Search Cheap Flights to
Winfield

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Winfield Flights as Low as $84

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

Frontier Airlines
Sat, Feb 14 - Mon, Feb 23
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$84 Roundtrip, found 1 day ago
$84
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Feb 14 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Feb 23, priced at $84 found 1 day ago
Frontier Airlines
Tue, Feb 3 - Tue, Feb 3
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$87 Roundtrip, found 5 hours ago
$87
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Tue, Feb 3 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Feb 3, priced at $87 found 5 hours ago
Spirit Airlines
Thu, Feb 5 - Sun, Feb 8
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$121 Roundtrip, found 2 hours ago
$121
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Thu, Feb 5 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Feb 8, priced at $121 found 2 hours ago
Delta
Tue, Feb 24 - Wed, Mar 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 10 hours ago
$137
Roundtrip
found 10 hours ago
Select Delta flight, departing Tue, Feb 24 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Mar 4, priced at $137 found 10 hours ago
United
Tue, Feb 24 - Wed, Mar 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 10 hours ago
$137
Roundtrip
found 10 hours ago
Select United flight, departing Tue, Feb 24 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Mar 4, priced at $137 found 10 hours ago
American Airlines
Tue, Feb 24 - Wed, Mar 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 10 hours ago
$137
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Tue, Feb 24 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Mar 4, priced at $137 found 10 hours ago
Frontier Airlines
Tue, Mar 24 - Wed, Apr 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$138 Roundtrip, found 2 days ago
$138
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Mar 24 from Los Angeles Intl. to O'Hare Intl., returning Wed, Apr 1, priced at $138 found 2 days ago
Frontier Airlines
Thu, Feb 12 - Tue, Feb 24
LAX
Los Angeles Intl.
MDW
Midway Intl.
$174 Roundtrip, found 13 hours ago
$174
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Los Angeles Intl. to Midway Intl., returning Tue, Feb 24, priced at $174 found 13 hours ago
Frontier Airlines
Thu, Feb 19 - Sat, Feb 21
SNA
John Wayne
ORD
O'Hare Intl.
$178 Roundtrip, found 6 days ago
$178
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Feb 19 from John Wayne to O'Hare Intl., returning Sat, Feb 21, priced at $178 found 6 days ago
Frontier Airlines
Thu, Feb 12 - Mon, Feb 16
ONT
Los Angeles - Ontario Intl.
ORD
O'Hare Intl.
$222 Roundtrip, found 21 hours ago
$222
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Los Angeles - Ontario Intl. to O'Hare Intl., returning Mon, Feb 16, priced at $222 found 21 hours ago
American Airlines
Tue, Mar 17 - Wed, Mar 25
LAX
Los Angeles Intl.
RFD
Greater Rockford
$243 Roundtrip, found 13 hours ago
$243
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Tue, Mar 17 from Los Angeles Intl. to Greater Rockford, returning Wed, Mar 25, priced at $243 found 13 hours ago
Hawaiian Airlines
Wed, Feb 25 - Wed, Mar 4
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$263 Roundtrip, found 21 hours ago
$263
Roundtrip
found 21 hours ago
Select Hawaiian Airlines flight, departing Wed, Feb 25 from Los Angeles Intl. to O'Hare Intl., returning Wed, Mar 4, priced at $263 found 21 hours ago
Alaska Airlines
Tue, Mar 24 - Tue, Mar 31
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$277 Roundtrip, found 1 hour ago
$277
Roundtrip
found 1 hour ago
Select Alaska Airlines flight, departing Tue, Mar 24 from Los Angeles Intl. to O'Hare Intl., returning Tue, Mar 31, priced at $277 found 1 hour ago
American Airlines
Mon, Apr 27 - Fri, May 1
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$283 Roundtrip, found 11 hours ago
$283
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Mon, Apr 27 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Fri, May 1, priced at $283 found 11 hours ago
Delta
Tue, Feb 10 - Tue, Feb 24
ONT
Los Angeles - Ontario Intl.
MDW
Midway Intl.
$301 Roundtrip, found 13 hours ago
$301
Roundtrip
found 13 hours ago
Select Delta flight, departing Tue, Feb 10 from Los Angeles - Ontario Intl. to Midway Intl., returning Tue, Feb 24, priced at $301 found 13 hours ago
Delta
Sat, Feb 28 - Sat, Mar 7
SNA
John Wayne
MDW
Midway Intl.
$449 Roundtrip, found 21 hours ago
$449
Roundtrip
found 21 hours ago
Select Delta flight, departing Sat, Feb 28 from John Wayne to Midway Intl., returning Sat, Mar 7, priced at $449 found 21 hours 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 February, 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 $84, 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 $84 right now, why wait?

Winfield Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$84

Last Minute Hotel Deals in Winfield

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 ...
8.2/10 Very Good! (2,185 reviews)
Location is absolutely perfect. Tunnel connects you easily from the baggage claim area! However, our room was very cold and the temperature was hard to adjust. Granted, it was also January and it was probably 5° outside, but still, it was a little hard to sleep. The hotel is quiet despite being situated ...

Reviewed on Jan 18, 2026

Get rates
Hilton Chicago O'Hare Airport
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! (2,326 reviews)
Great Hospitality!!!

Reviewed on Jan 19, 2026

Get rates
Hyatt Regency O'Hare Chicago
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! (2,703 reviews)
Room we well kept, staff was mildly unresponsive. Food is waaaay overpriced, but the free shuttle to the airport is clutch

Reviewed on Jan 16, 2026

Get rates
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
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! (1,212 reviews)
Clean room. The pool was amazing for our kids. The woman at the bar was super sweet and made a delicious latte

Reviewed on Jan 4, 2026

Get rates
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! (2,812 reviews)
Wonderful staff and delightful drivers. Everyone is committed to talking care of your needs. Exceptional experience and I'll remember for my next trip

Reviewed on Jan 19, 2026

Get rates
Comfort Suites Chicago O'Hare Airport
Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

4.5 out of 5
5300 N River Rd Rosemont IL
Book a stay at this luxury hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful ...
9.4/10 Exceptional! (1,943 reviews)
Room was spacious, clean, and modern. Very comfortable bed, perfect place to sleep after a long flight.

Reviewed on Jan 15, 2026

Get rates
Loews Chicago O'Hare Hotel
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue Bensenville IL
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.2/10 Good! (1,253 reviews)
Great value for the price! Front desk staff vey nice and welcoming! Would stay again.

Reviewed on Jan 19, 2026

Get rates
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
6600 Mannheim Road, building 2 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 breakfast ...
8.8/10 Excellent! (2,751 reviews)
Awesome, amazing beautiful very nice staff very clean rooms. Great experience overall bus shuttle guy named Bob was amazing. Definitely talk to him. He’s cool.

Reviewed on Jan 20, 2026

Get rates
Holiday Inn Chicago O'Hare – Rosemont by IHG
See all 1,378 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.