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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 , 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 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 , 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 right now, why wait?
Destination airport | O'Hare Intl. |
|---|---|
Destination airport IATA code | ORD |
Roundtrip price | $213 |
Last Minute Hotel Deals in Chicago
Palmer House a Hilton Hotel
Staff was so amazing nice and helpfuk
Reviewed on Dec 20, 2025
Hilton Chicago/Magnificent Mile Suites
Staff was very friendly and helpful. The beds were very comfortable. rooms were nice and we enjoyed the extra space with the sitting area.
Reviewed on Dec 20, 2025
Club Quarters Hotel Wacker at Michigan, Chicago
Great friendy staff, Smooth Check-in Check-out Process and the view from the room was just stunning.
Reviewed on Dec 16, 2025
Silversmith Hotel Chicago Downtown
Excellent stay
Reviewed on Dec 21, 2025
Hilton Chicago O'Hare Airport
It was smooth and very kind
Reviewed on Dec 17, 2025
Hilton Chicago
Great!
Reviewed on Dec 21, 2025
Eurostars Magnificent Mile
everything was perfect, from the view to the location of the hotel . 10/10 experience!
Reviewed on Dec 22, 2025
Congress Plaza Hotel
The breakfast menu was good but I was staying all week and I felt a little entrapped to pay for full breakfasts every morning since I stay there the year prior and there was plenty of complimentary items at the buffet that was included to fill me up. The free breakfast item options were pretty thin. ...
Reviewed on Dec 18, 2025
Top Hotels With Free Airport Shuttle
Super 8 by Wyndham Chicago O'Hare Airport
Very nice hotel with a free airport shuttle. Highly recommend
Reviewed on Dec 14, 2025
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
We had a great stay here! From check in to check out, the staff was pleasant and professional. The room was clean and comfortable. The breakfast was good and well manage. And the housekeeper was very nice. Very convenient to the airport and surrounding areas. (Not real convenient to downtown, if ...
Reviewed on Dec 20, 2025
Hampton Inn Chicago-O'Hare International Airport
The room was clean and comfortable. Grace at the front desk was especially helpful. It was a bad flight, we were stuck in Chicago overnight with no toiletries, and Grace went out of her way to help us. Her kindness was much appreciated.
Reviewed on Dec 16, 2025
Holiday Inn Chicago O'Hare Area by IHG
I stay in the hotel every time I visit my kids. Staff is extremely friendly and helpful. Rooms are comfortable and clean. I will continue to stay there.
Reviewed on Dec 6, 2025
Loews Chicago O'Hare Hotel
Nice place
Reviewed on Dec 21, 2025
Carlton Inn Midway
The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport.
Reviewed on Dec 7, 2025
Nearby Cities
Popular Flights to Chicago
- Los Angeles to Chicago
- London to Chicago
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- Dallas to Chicago
- Phoenix to Chicago
- Rome to Chicago
- Houston to Chicago
- Las Vegas to Chicago
- Montreal to Chicago
- Moscow to Chicago
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- New Orleans to Chicago
- San Francisco to Chicago
- Washington to Chicago
- Berlin to Chicago
- Hartford to Chicago
Popular Flight Routes
- Atlanta to New York
- Detroit to Las Vegas
- Dallas to Atlanta
- Dallas to Yosemite National Park
- Toronto to Edmonton
- Chicago to Tulum
- Houston to Lake Tahoe
- Chicago to Las Vegas
- 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
- Atlanta to Boston
- Austin to Tulum
- Calgary to Vancouver