Cheap Flights to Kendall County from $44 (2026/2027)

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Jet to one of Kendall County's top cities

A calm lake with reflections of trees and sky, surrounded by greenery and a clear blue sky.

Yorkville

Flights
Yorkville
A rural landscape with a road, barns, and silos under a clear sky.

Plano

Flights
Plano

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.

Tue, Oct 27 - Wed, Oct 28
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$58 Roundtrip, found 4 hours ago
$58
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Oct 27 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Wed, Oct 28, priced at $58 found 4 hours ago
Tue, Oct 27 - Tue, Nov 3
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$58 Roundtrip, found 3 days ago
$58
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Oct 27 from Dallas-Fort Worth Intl. to Midway Intl., returning Tue, Nov 3, priced at $58 found 3 days ago
Thu, Nov 12 - Fri, Nov 13
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$66 Roundtrip, found 3 days ago
$66
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Nov 12 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Fri, Nov 13, priced at $66 found 3 days ago
Sat, Oct 31 - Wed, Nov 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$68 Roundtrip, found 11 hours ago
$68
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Sat, Oct 31 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Nov 4, priced at $68 found 11 hours ago
Wed, Oct 28 - Tue, Nov 3
DEN
Denver Intl.
ORD
O'Hare Intl.
$84 Roundtrip, just found
$84
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Oct 28 from Denver Intl. to O'Hare Intl., returning Tue, Nov 3, priced at $84 just found
Thu, Nov 26 - Wed, Dec 2
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$98 Roundtrip, found 3 days ago
$98
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Nov 26 from George Bush Intercontinental to O'Hare Intl., returning Wed, Dec 2, priced at $98 found 3 days ago
Thu, Feb 25 - Sat, Feb 27
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$98 Roundtrip, found 20 hours ago
$98
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Thu, Feb 25 from Los Angeles Intl. to O'Hare Intl., returning Sat, Feb 27, priced at $98 found 20 hours ago
Fri, Nov 20 - Fri, Nov 27
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$106 Roundtrip, just found
$106
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Nov 20 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Fri, Nov 27, priced at $106 just found
OriginDestinationTravel DatesFlights From*
LAXChicagoJanuary 8 to January 16$154
LAXChicagoNovember 3 to November 5$192
FCOChicagoNovember 21 to November 28$606
FCOChicagoNovember 22 to January 14$878
HKGChicagoNovember 18 to April 28$890
HKGChicagoDecember 23 to February 1$915
PVGChicagoJanuary 18 to January 22$927
CANChicagoNovember 12 to November 26$965
PEKChicagoNovember 22 to April 4$1,035
XIYChicagoNovember 11 to November 24$1,041
FOCChicagoNovember 9 to November 13$1,082
TFUChicagoOctober 25 to October 29$1,232
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LAXChicagoOctober 17 to October 20$382
LAXChicagoOctober 17 to October 21$392
FCOChicagoOctober 18 to October 31$660
HKGChicagoOctober 17 to October 24$988
PEKChicagoOctober 17 to January 16$1,179
PVGChicagoOctober 18 to October 22$1,209
TFUChicagoOctober 16 to October 22$1,253
*Prices include taxes and fees

Best Kendall County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

Nov 21 - Nov 25

4 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $912, price is now $567 per person
$567
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Dec 26 - Dec 31

5 night stay

Nashville (BNA) to Chicago (ORD)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,163, price is now $762 per person
$762
per person
found 17 hours ago
The Emily Hotel
4.0-star property

The Emily Hotel

Dec 26 - Dec 31

5 night stay

Nashville (BNA) to Chicago (ORD)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $995, price is now $678 per person
$678
per person
found 17 hours ago
Don't see what you're looking for?
See all available trips from Dallas to Kendall County
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Travelers ❤️ These Kendall County 🏨

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! (1,859 reviews)
"Facility was not well maintained"

Reviewed on Oct 11, 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.
9/10 Wonderful! (3,064 reviews)
"Good when you want a reasonable clean hotel within 25 minutes of MDW."

Reviewed on Oct 11, 2026

Opens in a new windowSureStay Plus Hotel by Best Western Chicago Lombard
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.
8.2/10 Very Good! (1,846 reviews)
"Great value!"

Reviewed on Oct 9, 2026

Opens in a new windowEmbassy Suites by Hilton Chicago Lombard Oak Brook
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Sybaris Pool Suites

Sybaris Pool Suites

2.5 out of 5
600 Ogden Ave Downers Grove IL
Stay at this hotel in Downers Grove. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Oakbrook Center Mall and Ty Warner Park are located nearby.
Opens in a new windowSybaris Pool Suites
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 $58 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 October. 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 $58. 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 $58 and $1,253 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.
How long is the average flight to Kendall County?
Listed below are a selection of top direct flights to Kendall County as well as their average flight times:

  • Denver, CO (DEN-Denver Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 29 minutes
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 20 minutes
  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 41 minutes

What can I expect on a flight to Kendall County?
That depends on a couple of factors. Is your flight to Kendall County short, medium or long haul? Are you flying with a full-service airline or a budget one? These things will influence your onboard experience. If you're traveling long haul, a good number of airlines include food and entertainment. Budget carriers are a terrific option when it comes to quick trips or cheap flights for family vacations. That said, they usually won't have the same inclusions as a full-service carrier.