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Woodstock

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Woodstock Flights as Low as $70

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

Spirit Airlines
Wed, Mar 26 - Tue, Apr 1
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$70 Roundtrip, found 6 days ago
$70
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Wed, Mar 26 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Apr 1, priced at $70 found 6 days ago
Spirit Airlines
Fri, May 9 - Tue, May 13
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$77 Roundtrip, found 5 days ago
$77
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Fri, May 9 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, May 13, priced at $77 found 5 days ago
Spirit Airlines
Fri, May 9 - Sat, May 10
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$84 Roundtrip, found 5 days ago
$84
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Fri, May 9 from Newark Liberty Intl. Airport to O'Hare Intl., returning Sat, May 10, priced at $84 found 5 days ago
Spirit Airlines
Tue, Apr 1 - Tue, Apr 8
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$89 Roundtrip, found 5 days ago
$89
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, Apr 1 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Apr 8, priced at $89 found 5 days ago
Spirit Airlines
Tue, Mar 25 - Tue, Mar 25
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$94 Roundtrip, found 1 day ago
$94
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Mar 25 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Mar 25, priced at $94 found 1 day ago
Frontier Airlines
Tue, Mar 11 - Tue, Mar 18
MCO
Orlando Intl.
ORD
O'Hare Intl.
$95 Roundtrip, found 3 days ago
$95
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Mar 11 from Orlando Intl. to O'Hare Intl., returning Tue, Mar 18, priced at $95 found 3 days ago
Spirit Airlines
Tue, Mar 25 - Sat, Mar 29
MCO
Orlando Intl.
ORD
O'Hare Intl.
$96 Roundtrip, found 1 day ago
$96
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Mar 25 from Orlando Intl. to O'Hare Intl., returning Sat, Mar 29, priced at $96 found 1 day ago
Spirit Airlines
Mon, Mar 10 - Wed, Mar 12
LGA
LaGuardia
ORD
O'Hare Intl.
$98 Roundtrip, found 6 days ago
$98
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Mon, Mar 10 from LaGuardia to O'Hare Intl., returning Wed, Mar 12, priced at $98 found 6 days ago
Spirit Airlines
Tue, Apr 15 - Tue, Apr 15
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Apr 15 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Apr 15, priced at $100 found 1 day ago
Delta
Tue, Mar 18 - Tue, Mar 18
LGA
LaGuardia
ORD
O'Hare Intl.
$136 Roundtrip, found 4 days ago
$136
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Mar 18 from LaGuardia to O'Hare Intl., returning Tue, Mar 18, priced at $136 found 4 days ago
Spirit Airlines
Tue, Apr 29 - Wed, May 7
SNA
John Wayne
ORD
O'Hare Intl.
$140 Roundtrip, found 6 days ago
$140
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Apr 29 from John Wayne to O'Hare Intl., returning Wed, May 7, priced at $140 found 6 days ago
American Airlines
Mon, Apr 7 - Fri, Apr 11
LGA
LaGuardia
ORD
O'Hare Intl.
$149 Roundtrip, found 1 day ago
$149
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Apr 7 from LaGuardia to O'Hare Intl., returning Fri, Apr 11, priced at $149 found 1 day ago
United
Mon, Apr 7 - Fri, Apr 11
LGA
LaGuardia
ORD
O'Hare Intl.
$149 Roundtrip, found 1 day ago
$149
Roundtrip
found 1 day ago
Select United flight, departing Mon, Apr 7 from LaGuardia to O'Hare Intl., returning Fri, Apr 11, priced at $149 found 1 day ago
JetBlue Airways
Tue, Apr 15 - Wed, Apr 23
MCO
Orlando Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Apr 15 from Orlando Intl. to O'Hare Intl., returning Wed, Apr 23, priced at $197 found 1 day ago
Bargain Flight
Wed, Mar 5 - Wed, Mar 12
SNA
John Wayne
ORD
O'Hare Intl.
$300 Roundtrip, found 22 hours ago
$300
Roundtrip
found 22 hours ago
Select Bargain Flight flight, departing Wed, Mar 5 from John Wayne to O'Hare Intl., returning Wed, Mar 12, priced at $300 found 22 hours ago
Hawaiian Airlines
Tue, Mar 11 - Mon, Mar 24
SNA
John Wayne
ORD
O'Hare Intl.
$342 Roundtrip, found 2 days ago
$342
Roundtrip
found 2 days ago
Select Hawaiian Airlines flight, departing Tue, Mar 11 from John Wayne to O'Hare Intl., returning Mon, Mar 24, priced at $342 found 2 days 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 March, 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 $70, 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 $70 right now, why wait?

Woodstock Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$70

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 Mar 10 to Mar 11
$100
includes taxes & fees
Mar 10 - Mar 11
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! (850 reviews)
Comfortable room for a great price!
"This property is clean and in a quiet location. The room was comfortable as well as the bed. There was a nice variety of channels and the bathroom and shower was clean."

Reviewed on Feb 17, 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 $157 per night from Mar 4 to Mar 5
$157
includes taxes & fees
Mar 4 - Mar 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! (1,263 reviews)
"The resort was absolutely gorgeous and we will definitely be back!"

Reviewed on Mar 3, 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 $215 per night from Mar 4 to Mar 5
$215
includes taxes & fees
Mar 4 - Mar 5
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! (2,708 reviews)
"Our kids love coming here! We have been here twice within the past 3 months because of how convenient and quiet it is for us, also very affordable. We are already planning on possibly returning during spring break!"

Reviewed on Mar 2, 2025

Timber Ridge Lodge and Waterpark
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 Mar 10 to Mar 11
$107
includes taxes & fees
Mar 10 - Mar 11
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! (1,006 reviews)
4 out of 5
"Convenient location off I90. A little dated and room temperature doesn’t stay consistent. Breakfast is included."

Reviewed on Mar 2, 2025

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 $323 per night from Mar 25 to Mar 26
$323
includes taxes & fees
Mar 25 - Mar 26
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! (1,002 reviews)
"I will definitely come back. All in one place for wellness/spa and top notch service overall."

Reviewed on Feb 28, 2025

Grand Geneva Resort & Spa
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 Mar 4 to Mar 5
$160
includes taxes & fees
Mar 4 - Mar 5
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! (1,069 reviews)
"Quiet and cozy for a weekend getaway"

Reviewed on Mar 3, 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 $121 per night from Mar 4 to Mar 5
$121
includes taxes & fees
Mar 4 - Mar 5
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! (1,194 reviews)
Good stay
"Stay was good. The rooms need updating, but they are under construction, so once it's done it should be very nice. Love that the shuttle was available to take us to the other resort for dinner at the Turf. Very great food."

Reviewed on Feb 24, 2025

Lodge Geneva National
Lake Lawn Resort
Lake Lawn Resort
3.5 out of 5
2400 E Geneva St, Delavan, WI
The price is $151 per night from Mar 4 to Mar 5
$151
includes taxes & fees
Mar 4 - Mar 5
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! (1,005 reviews)
"Very nice safe and cozy"

Reviewed on Feb 23, 2025

Lake Lawn Resort
See all 1,174 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.