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Woodstock

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Woodstock Flights as Low as $108

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

Frontier Airlines
Tue, Aug 18 - Thu, Aug 20
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$108 Roundtrip, found 13 hours ago
$108
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Tue, Aug 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, Aug 20, priced at $108 found 13 hours ago
Frontier Airlines
Sat, Aug 29 - Mon, Sep 7
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 14 hours ago
$130
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sat, Aug 29 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Sep 7, priced at $130 found 14 hours ago
JetBlue Airways
Wed, Aug 19 - Thu, Aug 20
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$138 Roundtrip, found 11 hours ago
$138
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Wed, Aug 19 from John F. Kennedy Intl. to O'Hare Intl., returning Thu, Aug 20, priced at $138 found 11 hours ago
Frontier Airlines
Tue, Aug 18 - Fri, Aug 21
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$147 Roundtrip, found 13 hours ago
$147
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Tue, Aug 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Fri, Aug 21, priced at $147 found 13 hours ago
Frontier Airlines
Fri, Aug 21 - Sat, Aug 22
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$149 Roundtrip, found 13 hours ago
$149
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Fri, Aug 21 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Aug 22, priced at $149 found 13 hours ago
Frontier Airlines
Sun, Sep 6 - Wed, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$150 Roundtrip, found 14 hours ago
$150
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sun, Sep 6 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 9, priced at $150 found 14 hours ago
Frontier Airlines
Sat, Aug 29 - Sun, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$154 Roundtrip, found 14 hours ago
$154
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sat, Aug 29 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Sep 6, priced at $154 found 14 hours ago
Delta
Mon, Aug 17 - Thu, Aug 20
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$159 Roundtrip, found 5 hours ago
$159
Roundtrip
found 5 hours ago
Select Delta flight, departing Mon, Aug 17 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, Aug 20, priced at $159 found 5 hours ago
United
Mon, Aug 17 - Thu, Aug 20
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$159 Roundtrip, found 5 hours ago
$159
Roundtrip
found 5 hours ago
Select United flight, departing Mon, Aug 17 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, Aug 20, priced at $159 found 5 hours ago
American Airlines
Mon, Aug 17 - Thu, Aug 20
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$159 Roundtrip, found 5 hours ago
$159
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Mon, Aug 17 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, Aug 20, priced at $159 found 5 hours ago
American Airlines
Tue, Nov 3 - Tue, Nov 17
DEN
Denver Intl.
ORD
O'Hare Intl.
$159 Roundtrip, found 18 hours ago
$159
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Tue, Nov 3 from Denver Intl. to O'Hare Intl., returning Tue, Nov 17, priced at $159 found 18 hours ago
Bargain Flight
Sat, Oct 10 - Sat, Oct 24
RDU
Raleigh - Durham Intl.
ORD
O'Hare Intl.
$183 Roundtrip, found 11 hours ago
$183
Roundtrip
found 11 hours ago
Select Bargain Flight flight, departing Sat, Oct 10 from Raleigh - Durham Intl. to O'Hare Intl., returning Sat, Oct 24, priced at $183 found 11 hours ago
American Airlines
Fri, Sep 25 - Sun, Sep 27
DEN
Denver Intl.
RFD
Greater Rockford
$264 Roundtrip, found 1 day ago
$264
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Sep 25 from Denver Intl. to Greater Rockford, returning Sun, Sep 27, priced at $264 found 1 day ago
Sun Country Airlines
Thu, Aug 20 - Sun, Aug 23
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$351 Roundtrip, found 13 hours ago
$351
Roundtrip
found 13 hours ago
Select Sun Country Airlines flight, departing Thu, Aug 20 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Aug 23, priced at $351 found 13 hours ago
American Airlines
Fri, Jul 24 - Fri, Jul 31
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$372 Roundtrip, found 2 days ago
$372
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Jul 24 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Fri, Jul 31, priced at $372 found 2 days ago
Alaska Airlines
Tue, Aug 25 - Wed, Sep 9
DEN
Denver Intl.
ORD
O'Hare Intl.
$453 Roundtrip, found 18 hours ago
$453
Roundtrip
found 18 hours ago
Select Alaska Airlines flight, departing Tue, Aug 25 from Denver Intl. to O'Hare Intl., returning Wed, Sep 9, priced at $453 found 18 hours ago

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 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 15 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 $108, 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 $108 right now, why wait?

Woodstock Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$108

Last Minute Hotel Deals in Woodstock

AmericInn by Wyndham Woodstock IL

AmericInn by Wyndham Woodstock IL

3 out of 5
990 Lake Avenue Woodstock IL
Book a stay at this ski hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions ...
8/10 Very Good! (1,006 reviews)
"Clean room"

Reviewed on Jul 6, 2026

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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. ...
6/10 (322 reviews)
"Old"

Reviewed on Jul 7, 2026

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Quality Inn & Suites Woodstock near Lake Geneva
Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
269 Fontana Boulevard Fontana WI
Book a stay at this beach resort in Fontana. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in ...
8.6/10 Excellent! (1,936 reviews)
"Lake view"

Reviewed on Jul 7, 2026

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Abbey Resort and Avani Spa
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 ...
9.2/10 Wonderful! (1,365 reviews)
"I had a wonderful stay at this hotel! Everything was clean, comfortable, and the staff was friendly. I really enjoyed my time here, and the location was perfect. The balcony view was absolutely amazing and made the whole experience even more special. Waking up and enjoying the beautiful view was ..."

Reviewed on Jul 7, 2026

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Harbor Shores on Lake Geneva
The Cove Of Lake Geneva

The Cove Of Lake Geneva

3.5 out of 5
111 Center St Lake Geneva WI
Book a stay at this 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 ...
9/10 Wonderful! (1,497 reviews)
"We love the cove!! We stay there atleast 3-5 times a year! It was amazing as usual and the staff is always super accommodating. We swam this morning after a large storm last night so the only recommendation is to have an outdoor pool cleaning system that can work quickly and better than skimming ..."

Reviewed on Jul 5, 2026

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The Cove Of Lake Geneva
Lake Lawn Resort

Lake Lawn Resort

3.5 out of 5
2400 E Geneva St Delavan WI
Book a stay at this beach resort in Delavan. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in ...
9.2/10 Wonderful! (1,015 reviews)
"The staff at the front desk were new to their job and did not know what to do. They had to go in the back for instructions Overall our suite was tremendous. We at at the Lookout yummy food!!"

Reviewed on Jul 8, 2026

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Lake Lawn Resort
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way Lake Geneva WI
Book a stay at this spa aparthotel in Lake Geneva. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (3,308 reviews)
"We love Timber Ridge. My 5 and 7 year old boys are outgrowing the small water park, but we have had fun traveling here for the past 3 years."

Reviewed on Jul 7, 2026

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Timber Ridge Lodge and Waterpark
Grand Geneva Resort & Spa

Grand Geneva Resort & Spa

4 out of 5
7036 Grand Geneva Wy Lake Geneva WI
Book a stay at this spa resort in Lake Geneva. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,001 reviews)
"We had unusual experience this trip. We were anticipating a fun 4th of July celebration ( actually celebrating on the 3rd. ) While swimming at the pool the weather began to change and a severe storm was heading our way. Staff began warning us. Everyone began to take cover at the closest entrance. ..."

Reviewed on Jul 4, 2026

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Grand Geneva Resort & Spa
See all 1,171 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.