Search Cheap Flights to
Woodstock

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Woodstock Flights as Low as $68

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

Frontier Airlines
Tue, Apr 1 - Wed, Apr 2
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$68 Roundtrip, found 6 days ago
$68
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Apr 1 from Sky Harbor Intl. to O'Hare Intl., returning Wed, Apr 2, priced at $68 found 6 days ago
Spirit Airlines
Sat, Feb 22 - Sun, Mar 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$77 Roundtrip, found 13 hours ago
$77
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Sat, Feb 22 from Los Angeles Intl. to O'Hare Intl., returning Sun, Mar 2, priced at $77 found 13 hours ago
Frontier Airlines
Thu, Feb 20 - Tue, Feb 25
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$78 Roundtrip, found 1 day ago
$78
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Feb 20 from Sky Harbor Intl. to O'Hare Intl., returning Tue, Feb 25, priced at $78 found 1 day ago
Frontier Airlines
Sat, Feb 15 - Sat, Feb 22
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$86 Roundtrip, found 6 days ago
$86
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Feb 15 from Sky Harbor Intl. to O'Hare Intl., returning Sat, Feb 22, priced at $86 found 6 days ago
Spirit Airlines
Tue, Feb 25 - Sun, Mar 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$88 Roundtrip, found 5 hours ago
$88
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Tue, Feb 25 from Los Angeles Intl. to O'Hare Intl., returning Sun, Mar 2, priced at $88 found 5 hours ago
Frontier Airlines
Thu, Feb 27 - Mon, Mar 3
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$89 Roundtrip, found 20 hours ago
$89
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Thu, Feb 27 from Sky Harbor Intl. to O'Hare Intl., returning Mon, Mar 3, priced at $89 found 20 hours ago
Frontier Airlines
Sat, Feb 15 - Mon, Feb 24
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$92 Roundtrip, found 6 days ago
$92
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Feb 15 from Sky Harbor Intl. to O'Hare Intl., returning Mon, Feb 24, priced at $92 found 6 days ago
Frontier Airlines
Fri, Feb 28 - Mon, Mar 3
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$93 Roundtrip, found 20 hours ago
$93
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Fri, Feb 28 from Sky Harbor Intl. to O'Hare Intl., returning Mon, Mar 3, priced at $93 found 20 hours ago
Frontier Airlines
Sat, Mar 1 - Mon, Mar 3
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$94 Roundtrip, found 20 hours ago
$94
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Sat, Mar 1 from Sky Harbor Intl. to O'Hare Intl., returning Mon, Mar 3, priced at $94 found 20 hours ago
Frontier Airlines
Thu, Mar 6 - Tue, Mar 11
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$97 Roundtrip, found 7 hours ago
$97
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Thu, Mar 6 from Sky Harbor Intl. to O'Hare Intl., returning Tue, Mar 11, priced at $97 found 7 hours ago
Spirit Airlines
Thu, Feb 20 - Sun, Feb 23
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Feb 20 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Sun, Feb 23, priced at $98 found 2 days ago
American Airlines
Fri, Feb 21 - Sat, Feb 22
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 21 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Sat, Feb 22, priced at $189 found 1 day ago
United
Thu, Mar 6 - Tue, Mar 11
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$208 Roundtrip, found 7 hours ago
$208
Roundtrip
found 7 hours ago
Select United flight, departing Thu, Mar 6 from Sky Harbor Intl. to O'Hare Intl., returning Tue, Mar 11, priced at $208 found 7 hours ago
Delta
Tue, Feb 25 - Mon, Mar 3
JAX
Jacksonville Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 21 hours ago
$217
Roundtrip
found 21 hours ago
Select Delta flight, departing Tue, Feb 25 from Jacksonville Intl. to O'Hare Intl., returning Mon, Mar 3, priced at $217 found 21 hours ago
JetBlue Airways
Mon, Mar 24 - Wed, Mar 26
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$223 Roundtrip, found 4 days ago
$223
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Mar 24 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Wed, Mar 26, priced at $223 found 4 days ago
Bargain Flight
Thu, Feb 6 - Sun, Feb 9
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$252 Roundtrip, just found
$252
Roundtrip
just found
Select Bargain Flight flight, departing Thu, Feb 6 from Sky Harbor Intl. to O'Hare Intl., returning Sun, Feb 9, priced at $252 just found

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 April, 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 $68, 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 $68 right now, why wait?

