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Crestwood Flights as Low as $46
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Cheap Flights to Crestwood
Fall in love at first flight with your vacation to Crestwood 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 Crestwood on Hotwire, and you’ll be up, up, and on a getaway in no time.
Because once the wheels are down in Crestwood, the good times start rolling. So buckle up, you’re in for a fun ride.
Frequently Asked Questions About flights to Crestwood
Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Crestwood 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 Crestwood?
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 Crestwood are in March, but when you book your flight on Hotwire, savings are always in season.
How many airlines fly to Crestwood?
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 Crestwood.
What airport is best to fly into Crestwood?
When you’re planning your trip to Crestwood, convenience is the name of the game. Luckily, Crestwood Midway Intl. Airport is nearby so you can deplane and get going on checking off everything on your Crestwood must-do list.
How much are flights to Crestwood?
Got very cheap flights on your vacation itinerary? When you book your airline tickets to Crestwood on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $46, 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 Crestwood?
The trick to saving a stack of cash on your flight to Crestwood? 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 $46 right now, why wait?
Destination airport | O'Hare Intl. |
|---|---|
Destination airport IATA code | ORD |
Roundtrip price | $56 |
Last Minute Hotel Deals in Crestwood
Congress Plaza Hotel
Great location, clean room, but the walls between rooms are paper thin - could hear the tv and conversations next door.
Reviewed on Feb 6, 2026
Embassy Suites by Hilton Chicago Downtown River North
The shower curtain in our room was too short so water got on the floor.
Reviewed on Feb 10, 2026
Hotel Riu Plaza Chicago
Room was brilliant and always very clean, staff was excellent very accommodating and very well mannered.
Reviewed on Feb 7, 2026
Hilton Chicago
Great location and great hotel!
Reviewed on Feb 3, 2026
Aloft Chicago Mag Mile
Great room and location
Reviewed on Feb 7, 2026
Hilton Chicago/Magnificent Mile Suites
Such great service, room was clean, and hotel staff were amazing! 10/10 recommend and will be staying here again when we come back!
Reviewed on Feb 4, 2026
DoubleTree by Hilton Chicago - Magnificent Mile
The staff was amazing and so nice! They have a small Starbucks within the building. The hotel surrounds everything you can think of!
Reviewed on Feb 6, 2026
Eurostars Magnificent Mile
Room was clean and looked exactly like the pictures online. Staff were very nice throughout the stay.
Reviewed on Feb 7, 2026
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