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Woodstock

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Woodstock Flights as Low as $64

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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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 May, 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 $64, 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 $64 right now, why wait?

Woodstock Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$64

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
The price is $100 per night from Apr 30 to May 1
$100
includes taxes & fees
Apr 30 - May 1
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! (867 reviews)
Awesome stay
"Clean big awesome room. Good place to stay."

Reviewed on Apr 10, 2025

AmericInn by Wyndham Woodstock IL
Hyatt Place Chicago/Hoffman Estates
Hyatt Place Chicago/Hoffman Estates
3 out of 5
2750 Greenspoint Pkwy, Hoffman Estates, IL
The price is $107 per night from Apr 30 to May 1
$107
includes taxes & fees
Apr 30 - May 1
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! (1,000 reviews)
"Great hotel"

Reviewed on Apr 22, 2025

Hyatt Place Chicago/Hoffman Estates
Timber Ridge Lodge and Waterpark
Timber Ridge Lodge and Waterpark
3.5 out of 5
7020 Grand Geneva Way, Lake Geneva, WI
The price is $173 per night from May 5 to May 6
$173
includes taxes & fees
May 5 - May 6
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! (2,789 reviews)
"All staff on the property were extremely kind and welcoming! They really helped to make the experience so much more enjoyable than we had already planned on. I was really grateful for the awesome help I received at the welcome desk upon checking in. Thank you so much for being so courteous and for ..."

Reviewed on Apr 22, 2025

Timber Ridge Lodge and Waterpark
Harbor Shores on Lake Geneva
Harbor Shores on Lake Geneva
3.5 out of 5
300 Wrigley Dr, Lake Geneva, WI
The price is $155 per night from Apr 27 to Apr 28
$155
includes taxes & fees
Apr 27 - Apr 28
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! (1,192 reviews)
"The property was as nice as the people working there. Very helpful front desk, and helped with every question I had. Keep up the good work!"

Reviewed on Apr 21, 2025

Harbor Shores on Lake Geneva
Abbey Resort and Avani Spa
Abbey Resort and Avani Spa
3.5 out of 5
269 Fontana Boulevard, Fontana, WI
The price is $190 per night from May 4 to May 5
$190
includes taxes & fees
May 4 - May 5
Stay at this 3.5-star beach resort in Fontana. Enjoy free parking, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
8.4/10 Very Good! (1,313 reviews)
"Overall, the experience was a good one, just not spectacular. Our TV never worked in the room. We were told it was a wind related issue (there was wind and light rain that night), but it never resolved afterwards. There is chipping and wood rot noticeable in places that make you question the age ..."

Reviewed on Apr 23, 2025

Abbey Resort and Avani Spa
Lake Lawn Resort
Lake Lawn Resort
3.5 out of 5
2400 E Geneva St, Delavan, WI
The price is $151 per night from Apr 27 to Apr 28
$151
includes taxes & fees
Apr 27 - Apr 28
Stay at this 3.5-star beach resort in Delavan. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,004 reviews)
"My partner and I, who have been together for 18 years, recently took a weekend vacation to Lake Lawn Resort. It’s conveniently close to home, yet the beautiful establishment made it feel like a true getaway. Everything was clean and peaceful, especially since we visited during Easter weekend. We ..."

Reviewed on Apr 21, 2025

Lake Lawn Resort
The Cove Of Lake Geneva
The Cove Of Lake Geneva
3.5 out of 5
111 Center St, Lake Geneva, WI
The price is $166 per night from Apr 27 to Apr 28
$166
includes taxes & fees
Apr 27 - Apr 28
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 ...
8.6/10 Excellent! (1,075 reviews)
"We always love the Cove."

Reviewed on Apr 21, 2025

The Cove Of Lake Geneva
Lodge Geneva National
Lodge Geneva National
4 out of 5
W4240 WI-50, Lake Geneva, WI
The price is $137 per night from Apr 27 to Apr 28
$137
includes taxes & fees
Apr 27 - Apr 28
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 ...
"Very cute, clean place to stay, I like outdoor pool and jacuzzi, its sea water no chlorine, staff is very friendly, they allowed to bring a dog and thats very convenient"

Reviewed on Apr 21, 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.