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Woodstock

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Woodstock Flights as Low as $97

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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 July, 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 $97, 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 $97 right now, why wait?

Woodstock Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$96

Last Minute Hotel Deals in Woodstock

AmericInn by Wyndham Woodstock IL
AmericInn by Wyndham Woodstock IL
2.5 out of 5
990 Lake Avenue, Woodstock, IL
Book a stay at this ski hotel in Woodstock. Enjoy free breakfast, free parking, and a casino. Our guests praise the clean rooms in our reviews. Popular attractions ...
7.8/10 Good! (883 reviews)
"Perfect location for our visit. Friendly staff."

Reviewed on Jun 3, 2025

AmericInn by Wyndham Woodstock IL
Quality Inn & Suites Woodstock near Lake Geneva
Quality Inn & Suites Woodstock near Lake Geneva
2.5 out of 5
1785 S Eastwood Dr, Woodstock, IL
Book a stay at this business-friendly hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6/10 (217 reviews)
"Would visit again"

Reviewed on May 13, 2025

Quality Inn & Suites Woodstock near Lake Geneva
Super 8 by Wyndham Woodstock
Super 8 by Wyndham Woodstock
2 out of 5
1220 Davis Rd, Woodstock, IL
Stay at this motel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions McHenry County Fairgrounds and Bull Valley Golf Club ...
6.2/10 (489 reviews)
Good value
"Comfortable and quiet. Microwave and fridge were provided as requested. Only down was that the carpet needed cleaning."

Reviewed on May 22, 2025

Super 8 by Wyndham Woodstock
Hyatt Place Chicago/Hoffman Estates
Hyatt Place Chicago/Hoffman Estates
3 out of 5
2750 Greenspoint Pkwy, Hoffman Estates, IL
Stay at this 3-star business-friendly hotel in Hoffman Estates. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,005 reviews)
"Breakfast was good, friendly staff"

Reviewed on Jun 2, 2025

Hyatt Place Chicago/Hoffman Estates
Harbor Shores on Lake Geneva
Harbor Shores on Lake Geneva
3.5 out of 5
300 Wrigley Dr, Lake Geneva, WI
Book a stay at this family-friendly hotel in Lake Geneva. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (1,211 reviews)
"Friendly staff"

Reviewed on Jun 4, 2025

Harbor Shores on Lake Geneva
Timber Ridge Lodge and Waterpark
Timber Ridge Lodge and Waterpark
3.5 out of 5
7020 Grand Geneva Way, Lake Geneva, WI
Stay at this 3.5-star spa aparthotel in Lake Geneva. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (2,839 reviews)
"I was really impressed with how clean the room was, the kitchen wasn’t greasy at all, everything smelled nice, and the whole place was really well taken care of."

Reviewed on Jun 1, 2025

Timber Ridge Lodge and Waterpark
Abbey Resort and Avani Spa
Abbey Resort and Avani Spa
3.5 out of 5
269 Fontana Boulevard, Fontana, WI
Stay at this 3.5-star beach resort in Fontana. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (1,329 reviews)
"the bed are painful to sleep in.very lumpy and pillows are horrible.the bathroom is outdated,not modern at all.we were moved from first room because lights were out and fridge didn't work.whirlpool didn't work downstairs and the food is terrible.we found other places outside the resort."

Reviewed on Jun 1, 2025

Abbey Resort and Avani Spa
Lodge Geneva National
Lodge Geneva National
4 out of 5
W4240 WI-50, Lake Geneva, WI
Stay at this 4-star golf resort in Lake Geneva. Enjoy an outdoor pool, breakfast (surcharge), and a fitness center. Our guests praise the pool and the restaurant ...
9/10 Wonderful! (1,196 reviews)
"It was wonderful staying at the Lodge!"

Reviewed on Jun 4, 2025

Lodge Geneva National
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.