Flights To Kendall County - Cheap Flights Starting at CA $192

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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.

Fri, Sep 18 - Mon, Sep 21
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
CA $322 Roundtrip, just found
CA $322
Roundtrip
just found
Select Porter Airlines flight, departing Fri, Sep 18 from Billy Bishop Toronto City to Midway Intl., returning Mon, Sep 21, priced at CA $322 just found
Fri, Sep 4 - Sun, Sep 6
YTZ
Billy Bishop Toronto City
ORD
O'Hare Intl.
CA $332 Roundtrip, found 2 days ago
CA $332
Roundtrip
found 2 days ago
Select Air Canada flight, departing Fri, Sep 4 from Billy Bishop Toronto City to O'Hare Intl., returning Sun, Sep 6, priced at CA $332 found 2 days ago
Fri, Sep 4 - Wed, Sep 9
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $334 Roundtrip, found 2 hours ago
CA $334
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Fri, Sep 4 from Pearson Intl. to O'Hare Intl., returning Wed, Sep 9, priced at CA $334 found 2 hours ago
Sat, Sep 19 - Tue, Sep 22
YYZ
Pearson Intl.
MDW
Midway Intl.
CA $342 Roundtrip, found 1 day ago
CA $342
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 19 from Pearson Intl. to Midway Intl., returning Tue, Sep 22, priced at CA $342 found 1 day ago
Thu, Sep 17 - Thu, Sep 24
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
CA $353 Roundtrip, found 7 hours ago
CA $353
Roundtrip
found 7 hours ago
Select Air Transat flight, departing Thu, Sep 17 from Billy Bishop Toronto City to Midway Intl., returning Thu, Sep 24, priced at CA $353 found 7 hours ago
Sat, Aug 22 - Fri, Sep 11
YYC
Calgary Intl.
ORD
O'Hare Intl.
CA $371 Roundtrip, found 6 days ago
CA $371
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Aug 22 from Calgary Intl. to O'Hare Intl., returning Fri, Sep 11, priced at CA $371 found 6 days ago
Tue, Nov 17 - Wed, Nov 25
YUL
Pierre Elliott Trudeau Intl.
MDW
Midway Intl.
CA $389 Roundtrip, found 5 days ago
CA $389
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Nov 17 from Pierre Elliott Trudeau Intl. to Midway Intl., returning Wed, Nov 25, priced at CA $389 found 5 days ago
Thu, Oct 15 - Mon, Oct 19
YXX
Abbotsford Intl.
ORD
O'Hare Intl.
CA $398 Roundtrip, found 1 day ago
CA $398
Roundtrip
found 1 day ago
Select WestJet flight, departing Thu, Oct 15 from Abbotsford Intl. to O'Hare Intl., returning Mon, Oct 19, priced at CA $398 found 1 day ago
OriginDestinationTravel datesFlights from*
LAXChicagoAugust 17 to August 26CA $430
HKGChicagoSeptember 10 to September 17CA $1,275
PVGChicagoAugust 18 to October 31CA $2,190
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
LAXChicagoJuly 31 to August 4CA $730
PEKChicagoAugust 1 to August 5CA $2,447
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

Oct 18 - Oct 22

4 night stay

Calgary (YYC) to Chicago (ORD)

WestJet • Roundtrip • Coach
Price was CA $2,099, price is now CA $1,437 per person
CA $1,437
per person
found 12 hours ago
Four Seasons Hotel Chicago
5.0-star property

Four Seasons Hotel Chicago

Oct 9 - Oct 16

7 night stay

Montreal (YUL) to Chicago (ORD)

American Airlines • Non-stop • Coach

Chicago (ORD) to Montreal (YUL)

Air Canada • Non-stop • Coach
Price was CA $6,383, price is now CA $3,985 per person
CA $3,985
per person
found 1 day ago
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

Oct 9 - Oct 16

7 night stay

Montreal (YUL) to Chicago (ORD)

American Airlines • Non-stop • Coach

Chicago (ORD) to Montreal (YUL)

Air Canada • Non-stop • Coach
Price was CA $4,438, price is now CA $2,835 per person
CA $2,835
per person
found 1 day ago
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Travelers ❤️ These Kendall County 🏨

DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

4 out of 5
3003 Corporate West Dr Naperville IL
Book a stay at this business-friendly hotel in Naperville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Naperville Yard Indoor Sports Complex and Sea Lion Aquatic Park are located nearby.
Opens in a new windowDoubleTree by Hilton Lisle Naperville
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! (1,667 reviews)
"Very friendly and clean, food is good and excellent customer service!"

Reviewed on Jul 23, 2026

Opens in a new windowChicago Club Inn & Suites
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
7535 Kingery Highway Willowbrook IL
Stay at this hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Willowbrook Community Park and Burr Ridge Village Center are located nearby.
Opens in a new windowRed Roof Inn PLUS+ Chicago - Willowbrook
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Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

3.5 out of 5
707 E Butterfield Road Lombard IL
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and room service. 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 windowEmbassy Suites by Hilton Chicago Lombard Oak Brook
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 $322 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 15 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 September. 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 $322. 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 $322 and CA $2,447 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.