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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, Feb 12 - Wed, Feb 19
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$68 Roundtrip, found 3 days ago
$68
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Feb 12 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Feb 19, priced at $68 found 3 days ago
Spirit Airlines
Fri, Jan 10 - Sun, Jan 12
MCO
Orlando Intl.
ORD
O'Hare Intl.
$77 Roundtrip, found 1 day ago
$77
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Jan 10 from Orlando Intl. to O'Hare Intl., returning Sun, Jan 12, priced at $77 found 1 day ago
Spirit Airlines
Sat, Mar 1 - Tue, Mar 4
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$93 Roundtrip, found 2 days ago
$93
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Mar 1 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Mar 4, priced at $93 found 2 days ago
United
Wed, Jan 29 - Tue, Feb 18
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$139 Roundtrip, found 1 day ago
$139
Roundtrip
found 1 day ago
Select United flight, departing Wed, Jan 29 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Feb 18, priced at $139 found 1 day ago
American Airlines
Wed, Jan 29 - Tue, Feb 18
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$139 Roundtrip, found 1 day ago
$139
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jan 29 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Feb 18, priced at $139 found 1 day ago
Delta
Sat, Mar 1 - Tue, Mar 4
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$158 Roundtrip, found 2 days ago
$158
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Mar 1 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Mar 4, priced at $158 found 2 days ago
Contour Airlines
Mon, Jan 13 - Thu, Jan 16
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 Mon, Jan 13 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Thu, Jan 16, priced at $189 found 1 day ago
Delta
Tue, Feb 4 - Tue, Feb 4
DAL
Love Field
ORD
O'Hare Intl.
$193 Roundtrip, found 5 days ago
$193
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Feb 4 from Love Field to O'Hare Intl., returning Tue, Feb 4, priced at $193 found 5 days ago
JetBlue Airways
Thu, Mar 20 - Wed, Mar 26
MCO
Orlando Intl.
ORD
O'Hare Intl.
$196 Roundtrip, found 2 days ago
$196
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Mar 20 from Orlando Intl. to O'Hare Intl., returning Wed, Mar 26, priced at $196 found 2 days ago
Etihad Airways
Mon, Jan 27 - Fri, Feb 14
AMM
Queen Alia Intl.
ORD
O'Hare Intl.
$833 Roundtrip, found 7 hours ago
$833
Roundtrip
found 7 hours ago
Select Etihad Airways flight, departing Mon, Jan 27 from Queen Alia Intl. to O'Hare Intl., returning Fri, Feb 14, priced at $833 found 7 hours ago
Ethiopian Airlines
Fri, Jan 24 - Thu, Feb 13
AMM
Queen Alia Intl.
ORD
O'Hare Intl.
$1,021 Roundtrip, found 7 hours ago
$1,021
Roundtrip
found 7 hours ago
Select Ethiopian Airlines flight, departing Fri, Jan 24 from Queen Alia Intl. to O'Hare Intl., returning Thu, Feb 13, priced at $1,021 found 7 hours ago
Qatar Airways
Fri, Jan 24 - Wed, Feb 12
AMM
Queen Alia Intl.
ORD
O'Hare Intl.
$1,066 Roundtrip, found 7 hours ago
$1,066
Roundtrip
found 7 hours ago
Select Qatar Airways flight, departing Fri, Jan 24 from Queen Alia Intl. to O'Hare Intl., returning Wed, Feb 12, priced at $1,066 found 7 hours ago
British Airways
Wed, Jan 22 - Sat, Feb 15
AMM
Queen Alia Intl.
ORD
O'Hare Intl.
$1,114 Roundtrip, found 7 hours ago
$1,114
Roundtrip
found 7 hours ago
Select British Airways flight, departing Wed, Jan 22 from Queen Alia Intl. to O'Hare Intl., returning Sat, Feb 15, priced at $1,114 found 7 hours ago
Turkish Airlines
Sat, Jan 25 - Sat, Feb 15
AMM
Queen Alia Intl.
ORD
O'Hare Intl.
$1,137 Roundtrip, found 7 hours ago
$1,137
Roundtrip
found 7 hours ago
Select Turkish Airlines flight, departing Sat, Jan 25 from Queen Alia Intl. to O'Hare Intl., returning Sat, Feb 15, priced at $1,137 found 7 hours ago
LOT-Polish Airlines
Sat, Jan 25 - Sat, Feb 15
AMM
Queen Alia Intl.
ORD
O'Hare Intl.
$1,172 Roundtrip, found 7 hours ago
$1,172
Roundtrip
found 7 hours ago
Select LOT-Polish Airlines flight, departing Sat, Jan 25 from Queen Alia Intl. to O'Hare Intl., returning Sat, Feb 15, priced at $1,172 found 7 hours ago
Emirates
Sat, Jan 25 - Sat, Feb 15
AMM
Queen Alia Intl.
ORD
O'Hare Intl.
$1,531 Roundtrip, found 7 hours ago
$1,531
Roundtrip
found 7 hours ago
Select Emirates flight, departing Sat, Jan 25 from Queen Alia Intl. to O'Hare Intl., returning Sat, Feb 15, priced at $1,531 found 7 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 February, 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 $90 per night from Jan 2 to Jan 3
$90
includes taxes & fees
Jan 2 - Jan 3
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! (826 reviews)
10+
"It was all fantastic….. checking in and out great service at the front desk"

