Search Cheap Flights toCrestwood
Search 400 airlines and 321,000 hotels worldwide.
Stop Planning & Start Exploring
FREE 24 hour cancellation on most flights
Crestwood Flights as Low as $213
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
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 February, 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 3 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 $213, 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 $213 right now, why wait?
Destination airport | O'Hare Intl. |
|---|---|
Destination airport IATA code | ORD |
Roundtrip price | $213 |
Last Minute Hotel Deals in Crestwood
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
Palmer House a Hilton Hotel
Decent room and the staff at the front desk and restaurant were friendly and helpful. The front desk area is cramped and confusing (i.e.) once you get your key card from check-in, it is so tight in that area that that it’s unclear how you get out of the area without pushing past the people in line ...
Reviewed on Dec 22, 2025
Club Quarters Hotel Wacker at Michigan, Chicago
The hotel was great! Clean and spacious and I would stay there again. (Not in the same room but i would stay in the same hotel.) However, we were placed on the 40th floor in the only room on that floor with the elevator directly behind the bed. Every time the elevator moved, we heard loud mechanical ...
Reviewed on Dec 22, 2025
Silversmith Hotel Chicago Downtown
Excellent stay
Reviewed on Dec 21, 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
Embassy Suites by Hilton Chicago Downtown River North
This is a great family friendly hotel. The breakfast in the morning was phenomenal. Threw my daughter at 13 th birthday celebration with one of her friends and they had a great time. Mom and Dad also had a great time as well. The only thing about this hotel is the parking. It was $80 a night so you ...
Reviewed on Dec 23, 2025
Warwick Allerton - Chicago
Very nice receptionist, don’t know her name 12-20-2025
Reviewed on Dec 21, 2025
Nearby Cities
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