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Woodstock Flights as Low as $58
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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 March, 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 16 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 $58, 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 $58 right now, why wait?
Destination airport | O'Hare Intl. |
|---|---|
Destination airport IATA code | ORD |
Roundtrip price | $58 |
Last Minute Hotel Deals in Woodstock
AmericInn by Wyndham Woodstock IL
Great
Reviewed on Jan 3, 2026
Quality Inn & Suites Woodstock near Lake Geneva
Management was excellent, property inside was well cared for but outside is run down
Reviewed on Nov 5, 2025
Abbey Resort and Avani Spa
Nice view of the Lake
Reviewed on Jan 20, 2026
Timber Ridge Lodge and Waterpark
Our 3 rooms were spotless! Everyone was very pleasant, and helpful! Our 4 grandkids had a blast, and have allready asked when we can go back!
Reviewed on Jan 20, 2026
Hyatt Place Chicago/Hoffman Estates
Clean and comfy
Reviewed on Jan 22, 2026
Lake Lawn Resort
The cleanliness of the place was refreshing..
Reviewed on Jan 21, 2026
The Cove Of Lake Geneva
My suite was very clean an spacious. I really enjoyed the jacuzzi tub.
Reviewed on Jan 19, 2026
Grand Geneva Resort & Spa
Love staying at this hotel for my birthday!! This was our 3rd time staying here!! We also did ski that day at the Mountain top and it was nearby 5mins drive to our room!! The only concern is Room 6307 the shower drainage doesn’t drain well !!
Reviewed on Jan 15, 2026
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