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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 | $383 |
Last Minute Hotel Deals in Chicago
Embassy Suites by Hilton Chicago Downtown River North
Very clean room, great breakfast, and very quick response to request for extra blankets.
Reviewed on Dec 6, 2025
Hilton Chicago/Magnificent Mile Suites
We enjoyed our stay at Hilton Magnificent Chicago, definitely we will return to this beautiful , clean and nice place. I just have a recommendation, I like to have more light at the room, for me was so dark, not enough artificial light.
Reviewed on Dec 2, 2025
Palmer House a Hilton Hotel
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Reviewed on Dec 2, 2025
Club Quarters Hotel Wacker at Michigan, Chicago
Clean room. Convenient
Reviewed on Dec 4, 2025
Silversmith Hotel Chicago Downtown
Convenient location and a short walk to downtown sites. Rooms are comfortable and clean. The no pet policy ensures that I return since I don’t have to worry about allergy triggers. The front desk staff and valet staff are great…friendly and professional.
Reviewed on Dec 3, 2025
The Royal Sonesta Chicago Downtown
Clean hotel and room! All employees were so nice and helpful. Check in was a breeze. The guys out front so nice and helpful. Great location less than 10 minutes from so many things. Will definitely be staying here again.
Reviewed on Dec 2, 2025
Eurostars Magnificent Mile
Bed sheet was stained with a little bit of dirt but it was okay. Check in was flawless. Great guy.
Reviewed on Dec 3, 2025
Crowne Plaza Chicago West Loop by IHG
Courteous staff Clean room
Reviewed on Dec 2, 2025
Top Hotels With Free Airport Shuttle
Super 8 by Wyndham Chicago O'Hare Airport
Staff, amenities, floor carpet need maintenance
Reviewed on Nov 28, 2025
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
The staff was very helpful and professional.
Reviewed on Nov 30, 2025
Hampton Inn Chicago-O'Hare International Airport
Close to Ohare, staff was pleasant and helpful. Breakfast was substantial and the lobby had fun cocktails (bottles) which after a long delay were appreciated
Reviewed on Dec 3, 2025
Holiday Inn Chicago O'Hare Area by IHG
Clean and friendly
Reviewed on Nov 30, 2025
Loews Chicago O'Hare Hotel
Very comfortable room, good shower, and nice TV with lots of options.
Reviewed on Dec 2, 2025
Carlton Inn Midway
The only thing I liked was that the sheets had no hair on them but the bathroom was not clean I used my own water bottles to clean the shower smh as I had a baby with me.
Reviewed on Nov 10, 2025
Nearby Cities
Popular Flights to Chicago
- Los Angeles to Chicago
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- Phoenix to Chicago
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- Houston to Chicago
- Las Vegas to Chicago
- Montreal to Chicago
- Moscow to Chicago
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- Washington to Chicago
- Berlin to Chicago
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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