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Winfield

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Winfield Flights as Low as $91

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

Frontier Airlines
Mon, Sep 21 - Fri, Sep 25
PHL
Philadelphia Intl.
ORD
O'Hare Intl.
$91 Roundtrip, found 2 days ago
$91
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Sep 21 from Philadelphia Intl. to O'Hare Intl., returning Fri, Sep 25, priced at $91 found 2 days ago
Frontier Airlines
Mon, Sep 28 - Mon, Oct 5
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$96 Roundtrip, found 7 hours ago
$96
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Mon, Sep 28 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Mon, Oct 5, priced at $96 found 7 hours ago
Frontier Airlines
Tue, Sep 22 - Tue, Oct 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$96 Roundtrip, found 11 hours ago
$96
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Tue, Sep 22 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Oct 6, priced at $96 found 11 hours ago
Frontier Airlines
Fri, Oct 9 - Thu, Oct 15
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Oct 9 from Sky Harbor Intl. to O'Hare Intl., returning Thu, Oct 15, priced at $112 found 1 day ago
Frontier Airlines
Fri, Aug 7 - Fri, Aug 14
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$146 Roundtrip, found 5 hours ago
$146
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Fri, Aug 7 from Los Angeles Intl. to O'Hare Intl., returning Fri, Aug 14, priced at $146 found 5 hours ago
Delta
Wed, Sep 9 - Wed, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$155 Roundtrip, found 5 hours ago
$155
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed, Sep 9 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 9, priced at $155 found 5 hours ago
American Airlines
Wed, Sep 9 - Wed, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$155 Roundtrip, found 5 hours ago
$155
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Wed, Sep 9 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 9, priced at $155 found 5 hours ago
United
Wed, Sep 9 - Wed, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$155 Roundtrip, found 5 hours ago
$155
Roundtrip
found 5 hours ago
Select United flight, departing Wed, Sep 9 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 9, priced at $155 found 5 hours ago
Delta
Tue, Aug 11 - Mon, Aug 17
PHL
Philadelphia Intl.
MDW
Midway Intl.
$208 Roundtrip, found 5 hours ago
$208
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Aug 11 from Philadelphia Intl. to Midway Intl., returning Mon, Aug 17, priced at $208 found 5 hours ago
Frontier Airlines
Mon, Aug 31 - Thu, Sep 10
TTN
Mercer
ORD
O'Hare Intl.
$214 Roundtrip, found 1 hour ago
$214
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Aug 31 from Mercer to O'Hare Intl., returning Thu, Sep 10, priced at $214 found 1 hour ago
Frontier Airlines
Wed, Aug 5 - Fri, Aug 7
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$260 Roundtrip, found 1 day ago
$260
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Aug 5 from Sky Harbor Intl. to Midway Intl., returning Fri, Aug 7, priced at $260 found 1 day ago
Frontier Airlines
Tue, Aug 18 - Sat, Sep 12
LAX
Los Angeles Intl.
MDW
Midway Intl.
$269 Roundtrip, found 6 days ago
$269
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Aug 18 from Los Angeles Intl. to Midway Intl., returning Sat, Sep 12, priced at $269 found 6 days ago
American Airlines
Fri, Jul 24 - Fri, Jul 31
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$372 Roundtrip, found 5 hours ago
$372
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Fri, Jul 24 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Fri, Jul 31, priced at $372 found 5 hours ago
American Airlines
Tue, Jul 14 - Tue, Jul 21
PHX
Sky Harbor Intl.
RFD
Greater Rockford
$439 Roundtrip, found 1 day ago
$439
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 14 from Sky Harbor Intl. to Greater Rockford, returning Tue, Jul 21, priced at $439 found 1 day ago
American Airlines
Fri, Jul 31 - Mon, Aug 3
PHL
Philadelphia Intl.
RFD
Greater Rockford
$445 Roundtrip, found 1 day ago
$445
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Jul 31 from Philadelphia Intl. to Greater Rockford, returning Mon, Aug 3, priced at $445 found 1 day ago
American Airlines
Sat, Jul 18 - Sat, Jul 25
LAX
Los Angeles Intl.
RFD
Greater Rockford
$463 Roundtrip, found 2 days ago
$463
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Jul 18 from Los Angeles Intl. to Greater Rockford, returning Sat, Jul 25, priced at $463 found 2 days ago

Cheap Flights to Winfield

Fall in love at first flight with your vacation to Winfield 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 Winfield on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Winfield, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Winfield

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Winfield 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 Winfield?

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 Winfield are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winfield?

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 Winfield.

What airport is best to fly into Winfield?

When you’re planning your trip to Winfield, convenience is the name of the game. Luckily, Winfield Dupage Airport is nearby so you can deplane and get going on checking off everything on your Winfield must-do list.

How much are flights to Winfield?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winfield on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $91, 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 Winfield?

The trick to saving a stack of cash on your flight to Winfield? 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 $91 right now, why wait?

Winfield Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$91

Last Minute Hotel Deals in Winfield

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,810 reviews)
"Amazing Location"

Reviewed on Jul 9, 2026

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Hyatt Regency O'Hare Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
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Hilton Chicago O'Hare Airport
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a free airport shuttle, and a 24-hour fitness center. Our guests praise ...
8.6/10 Excellent! (1,320 reviews)
"Fridge was unplugged and when you’re a nursing mother, this is a must have. It appeared to be unplugged purposely to prevent usage and the need to clean. The shower door didn’t close and leaked all into the bathroom. The door was damaged and warped from this being a prolonged issue. There was tons ..."

Reviewed on Jul 10, 2026

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Marriott Chicago O'Hare
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8/10 Very Good! (3,061 reviews)
"This hotel was the most run down place I’ve ever been to. The room was as gross. The carpet was severely stained. The walls and ceiling had patch work done. It smelled and was awful. On top of this you have the nerve to charge a $100 incidental fee. I’m very disappointed in Choice. I’ll never ever ..."

Reviewed on Jul 9, 2026

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Comfort Suites Chicago O'Hare Airport
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
5440 N River Rd Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (2,978 reviews)
"When I visited, there was an enormous storm that knocked out the power to the building. The staff was incredibly helpful as well as being cool, calm, and collected. As a customer, you don’t often seem the team behind the hotel. They were great."

Reviewed on Jul 7, 2026

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Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
222 E 22nd Street Lombard IL
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (2,876 reviews)
"Buffet breakfast was very good. Clean rooms. Friendly and helpful staff."

Reviewed on Jul 10, 2026

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SureStay Plus Hotel by Best Western Chicago Lombard
Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont

4 out of 5
5500 N River Rd Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free breakfast, a free airport shuttle, and room service. Our guests praise the breakfast and ...
8.8/10 Excellent! (1,506 reviews)
"We love the staff and atmosphere. Always really friendly people. We always book here when we are in the area."

Reviewed on Jul 10, 2026

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Embassy Suites by Hilton Chicago O'Hare Rosemont
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
Book a stay at this business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms ...
7.2/10 Good! (1,643 reviews)
"Comfortable bed, but linens not so much. Very scratchy. Breakfast was good as well. The location was perfect. Overall, the property is a little shabby and it smells like the guests are not obeying the signs posted outside their doors about vaping and marijuana."

Reviewed on Jul 8, 2026

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Chicago Club Inn & Suites
See all 1,339 properties in Winfield
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.