Reviewed on Dec 25, 2024

AmericInn by Wyndham Woodstock IL
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 $189 per night from Jan 5 to Jan 6
$189
includes taxes & fees
Jan 5 - Jan 6
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! (2,611 reviews)
Perfect for small kids, outdated hotel rooms
"It was a great time with my 1.5 yr. old. The Waterpark was small but perfect for what we needed. The room set up was great, but everything was pretty old, carpets were stained and bathroom was in need of a deep clean. Everything by was very loud, we could hear the screams of the water slides from ..."

Reviewed on Dec 28, 2024

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 $123 per night from Jan 5 to Jan 6
$123
includes taxes & fees
Jan 5 - Jan 6
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! (1,133 reviews)
"."

Reviewed on Dec 28, 2024

Abbey Resort and Avani Spa
Lodge Geneva National
Lodge Geneva National
4 out of 5
W4240 WI-50, Lake Geneva, WI
The price is $130 per night from Jan 2 to Jan 3
$130
includes taxes & fees
Jan 2 - Jan 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! (1,158 reviews)
"Had a hard time controlling temperature. Only way to keep room below 72 was to have the air conditioning on"

Reviewed on Dec 28, 2024

Lodge Geneva National
Grand Geneva Resort & Spa
Grand Geneva Resort & Spa
4 out of 5
7036 Grand Geneva Wy, Lake Geneva, WI
The price is $302 per night from Jan 12 to Jan 13
$302
includes taxes & fees
Jan 12 - Jan 13
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! (1,004 reviews)
"Love the convenience, hate the crowds and that a once adult, romantic, upscale resort now it's overrun with young children allowed to run amuck in all areas, even the bars. No dress code for your restaurants leashes them feeling like the texas roadhouse, not fine dining. The standards are so low ..."

Reviewed on Dec 28, 2024

Grand Geneva Resort & Spa
Hyatt Place Chicago/Hoffman Estates
Hyatt Place Chicago/Hoffman Estates
3 out of 5
2750 Greenspoint Pkwy, Hoffman Estates, IL
The price is $111 per night from Jan 7 to Jan 8
$111
includes taxes & fees
Jan 7 - Jan 8
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! (1,005 reviews)
Mixed review
"We've stayed here multiple times over the years, and it appears to get a little more run down with each visit. There is limited housekeeping and a garbage can full if trash sat outside a room for 2 days before being picked up. Our floor smelled like pot. Two of the 4 cardio machines in the fitness ..."

Reviewed on Dec 30, 2024

Hyatt Place Chicago/Hoffman Estates
Harbor Shores on Lake Geneva
Harbor Shores on Lake Geneva
3.5 out of 5
300 Wrigley Dr, Lake Geneva, WI
The price is $179 per night from Jan 2 to Jan 3
$179
includes taxes & fees
Jan 2 - Jan 3
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! (1,198 reviews)
"Nice modern room with a view of the lake in downtown area. Nearby shops we could walk to."

Reviewed on Dec 19, 2024

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 $149 per night from Jan 2 to Jan 3
$149
includes taxes & fees
Jan 2 - Jan 3
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! (1,062 reviews)
"Great time , always is!!"

Reviewed on Dec 29, 2024

The Cove Of Lake Geneva
See all 1,200 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.