roundtrip, found 13 hours ago
$73
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Tue, May 21 from Orlando Intl. to O'Hare Intl., returning Wed, May 29, priced at $73 found 13 hours ago
Spirit Airlines
Wed, May 29 - Tue, Jun 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$73 Roundtrip, found 23 hours ago
$73
Roundtrip
found 23 hours ago
Select Spirit Airlines flight, departing Wed, May 29 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jun 4, priced at $73 found 23 hours ago
Spirit Airlines
Tue, Jun 4 - Wed, Jun 5
MCO
Orlando Intl.
ORD
O'Hare Intl.
$74 Roundtrip, found 1 day ago
$74
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jun 4 from Orlando Intl. to O'Hare Intl., returning Wed, Jun 5, priced at $74 found 1 day ago
Sun Country Airlines
Tue, Jul 16 - Wed, Jul 17
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$90 Roundtrip, found 7 hours ago
$90
Roundtrip
found 7 hours ago
Select Sun Country Airlines flight, departing Tue, Jul 16 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Jul 17, priced at $90 found 7 hours ago
Delta
Fri, Jul 5 - Fri, Jul 5
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$97 Roundtrip, found 6 hours ago
$97
Roundtrip
found 6 hours ago
Select Delta flight, departing Fri, Jul 5 from Minneapolis - St. Paul Intl. to Midway Intl., returning Fri, Jul 5, priced at $97 found 6 hours ago
Delta
Thu, Jul 4 - Fri, Jul 5
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$97 Roundtrip, found 6 hours ago
$97
Roundtrip
found 6 hours ago
Select Delta flight, departing Thu, Jul 4 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Fri, Jul 5, priced at $97 found 6 hours ago
United
Tue, Jul 16 - Wed, Jul 17
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$117 Roundtrip, found 7 hours ago
$117
Roundtrip
found 7 hours ago
Select United flight, departing Tue, Jul 16 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Jul 17, priced at $117 found 7 hours ago
American Airlines
Sun, Jun 9 - Sun, Jun 9
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$121 Roundtrip, found 5 days ago
$121
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Jun 9 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sun, Jun 9, priced at $121 found 5 days ago
JetBlue Airways
Sat, Oct 19 - Mon, Oct 21
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$340 Roundtrip, found 2 days ago
$340
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Oct 19 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Oct 21, priced at $340 found 2 days 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.

Just the right flight

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.

Frequently Asked Questions About flights to Chicago

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 June, 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 $61, 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 $61 right now, why wait?

Can I fly to Chicago right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to  right now?” When it’s time to book your flight, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

Chicago Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$50

Last Minute Hotel Deals in Chicago

citizenM Chicago Downtown
citizenM Chicago Downtown
4 out of 5
80 East Wacker Place, Chicago, IL
The price is $126 per night from May 27 to May 28
$126
per night
May 27 - May 28
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 ...
9/10 Wonderful! (1,337 reviews)
"Nice and clean place, location is centre of the city. Only downfall is the rooms are extremely small. Two guests maximum per room, the bed is against three walls at one end of the room. The provided fridge fits about 6 cans in it and that’s it. The only sink provided is very small. Shower is a good ..."

Reviewed on May 11, 2024

citizenM Chicago Downtown
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is $188 per night from May 27 to May 28
$188
per night
May 27 - May 28
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 ...
7.6/10 Good! (6,721 reviews)
Nice hotel, but dated.
"Hotel was in excellent location for my needs. The lobby and restaurant are in good shape. However, the rooms are needing an update. They were in very poor shape."

