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Woodstock

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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 , 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  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 , 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  right now, why wait?

Woodstock Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$187

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! (938 reviews)
"Room was clean and had amenities needed."

Reviewed on Sep 9, 2025

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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. ...
5.8/10 (255 reviews)
Good stay
"Everything was as it should be. Nice place, clean, quiet."

Reviewed on Sep 15, 2025

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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 (513 reviews)
"Convenient to our destination. Room was clean and comfortable. Good bed."

Reviewed on Jul 29, 2025

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Super 8 by Wyndham Woodstock
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! (1,249 reviews)
"Large room, well layed out. Includes small kitchennett. Location was absolutely perfect"

Reviewed on Sep 10, 2025

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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! (2,984 reviews)
"Great place! Very clean"

Reviewed on Sep 8, 2025

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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! (1,523 reviews)
Clean, friendly staff, great (but hard to find) po
"The staff was very friendly and the room was very clean. The only drawback was that our hotel room was in a different building than the pool and there were no signs telling you how to get to the pool. We found a staff member, who gave us directions, but they were so long that we didn't remember all ..."

Reviewed on Sep 10, 2025

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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 ...
8.8/10 Excellent! (1,299 reviews)
"Pleasant atmosphere. Friendly staff. Great pool and hot tub outdoors."

Reviewed on Sep 9, 2025

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Lodge Geneva National
The Cove Of Lake Geneva

The Cove Of Lake Geneva

3.5 out of 5
111 Center St, Lake Geneva, WI
Stay at this 3.5-star family-friendly hotel in Lake Geneva. Enjoy an outdoor pool, 2 hot tubs, and room service. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (1,270 reviews)
"Our stay was great and all staff was friendly The only problem we had was our tv in the living room wasn’t working, but the maintenance man got it working the next day. Also it would be nice if the shampoo, body wash and the conditioner bottles would be filled up. All were totally empty"

Reviewed on Sep 11, 2025

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The Cove Of Lake Geneva
See all 1,169 properties in Woodstock
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.