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
Wed, Jul 9 - Tue, Jul 15
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$68 Roundtrip, found 2 days ago
$68
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Jul 9 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Jul 15, priced at $68 found 2 days ago
Frontier Airlines
Thu, May 8 - Sun, May 11
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$78 Roundtrip, found 2 days ago
$78
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, May 8 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sun, May 11, priced at $78 found 2 days ago
Spirit Airlines
Mon, Apr 28 - Wed, Apr 30
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$84 Roundtrip, found 11 hours ago
$84
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Mon, Apr 28 from Newark Liberty Intl. Airport to O'Hare Intl., returning Wed, Apr 30, priced at $84 found 11 hours ago
Frontier Airlines
Thu, May 8 - Mon, May 12
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$88 Roundtrip, found 2 days ago
$88
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, May 8 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, May 12, priced at $88 found 2 days ago
Frontier Airlines
Sun, May 4 - Thu, May 8
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$89 Roundtrip, found 2 days ago
$89
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, May 4 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Thu, May 8, priced at $89 found 2 days ago
Spirit Airlines
Sun, Jun 8 - Thu, Jun 12
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$90 Roundtrip, found 11 hours ago
$90
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Sun, Jun 8 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Thu, Jun 12, priced at $90 found 11 hours ago
Spirit Airlines
Tue, Apr 29 - Wed, May 7
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$94 Roundtrip, found 11 hours ago
$94
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Tue, Apr 29 from Newark Liberty Intl. Airport to O'Hare Intl., returning Wed, May 7, priced at $94 found 11 hours ago
Spirit Airlines
Thu, May 1 - Wed, May 7
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$95 Roundtrip, found 11 hours ago
$95
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Thu, May 1 from Newark Liberty Intl. Airport to O'Hare Intl., returning Wed, May 7, priced at $95 found 11 hours ago
Spirit Airlines
Mon, Apr 28 - Thu, May 1
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$96 Roundtrip, found 11 hours ago
$96
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Mon, Apr 28 from Newark Liberty Intl. Airport to O'Hare Intl., returning Thu, May 1, priced at $96 found 11 hours ago
Spirit Airlines
Wed, Apr 30 - Thu, May 1
TPA
Tampa Intl.
ORD
O'Hare Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Apr 30 from Tampa Intl. to O'Hare Intl., returning Thu, May 1, priced at $117 found 1 day ago
United
Thu, Apr 24 - Thu, Apr 24
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$142 Roundtrip, found 12 hours ago
$142
Roundtrip
found 12 hours ago
Select United flight, departing Thu, Apr 24 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Thu, Apr 24, priced at $142 found 12 hours ago
American Airlines
Fri, Apr 25 - Mon, Apr 28
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Apr 25 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Apr 28, priced at $147 found 1 day ago
Contour Airlines
Fri, May 9 - Sun, May 11
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Fri, May 9 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sun, May 11, priced at $189 found 1 day ago
Delta
Sat, May 3 - Sat, May 3
TPA
Tampa Intl.
ORD
O'Hare Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, May 3 from Tampa Intl. to O'Hare Intl., returning Sat, May 3, priced at $191 found 1 day ago
Delta
Mon, May 12 - Tue, May 13
DAL
Love Field
ORD
O'Hare Intl.
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, May 12 from Love Field to O'Hare Intl., returning Tue, May 13, priced at $197 found 4 days ago
JetBlue Airways
Wed, Apr 30 - Thu, May 1
TPA
Tampa Intl.
ORD
O'Hare Intl.
$357 Roundtrip, found 1 day ago
$357
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Apr 30 from Tampa Intl. to O'Hare Intl., returning Thu, May 1, priced at $357 found 1 day 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 July, 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 $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 $100 per night from Apr 6 to Apr 7
$100
includes taxes & fees
Apr 6 - Apr 7
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! (861 reviews)
"m"

Reviewed on Mar 28, 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 $94 per night from Apr 13 to Apr 14
$94
includes taxes & fees
Apr 13 - Apr 14
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)
"Loved it!"

Reviewed on Mar 29, 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 $214 per night from May 4 to May 5
$214
includes taxes & fees
May 4 - May 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! (2,757 reviews)
"Had an issue at the check-in, but they were able to accommodate us with a late checkout for the inconvenience."

Reviewed on Apr 1, 2025

Timber Ridge Lodge and Waterpark
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 Apr 6 to Apr 7
$190
includes taxes & fees
Apr 6 - Apr 7
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! (1,302 reviews)
"Best get away location."

Reviewed on Mar 30, 2025

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
The price is $158 per night from Apr 6 to Apr 7
$158
includes taxes & fees
Apr 6 - Apr 7
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! (1,181 reviews)
"Great location"

Reviewed on Mar 30, 2025

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
The price is $171 per night from Apr 6 to Apr 7
$171
includes taxes & fees
Apr 6 - Apr 7
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! (1,065 reviews)
"Had to contact maintenance for several things that were improperly working in RM 456. Fireplace, dishwasher, drain in whirlpool were just a few items that needed attention. Staff were very prompt in repairing these. This unit needs serious renovations."

Reviewed on Apr 1, 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 $151 per night from Apr 7 to Apr 8
$151
includes taxes & fees
Apr 7 - Apr 8
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! (1,003 reviews)
"Great place for a family getaway!"

Reviewed on Apr 1, 2025

Lake Lawn Resort
Lodge Geneva National
Lodge Geneva National
4 out of 5
W4240 WI-50, Lake Geneva, WI
The price is $130 per night from Apr 6 to Apr 7
$130
includes taxes & fees
Apr 6 - Apr 7
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! (1,188 reviews)
"While the resort was under construction in part- I found that all the amenities we needed were still fully accessible. Had a great meal at Crafted Italia. Used the pool and coffee cafe in lobby. I will say while I know a lot of places are short staffed- the pool could have been a little cleaner. ..."

Reviewed on Mar 30, 2025

Lodge Geneva National
See all 1,170 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.