Cheap Flights to Kendall County from $57 (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.

Wed, Oct 14 - Wed, Oct 28
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$63 Roundtrip, found 14 hours ago
$63
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Wed, Oct 14 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Oct 28, priced at $63 found 14 hours ago
Mon, Oct 5 - Sat, Oct 10
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$78 Roundtrip, just found
$78
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Oct 5 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Oct 10, priced at $78 just found
Thu, Nov 5 - Fri, Nov 6
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$80 Roundtrip, found 2 hours ago
$80
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Nov 5 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Fri, Nov 6, priced at $80 found 2 hours ago
Wed, Dec 2 - Tue, Dec 8
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$84 Roundtrip, found 2 days ago
$84
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Dec 2 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Dec 8, priced at $84 found 2 days ago
Mon, Oct 5 - Sat, Oct 10
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$86 Roundtrip, found 3 days ago
$86
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Oct 5 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Oct 10, priced at $86 found 3 days ago
Mon, Oct 26 - Thu, Nov 19
PHL
Philadelphia Intl.
ORD
O'Hare Intl.
$90 Roundtrip, found 2 hours ago
$90
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Mon, Oct 26 from Philadelphia Intl. to O'Hare Intl., returning Thu, Nov 19, priced at $90 found 2 hours ago
Sun, Oct 11 - Wed, Oct 14
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$138 Roundtrip, found 5 hours ago
$138
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sun, Oct 11 from Los Angeles Intl. to O'Hare Intl., returning Wed, Oct 14, priced at $138 found 5 hours ago
Tue, Oct 13 - Wed, Oct 21
SFO
San Francisco Intl.
ORD
O'Hare Intl.
$173 Roundtrip, found 10 hours ago
$173
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Tue, Oct 13 from San Francisco Intl. to O'Hare Intl., returning Wed, Oct 21, priced at $173 found 10 hours ago
OriginDestinationTravel DatesFlights From*
LAXChicagoOctober 22 to October 23$140
LAXChicagoNovember 12 to November 15$217
FCOChicagoNovember 18 to December 14$572
HKGChicagoOctober 15 to October 29$812
CANChicagoOctober 6 to December 4$991
PEKChicagoOctober 28 to November 4$1,032
PVGChicagoDecember 7 to April 30$1,039
CTUChicagoNovember 16 to January 6$1,143
XIYChicagoOctober 13 to February 15$1,207
SZXChicagoNovember 20 to November 24$1,254
FOCChicagoNovember 17 to February 18$1,268
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LAXChicagoSeptember 12 to September 16$356
LAXChicagoSeptember 11 to September 14$400
FCOChicagoSeptember 12 to September 27$868
HKGChicagoSeptember 11 to November 29$992
PEKChicagoSeptember 11 to October 3$1,206
PVGChicagoSeptember 11 to September 19$1,230
CANChicagoSeptember 13 to September 17$1,309
*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 – Old Town
4.0-star property

Level Chicago – Old Town

Nov 11 - Nov 14

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $804, price is now $471 per person
$471
per person
found 1 day ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Oct 23 - Oct 27

4 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,337, price is now $800 per person
$800
per person
found 1 day ago
Kimpton Gray Hotel by IHG
4.5-star property

Kimpton Gray Hotel by IHG

Nov 18 - Nov 22

4 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,033, price is now $624 per person
$624
per person
found 1 day 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.
Opens in a new windowChicago Club Inn & Suites
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.
9/10 Wonderful! (1,398 reviews)
"Solid Clean room …. Enjoyed it! Easy in and out."

Reviewed on Sep 6, 2026

Opens in a new windowThe Westin Chicago Lombard
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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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 Arrowhead Golf Club are located nearby.
Opens in a new windowDoubleTree by Hilton Lisle Naperville
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 $63 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 $63. 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 $63 and $1,309 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.