Search Cheap Flights toChicago
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Chicago Flights as Low as $48
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
![Frontier Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif)
![Frontier Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif)
![Spirit Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/NK.gif)
![Frontier Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif)
![Frontier Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif)
![Spirit Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/NK.gif)
![Frontier Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif)
![Frontier Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif)
![Frontier Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif)
![United](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif)
![Delta](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif)
![American Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif)
![Frontier Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif)
![Frontier Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif)
![JetBlue Airways](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif)
![Alaska Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif)
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 $48, 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 $48 right now, why wait?
Destination airport | Midway Intl. |
Destination airport IATA code | MDW |
Roundtrip price | $58 |
Last Minute Hotel Deals in Chicago
![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/41255425_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jul 24, 2024
![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/a97325e3_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jul 25, 2024
![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/ac62e1c3_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jul 24, 2024
![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/10a03d74_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jul 24, 2024
![Club Quarters Hotel, Central Loop, Chicago](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/61d83944_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jul 23, 2024
![Hilton Garden Inn Chicago Downtown/Magnificent Mile](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/d51caee8_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jul 23, 2024
![Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/48abe254_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jul 24, 2024
![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/1676cf3d_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jul 26, 2024
Top Hotels With Free Airport Shuttle
![Super 8 by Wyndham Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/450000/440500/440405/cc07f74b_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jul 24, 2024
![Country Inn & Suites by Radisson, Chicago O'Hare South, IL](https://images.trvl-media.com/lodging/1000000/980000/971900/971851/0cf0b15d_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jul 23, 2024
![Hampton Inn Chicago-O'Hare International Airport](https://images.trvl-media.com/lodging/1000000/20000/14600/14509/66a99d0c_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jul 25, 2024
![Holiday Inn Chicago O'Hare Area, an IHG Hotel](https://images.trvl-media.com/lodging/1000000/10000/2400/2332/f1d0dbf9_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jul 25, 2024
![Loews Chicago O'Hare Hotel](https://images.trvl-media.com/lodging/2000000/1820000/1818400/1818376/b46410d2_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jul 25, 2024
![Carlton Inn Midway](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/61063e5e_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jul 13, 2024
Nearby Cities
Popular Flights to Chicago
- Los Angeles to Chicago
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- Montreal to Chicago
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Popular Flight Routes
- Atlanta to New York
- Detroit to Las Vegas
- Dallas to Atlanta
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- Chicago to Tulum
- Houston to Lake Tahoe
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- Dallas to Miami
- Dallas to Lake Tahoe
- New York to Miami
- New York to Las Vegas
- Miami to Atlanta
- Minneapolis St Paul to Fort Walton Beach Destin
- Dallas to Branson
- Cleveland to Vero Beach
- Managua to Miami
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- Austin to Tulum
- Calgary to Vancouver
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Top Chicago Hotels
- Congress Plaza Hotel
- River Hotel
- Palmer House a Hilton Hotel
- Eurostars Magnificent Mile
- Club Quarters Hotel, Central Loop, Chicago
- Hilton Garden Inn Chicago Downtown/Magnificent Mile
- Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
- Embassy Suites by Hilton Chicago Downtown River North
- Hotel Felix River North/Magnificent Mile
- Warwick Allerton - Chicago
- Hilton Chicago O'Hare Airport
- The Whitehall Hotel, BW Premier Collection
- The Westin Michigan Avenue Chicago
- InterContinental Chicago Magnificent Mile, an IHG Hotel