Reviewed on May 13, 2024

Congress Plaza Hotel
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
The price is $130 per night from May 27 to May 28
$130
per night
May 27 - May 28
Book a stay at this family-friendly hotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and in-room massages. Our guests praise the ...
7.6/10 Good! (2,574 reviews)
Great location
"Great location near shops, food outlet’s, etc"

Reviewed on May 11, 2024

Warwick Allerton - Chicago
The Westin Michigan Avenue Chicago
The Westin Michigan Avenue Chicago
4.5 out of 5
909 North Michigan Ave, Chicago, IL
The price is $146 per night from May 27 to May 28
$146
per night
May 27 - May 28
Book a stay at this spa 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! (1,005 reviews)
"We had a wonderful time in Chicago! This property was located in such a great area and easy walking to all the things we wanted to do...and eat. :)"

Reviewed on May 10, 2024

The Westin Michigan Avenue Chicago
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
The price is $171 per night from May 27 to May 28
$171
per night
May 27 - May 28
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! (2,861 reviews)
"We enjoyed our stay, great area within walking distance of shopping, food and activities. The room was clean and comfortable (standard room). The facility offers valet parking for a fee. The staff was friendly. The only downside was the small shower. Overall, I would recommend this hotel as a budget ..."

Reviewed on May 11, 2024

River Hotel
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3 out of 5
243 E. Ontario, Chicago, IL
The price is $166 per night from May 27 to May 28
$166
per night
May 27 - May 28
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
8.4/10 Very Good! (2,205 reviews)
"Good location. Clean rooms!"

Reviewed on May 13, 2024

Aloft Chicago Mag Mile
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
The price is $157 per night from May 27 to May 28
$157
per night
May 27 - May 28
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...
7.8/10 Good! (2,249 reviews)
"I like embassy suites"

Reviewed on May 11, 2024

Embassy Suites by Hilton Chicago Downtown River North
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
The price is $180 per night from May 27 to May 28
$180
per night
May 27 - May 28
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,919 reviews)
"Nice place and good service."

Reviewed on May 12, 2024

Eurostars Magnificent Mile
See all 5,001 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

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 East Grand Avenue, Bensenville, IL
The price is $75 per night from Jun 2 to Jun 3
$75
per night
Jun 2 - Jun 3
Stay at this 3-star golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions ...
6.4/10 (1,010 reviews)
"Great location. Enjoyed the amenities."

Reviewed on May 11, 2024

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
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
The price is $86 per night from May 20 to May 21
$86
per night
May 20 - May 21
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! (1,004 reviews)
"Bad Tv signal in the room"

Reviewed on May 12, 2024

Super 8 by Wyndham Chicago O'Hare Airport
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
The price is $114 per night from May 26 to May 27
$114
per night
May 26 - May 27
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! (1,278 reviews)
"Great hotel to stay near ORD. Clean, modern, comfortable beds, nice staff. The included breakfast was a plus! Recommended!"

Reviewed on May 13, 2024

Hampton Inn Chicago-O'Hare International Airport
Holiday Inn Chicago O'Hare Area, an IHG Hotel
Holiday Inn Chicago O'Hare Area, an IHG Hotel
3 out of 5
5615 North Cumberland Avenue, Chicago, IL
The price is $112 per night from May 19 to May 20
$112
per night
May 19 - May 20
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
7.4/10 Good! (1,002 reviews)
"3 elevators - AWESOME! No waiting, noatter what time i needed the elevator... Sounds small but very unusual and appreciated. Lounge in entry was nice, and unexpected. Television was horrible - no options to sign into streaming accounts and no real-time guide available on television. Would have liked ..."

Reviewed on May 10, 2024

Holiday Inn Chicago O'Hare Area, an IHG Hotel
Loews Chicago O'Hare Hotel
Loews Chicago O'Hare Hotel
4.5 out of 5
5300 N River Rd, Rosemont, IL
The price is $165 per night from May 25 to May 26
$165
per night
May 25 - May 26
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 ...
9.2/10 Wonderful! (1,517 reviews)
"Really good"

Reviewed on May 9, 2024

Loews Chicago O'Hare Hotel
Carlton Inn Midway
Carlton Inn Midway
2 out of 5
4944 S Archer Ave, Chicago, IL
The price is $119 per night from May 15 to May 16
$119
per night
May 15 - May 16
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 ...
7.2/10 Good! (1,005 reviews)
"Hotel durty no recomeder"

Reviewed on May 11, 2024

Carlton Inn Midway
See all 5,001 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.