Flights To Kendall County - Cheap Flights Starting at CA $34

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Yorkville

Flights
Yorkville

How Much Does it Cost To Fly To Kendall County?

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

Thu, Dec 10 - Mon, Dec 14
PHL
Philadelphia Intl.
ORD
O'Hare Intl.
CA $123 Roundtrip, found 3 hours ago
CA $123
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Dec 10 from Philadelphia Intl. to O'Hare Intl., returning Mon, Dec 14, priced at CA $123 found 3 hours ago
Thu, Dec 3 - Mon, Dec 7
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
CA $131 Roundtrip, found 5 days ago
CA $131
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Dec 7, priced at CA $131 found 5 days ago
Sat, Dec 5 - Mon, Dec 7
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
CA $134 Roundtrip, found 5 days ago
CA $134
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Dec 5 from Dallas-Fort Worth Intl. to Midway Intl., returning Mon, Dec 7, priced at CA $134 found 5 days ago
Thu, Nov 26 - Tue, Dec 1
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
CA $145 Roundtrip, found 5 days ago
CA $145
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Nov 26 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Dec 1, priced at CA $145 found 5 days ago
Wed, Dec 2 - Wed, Dec 9
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
CA $154 Roundtrip, found 1 day ago
CA $154
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Dec 2 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Dec 9, priced at CA $154 found 1 day ago
Wed, Feb 3 - Wed, Feb 10
LGA
LaGuardia
ORD
O'Hare Intl.
CA $280 Roundtrip, found 15 hours ago
CA $280
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Wed, Feb 3 from LaGuardia to O'Hare Intl., returning Wed, Feb 10, priced at CA $280 found 15 hours ago
Wed, Dec 2 - Wed, Dec 9
DAL
Love Field
MDW
Midway Intl.
CA $306 Roundtrip, found 2 days ago
CA $306
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Dec 2 from Love Field to Midway Intl., returning Wed, Dec 9, priced at CA $306 found 2 days ago
Wed, Dec 2 - Wed, Dec 9
DAL
Love Field
ORD
O'Hare Intl.
CA $306 Roundtrip, found 1 day ago
CA $306
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 2 from Love Field to O'Hare Intl., returning Wed, Dec 9, priced at CA $306 found 1 day ago
Tue, Dec 1 - Tue, Dec 1
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $347 Roundtrip, found 1 day ago
CA $347
Roundtrip
found 1 day ago
Select United flight, departing Tue, Dec 1 from Pearson Intl. to O'Hare Intl., returning Tue, Dec 1, priced at CA $347 found 1 day ago
Sat, Nov 21 - Mon, Nov 23
YYC
Calgary Intl.
ORD
O'Hare Intl.
CA $425 Roundtrip, found 1 day ago
CA $425
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Nov 21 from Calgary Intl. to O'Hare Intl., returning Mon, Nov 23, priced at CA $425 found 1 day ago
Thu, Jan 21 - Sun, Jan 24
YYC
Calgary Intl.
MDW
Midway Intl.
CA $425 Roundtrip, found 3 days ago
CA $425
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Jan 21 from Calgary Intl. to Midway Intl., returning Sun, Jan 24, priced at CA $425 found 3 days ago
OriginDestinationTravel datesFlights from*
LAXChicagoDecember 8 to December 9CA $203
LAXChicagoDecember 30 to January 3CA $447
FCOChicagoDecember 11 to January 9CA $820
HKGChicagoNovember 16 to December 1CA $1,262
PVGChicagoNovember 19 to December 2CA $1,597
PEKChicagoDecember 20 to February 20CA $1,652
TFUChicagoDecember 19 to January 3CA $1,720
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
LAXChicagoNovember 8 to November 11CA $512
LAXChicagoNovember 6 to November 9CA $529
HKGChicagoNovember 8 to November 12CA $1,315
PVGChicagoNovember 6 to November 10CA $1,694
XIYChicagoNovember 8 to November 12CA $1,877
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0-star property

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Jan 16 - Jan 20

4 night stay

Saskatoon (YXE) to Chicago (ORD)

Air Canada • Non-stop roundtrip • Coach
Price was CA $1,203, price is now CA $915 per person
CA $915
per person
found 1 day ago
Kimpton Gray Hotel by IHG
4.5-star property

Kimpton Gray Hotel by IHG

Jan 16 - Jan 20

4 night stay

Saskatoon (YXE) to Chicago (ORD)

