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Woodstock

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Woodstock Flights as Low as $53

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.

Just the right flight

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.

Frequently Asked Questions About flights to Woodstock

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 August, 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 $53, 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 $53 right now, why wait?

Can I fly to Woodstock right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to  right now?” When it’s time to book your flight, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

Woodstock Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$52

Last Minute Hotel Deals in Woodstock

Country Inn & Suites by Radisson, Hoffman Estates, IL
Country Inn & Suites by Radisson, Hoffman Estates, IL
3 out of 5
2280 Barrington Rd, Hoffman Estates, IL
The price is $77 per night from Jun 16 to Jun 17
$77
per night
Jun 16 - Jun 17
Book a stay at this business-friendly hotel in Hoffman Estates. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,033 reviews)
Average to Good Stay
"Good stay for the price. Older building that they are attempting to update. Bed wasn’t uncomfortable but also was not comfy. Room served the purpose of an overnight stay on a quick trip to the area. Front desk staff when we checked in was outstanding."

Reviewed on Jun 7, 2024

Country Inn & Suites by Radisson, Hoffman Estates, IL
AmericInn by Wyndham Woodstock IL
AmericInn by Wyndham Woodstock IL
2.5 out of 5
990 Lake Avenue, Woodstock, IL
The price is $90 per night from Jun 10 to Jun 11
$90
per night
Jun 10 - Jun 11
Book a stay at this ski hotel in Woodstock. Enjoy free breakfast, free parking, and a casino. Our guests praise the helpful staff and the clean rooms in our ...
7.8/10 Good! (757 reviews)
"The property is clean. A great breakfast is served."

Reviewed on May 26, 2024

AmericInn by Wyndham Woodstock IL
The Ridge Hotel
The Ridge Hotel
4 out of 5
W4240 WI-50, Lake Geneva, WI
The price is $144 per night from Jun 10 to Jun 11
$144
per night
Jun 10 - Jun 11
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! (1,022 reviews)
"Love this property!..The Hotel is beautiful as well as the grounds & amenities..The restaurant 'Crafted' Italia is also superb with beautiful views of the grounds & Lake Como. Staff is always so accommodating. The Patio - Lakeside Room is the best! I have stayed here (3) times & have always love ..."

Reviewed on Jun 6, 2024

The Ridge Hotel
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 $193 per night from Jun 16 to Jun 17
$193
per night
Jun 16 - Jun 17
Stay at this 3.5-star spa aparthotel in Lake Geneva. Enjoy free parking, a full-service spa, and a golf course. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,319 reviews)
"Very accommodating! Clean, comfortable rooms."

Reviewed on Jun 4, 2024

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 $152 per night from Jun 10 to Jun 11
$152
per night
Jun 10 - Jun 11
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! (1,203 reviews)
"Love staying here"

Reviewed on Jun 7, 2024

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 $143 per night from Jun 10 to Jun 11
$143
per night
Jun 10 - Jun 11
Stay at this 3.5-star beach resort in Fontana. Enjoy free parking, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,017 reviews)
"Quiet place. Shower water pressure was too low."

Reviewed on Jun 7, 2024

Abbey Resort and Avani Spa
Hyatt Place Chicago/Hoffman Estates
Hyatt Place Chicago/Hoffman Estates
3 out of 5
2750 Greenspoint Pkwy, Hoffman Estates, IL
The price is $98 per night from Jun 30 to Jul 1
$98
per night
Jun 30 - Jul 1
Stay at this 3-star business-friendly hotel in Hoffman Estates. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,015 reviews)
"Good environment, clean great staff."

Reviewed on Jun 7, 2024

Hyatt Place Chicago/Hoffman Estates
Grand Geneva Resort & Spa
Grand Geneva Resort & Spa
4 out of 5
7036 Grand Geneva Wy, Lake Geneva, WI
The price is $309 per night from Jun 16 to Jun 17
$309
per night
Jun 16 - Jun 17
Stay at this 4-star spa resort in Lake Geneva. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.2/10 Very Good! (1,005 reviews)
"Spa was excellent"

Reviewed on Jun 2, 2024

Grand Geneva Resort & Spa
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.