Woodstock Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$68

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 $90 per night from Feb 9 to Feb 10
$90
includes taxes & fees
Feb 9 - Feb 10
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! (838 reviews)
"Decent for the price"

Reviewed on Jan 23, 2025

AmericInn by Wyndham Woodstock IL
Abbey Resort and Avani Spa
Abbey Resort and Avani Spa
3.5 out of 5
269 Fontana Boulevard, Fontana, WI
The price is $116 per night from Feb 23 to Feb 24
$116
includes taxes & fees
Feb 23 - Feb 24
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! (1,196 reviews)
"Great place for vacations"

Reviewed on Jan 28, 2025

Abbey Resort and Avani Spa
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 Feb 2 to Feb 3
$193
includes taxes & fees
Feb 2 - Feb 3
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! (2,678 reviews)
"Great for kids, loved the waterpark. Good restaurant."

Reviewed on Jan 27, 2025

Timber Ridge Lodge and Waterpark
Grand Geneva Resort & Spa
Grand Geneva Resort & Spa
4 out of 5
7036 Grand Geneva Wy, Lake Geneva, WI
The price is $293 per night from Feb 10 to Feb 11
$293
includes taxes & fees
Feb 10 - Feb 11
Stay at this 4-star 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 ...
8.4/10 Very Good! (1,001 reviews)
"The property is beautiful and has a lot to offer in the way of food, entertainment and activities; however, they need to work on their housekeeping and general cleanliness in the rooms and bathrooms. It is a large property and perhaps they need more staff but for the price you pay, you shouldn't ..."

Reviewed on Jan 27, 2025

Grand Geneva Resort & Spa
Harbor Shores on Lake Geneva
Harbor Shores on Lake Geneva
3.5 out of 5
300 Wrigley Dr, Lake Geneva, WI
The price is $139 per night from Feb 3 to Feb 4
$139
includes taxes & fees
Feb 3 - Feb 4
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! (1,205 reviews)
"Beautiful view!"

Reviewed on Jan 30, 2025

Harbor Shores on Lake Geneva
Lodge Geneva National
Lodge Geneva National
4 out of 5
W4240 WI-50, Lake Geneva, WI
The price is $130 per night from Feb 2 to Feb 3
$130
includes taxes & fees
Feb 2 - Feb 3
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! (1,174 reviews)
"Love the place"

Reviewed on Jan 28, 2025

Lodge Geneva National
The Cove Of Lake Geneva
The Cove Of Lake Geneva
3.5 out of 5
111 Center St, Lake Geneva, WI
The price is $160 per night from Feb 3 to Feb 4
$160
includes taxes & fees
Feb 3 - Feb 4
Stay at this 3.5-star family-friendly hotel in Lake Geneva. Enjoy an outdoor pool, 2 spa tubs, and room service. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (1,074 reviews)
"Great place to stay celebrated my boyfriend birthday. We both enjoyed ourselves."

Reviewed on Jan 26, 2025

The Cove Of Lake Geneva
Lake Lawn Resort
Lake Lawn Resort
3.5 out of 5
2400 E Geneva St, Delavan, WI
The price is $142 per night from Feb 2 to Feb 3
$142
includes taxes & fees
Feb 2 - Feb 3
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! (1,001 reviews)
"The employees was real nice and polite, the Bar was Amazing"

Reviewed on Jan 28, 2025

Lake Lawn Resort
See all 1,194 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.