Air Canada • Non-stop roundtrip • Coach
Price was CA $1,371, price is now CA $1,097 per person
CA $1,097
per person
found 1 day ago
Hotel Saint Clair- Magnificent Mile
4.0-star property

Hotel Saint Clair- Magnificent Mile

Jan 16 - Jan 20

4 night stay

Saskatoon (YXE) to Chicago (ORD)

Air Canada • Non-stop roundtrip • Coach
Price was CA $1,146, price is now CA $924 per person
CA $924
per person
found 1 day ago
Don't see what you're looking for?
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Travelers ❤️ These Kendall County 🏨

Best Western Oswego Hotel

Best Western Oswego Hotel

2.5 out of 5
2055 Wiesbrook Dr Oswego IL
Book a stay at this business-friendly hotel in Oswego. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Phillips Park Family Aquatic Center and Phillips Park Zoo are located nearby.
Opens in a new windowBest Western Oswego Hotel
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 in our reviews. Popular attractions Oakbrook Center Mall and Ty Warner Park are located nearby.
7.2/10 Good! (1,887 reviews)
"I love it there and I will be back"

Reviewed on Nov 1, 2026

Opens in a new windowChicago Club Inn & Suites
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 in our reviews. Popular attractions Oakbrook Center Mall and Yorktown Shopping Center are located nearby.
Opens in a new windowSureStay Plus Hotel by Best Western Chicago Lombard
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The Westin Chicago Lombard

The Westin Chicago Lombard

4 out of 5
70 Yorktown Center Lombard IL
Book a stay at this business-friendly hotel in Lombard. Enjoy 2 restaurants, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Oakbrook Center Mall and Yorktown Shopping Center are located nearby.
Opens in a new windowThe Westin Chicago Lombard
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.

Frequently asked questions

How much is the cheapest flight to Kendall County?
A roundtrip flight to Kendall County cost as little as CA $123 in the last seven days. When you've narrowed down your travel dates, we'll help you land a good deal. This price was available on Travelocity for flights to Kendall County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Kendall County?
When organizing your Kendall County escape, you can pick from 20 airlines. Make United Airlines your number one choice for flights to Oswego. It offers roughly 15,032 flights every month to this vibrant city.
What is the cheapest month to fly to Kendall County?
Spend more of your money on epic experiences and less on your airfare by zipping off to Kendall County in December. This is the cheapest month to jet out to this destination based on Travelocity's direct return flight demand between January and December last year. Take a peek at our selection of flights and get away without draining your bank account.
How can I check my flight status to Kendall County?
Head to Travelocity's handy portal, Trips. You'll find everything related to your flight to Kendall County here, including important details about any gate changes, flight delays and more. Click on Trips at the top right of the Travelocity homepage. Just create your free acount and get the answers you need. Or, access your itinerary while you're on the move and get real-time notifications through the Travelocity app. You'll find all your itineraries in one convenient place, so you can quickly share details with any members of your family flying with you.
How do I find the best deals on flights to Kendall County?
Being flexible with your travel dates is one of the best ways to score an amazing deal. Travelocity makes it super simple to find your ideal fare through the "Flexible dates" function. Search for your flight to Kendall County, then compare the cheapest prices for surrounding days by clicking the "Flexible dates" box at the top of the page. Booking earlier and avoiding peak periods are other ways to save some cash. In the last seven days, the lowest price for a return flight to Kendall County was CA $123. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Kendall County with Travelocity?
If you're seeking cheap flights to Kendall County, you'll find some top deals with Travelocity. From cheap family flights on low-cost carriers to flexible tickets, we can help with your journey. Experience a stress-free trip with our 24/7 customer assistance, Price Match Guarantee and free cancellation policies with most hotels. Start planning your travel agenda and prepare to jump on a plane to this fabulous destination.
What are the most popular flight routes to Kendall County?
If you're planning to catch a flight to Kendall County, here are some of the most popular routes to think about:

  • Denver, CO (DEN-Denver Intl.) to O'Hare Intl. Airport (ORD) - 4,203 flights a month.
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to O'Hare Intl. Airport (ORD) - 4,155 flights a month.
  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 4,138 flights a month.

How much is a flight to Kendall County on average?
Fares for roundtrip flights to Kendall County were priced between CA $123 and CA $1,877 in the last seven days. The moment you find an awesome deal, lock it in and prepare to jet off on the vacation of your dreams with Travelocity. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.