Search Cheap Flights toWoodstock
Search 400 airlines and 321,000 hotels worldwide.
Stop Planning & Start Exploring
FREE 24 hour cancellation on most flights
Woodstock Flights as Low as $119
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Cheap Flights to Woodstock
Fall in love at first flight with your vacation to Woodstock 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 Woodstock on Hotwire, and you’ll be up, up, and on a getaway in no time.
Because once the wheels are down in Woodstock, the good times start rolling. So buckle up, you’re in for a fun ride.
Frequently Asked Questions About flights to Woodstock
Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Woodstock 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 Woodstock?
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 Woodstock are in April, but when you book your flight on Hotwire, savings are always in season.
How many airlines fly to Woodstock?
Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 14 to choose from for your flight to Woodstock.
What airport is best to fly into Woodstock?
When you’re planning your trip to Woodstock, convenience is the name of the game. Luckily, Woodstock Dupage Airport is nearby so you can deplane and get going on checking off everything on your Woodstock must-do list.
How much are flights to Woodstock?
Got very cheap flights on your vacation itinerary? When you book your airline tickets to Woodstock on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $119, 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 Woodstock?
The trick to saving a stack of cash on your flight to Woodstock? 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 $119 right now, why wait?
Destination airport | O'Hare Intl. |
|---|---|
Destination airport IATA code | ORD |
Roundtrip price | $71 |
Last Minute Hotel Deals in Woodstock
AmericInn by Wyndham Woodstock IL
There are no drapes on the windows and the blinds don’t block out the parking lot lights. Made the room too bright.
Reviewed on Mar 17, 2026
Quality Inn & Suites Woodstock near Lake Geneva
The bed was comfortable. Not a bad place if you're looking to go cheap.
Reviewed on Mar 11, 2026
Abbey Resort and Avani Spa
The atmosphere is very relaxing.
Reviewed on Mar 18, 2026
Timber Ridge Lodge and Waterpark
Long check in line - staff was nice. Water park and rooms outdated. It was fine for 2 night but any longer than that the kids would have been bored.
Reviewed on Mar 18, 2026
Hyatt Place Chicago/Hoffman Estates
We stayed one night and while the staff was wonderful, the parking/location easy to find and our room clean, there was no heat in our room and the remote didn't work (even after changing batteries). We didn't find out about the heat until the middle of the night, we told the staff the next morning ...
Reviewed on Mar 18, 2026
The Cove Of Lake Geneva
Hot tub wasnt great. Room was decent but set up is weird. Kids running through hallways till after midnight into the AM.
Reviewed on Mar 15, 2026
Holiday Inn Club Vacations at Lake Geneva Resort by IHG
Room was clean Staff was top notch
Reviewed on Mar 18, 2026
Harbor Shores on Lake Geneva
During off season not as many activities
Reviewed on Mar 16, 2026
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