Search Cheap Flights to
Woodstock

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Woodstock Flights as Low as $97

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

Spirit Airlines
Tue, Jul 8 - Tue, Jul 8
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$97 Roundtrip, found 2 hours ago
$97
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Jul 8 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jul 8, priced at $97 found 2 hours ago
Spirit Airlines
Sat, Aug 2 - Wed, Aug 6
LAS
Harry Reid Intl.
ORD
O'Hare Intl.
$98 Roundtrip, found 11 hours ago
$98
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Sat, Aug 2 from Harry Reid Intl. to O'Hare Intl., returning Wed, Aug 6, priced at $98 found 11 hours ago
Spirit Airlines
Tue, Jul 8 - Tue, Jul 15
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$106 Roundtrip, found 2 hours ago
$106
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Jul 8 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jul 15, priced at $106 found 2 hours ago
Spirit Airlines
Tue, Jul 15 - Sat, Jul 19
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$108 Roundtrip, found 2 hours ago
$108
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Jul 15 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Jul 19, priced at $108 found 2 hours ago
Spirit Airlines
Sat, Aug 9 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$110 Roundtrip, found 2 hours ago
$110
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Sat, Aug 9 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 12, priced at $110 found 2 hours ago
Spirit Airlines
Sat, Jun 21 - Tue, Jun 24
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$115 Roundtrip, just found
$115
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Jun 21 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jun 24, priced at $115 just found
Frontier Airlines
Fri, Jun 20 - Tue, Jun 24
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$125 Roundtrip, found 1 day ago
$125
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Jun 20 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jun 24, priced at $125 found 1 day ago
United
Sat, Aug 9 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$125 Roundtrip, found 2 hours ago
$125
Roundtrip
found 2 hours ago
Select United flight, departing Sat, Aug 9 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 12, priced at $125 found 2 hours ago
Delta
Sat, Aug 9 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$125 Roundtrip, found 2 hours ago
$125
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Aug 9 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 12, priced at $125 found 2 hours ago
American Airlines
Sat, Aug 9 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$125 Roundtrip, found 2 hours ago
$125
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Sat, Aug 9 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 12, priced at $125 found 2 hours ago
Spirit Airlines
Mon, Jul 7 - Wed, Jul 9
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$150 Roundtrip, just found
$150
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Jul 7 from Los Angeles Intl. to O'Hare Intl., returning Wed, Jul 9, priced at $150 just found
Spirit Airlines
Mon, Jul 21 - Tue, Jul 22
SNA
John Wayne
ORD
O'Hare Intl.
$163 Roundtrip, found 2 hours ago
$163
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Mon, Jul 21 from John Wayne to O'Hare Intl., returning Tue, Jul 22, priced at $163 found 2 hours ago
Alaska Airlines
Tue, Oct 14 - Tue, Oct 28
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$216 Roundtrip, just found
$216
Roundtrip
just found
Select Alaska Airlines flight, departing Tue, Oct 14 from Los Angeles Intl. to O'Hare Intl., returning Tue, Oct 28, priced at $216 just found
JetBlue Airways
Tue, Jul 8 - Tue, Jul 15
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$293 Roundtrip, found 2 hours ago
$293
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Tue, Jul 8 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jul 15, priced at $293 found 2 hours ago
Sun Country Airlines
Mon, Jul 7 - Wed, Jul 9
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$338 Roundtrip, just found
$338
Roundtrip
just found
Select Sun Country Airlines flight, departing Mon, Jul 7 from Los Angeles Intl. to O'Hare Intl., returning Wed, Jul 9, priced at $338 just found
Hawaiian Airlines
Mon, Jun 9 - Tue, Jun 10
SNA
John Wayne
ORD
O'Hare Intl.
$528 Roundtrip, found 1 hour ago
$528
Roundtrip
found 1 hour ago
Select Hawaiian Airlines flight, departing Mon, Jun 9 from John Wayne to O'Hare Intl., returning Tue, Jun 10, priced at $528 found 1 hour 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 $97, 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 $97 right now, why wait?

Woodstock Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$96

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
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! (883 reviews)
"Perfect location for our visit. Friendly staff."

Reviewed on Jun 3, 2025

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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 (217 reviews)
"Would visit again"

Reviewed on May 13, 2025

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Quality Inn & Suites Woodstock near Lake Geneva
Super 8 by Wyndham Woodstock
Super 8 by Wyndham Woodstock
2 out of 5
1220 Davis Rd, Woodstock, IL
Stay at this motel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions McHenry County Fairgrounds and Bull Valley Golf Club ...
6.2/10 (489 reviews)
Good value
"Comfortable and quiet. Microwave and fridge were provided as requested. Only down was that the carpet needed cleaning."

Reviewed on May 22, 2025

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Super 8 by Wyndham Woodstock
Hyatt Place Chicago/Hoffman Estates
Hyatt Place Chicago/Hoffman Estates
3 out of 5
2750 Greenspoint Pkwy, Hoffman Estates, IL
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)
"Breakfast was good, friendly staff"

Reviewed on Jun 2, 2025

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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
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! (1,211 reviews)
"Friendly staff"

Reviewed on Jun 4, 2025

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Harbor Shores on Lake Geneva
Timber Ridge Lodge and Waterpark
Timber Ridge Lodge and Waterpark
3.5 out of 5
7020 Grand Geneva Way, Lake Geneva, WI
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! (2,839 reviews)
"I was really impressed with how clean the room was, the kitchen wasn’t greasy at all, everything smelled nice, and the whole place was really well taken care of."

Reviewed on Jun 1, 2025

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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
Stay at this 3.5-star beach resort in Fontana. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (1,329 reviews)
"the bed are painful to sleep in.very lumpy and pillows are horrible.the bathroom is outdated,not modern at all.we were moved from first room because lights were out and fridge didn't work.whirlpool didn't work downstairs and the food is terrible.we found other places outside the resort."

Reviewed on Jun 1, 2025

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Abbey Resort and Avani Spa
Lodge Geneva National
Lodge Geneva National
4 out of 5
W4240 WI-50, Lake Geneva, WI
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! (1,196 reviews)
"It was wonderful staying at the Lodge!"

Reviewed on Jun 4, 2025

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Lodge Geneva National
See all 1,138 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.