Cheap flights to Kendall County

View €50 flight on Sun, 1 Feb 2026Opens in a new window

Popular airlines to Kendall County

  • Delta

    Delta

  • American Airlines

    American Airlines

  • United

    United

  • Frontier Airlines

    Frontier Airlines

  • Southwest Airlines

    Southwest Airlines

  • Spirit Airlines

    Spirit Airlines

  • JetBlue Airways

    JetBlue Airways

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Cheap round-trip flights to Kendall County

Prices were available within the past 7 days and start at €50 for one-way flights and €101 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, 22 Jan - Sun, 25 Jan
BOS
Boston
ORD
Chicago
€101 Return, found 1 hour ago
€101
Return
found 1 hour ago
Select American Airlines flight, departing Thu, 22 Jan from Boston to Chicago, returning Sun, 25 Jan, priced at €101 found 1 hour ago
Delta
Thu, 29 Jan - Sun, 1 Feb
BOS
Boston
ORD
Chicago
€108 Return, found 6 hours ago
€108
Return
found 6 hours ago
Select Delta flight, departing Thu, 29 Jan from Boston to Chicago, returning Sun, 1 Feb, priced at €108 found 6 hours ago
JetBlue Airways
Thu, 29 Jan - Sun, 1 Feb
BOS
Boston
ORD
Chicago
€122 Return, found 6 hours ago
€122
Return
found 6 hours ago
Select JetBlue Airways flight, departing Thu, 29 Jan from Boston to Chicago, returning Sun, 1 Feb, priced at €122 found 6 hours ago
American Airlines
Sat, 21 Feb - Sat, 28 Feb
DFW
Dallas
ORD
Chicago
€134 Return, found 1 day ago
€134
Return
found 1 day ago
Select American Airlines flight, departing Sat, 21 Feb from Dallas to Chicago, returning Sat, 28 Feb, priced at €134 found 1 day ago
Delta
Thu, 29 Jan - Mon, 2 Feb
BWI
Baltimore
ORD
Chicago
€135 Return, found 5 days ago
€135
Return
found 5 days ago
Select Delta flight, departing Thu, 29 Jan from Baltimore to Chicago, returning Mon, 2 Feb, priced at €135 found 5 days ago
American Airlines
Sat, 14 Feb - Tue, 17 Feb
STL
St. Louis
ORD
Chicago
€138 Return, found 19 hours ago
€138
Return
found 19 hours ago
Select American Airlines flight, departing Sat, 14 Feb from St. Louis to Chicago, returning Tue, 17 Feb, priced at €138 found 19 hours ago
Delta
Thu, 22 Jan - Mon, 26 Jan
BWI
Baltimore
MDW
Chicago
€152 Return, found 4 days ago
€152
Return
found 4 days ago
Select Delta flight, departing Thu, 22 Jan from Baltimore to Chicago, returning Mon, 26 Jan, priced at €152 found 4 days ago
Delta
Sat, 14 Feb - Tue, 17 Feb
STL
St. Louis
MDW
Chicago
€155 Return, found 19 hours ago
€155
Return
found 19 hours ago
Select Delta flight, departing Sat, 14 Feb from St. Louis to Chicago, returning Tue, 17 Feb, priced at €155 found 19 hours ago
United
Thu, 22 Jan - Sun, 25 Jan
BOS
Boston
ORD
Chicago
€160 Return, found 1 hour ago
€160
Return
found 1 hour ago
Select United flight, departing Thu, 22 Jan from Boston to Chicago, returning Sun, 25 Jan, priced at €160 found 1 hour ago
TAP Portugal
Tue, 10 Feb - Sun, 15 Feb
DUB
Dublin
ORD
Chicago
€399 Return, found 5 hours ago
€399
Return
found 5 hours ago
Select TAP Portugal flight, departing Tue, 10 Feb from Dublin to Chicago, returning Sun, 15 Feb, priced at €399 found 5 hours ago

About Kendall County

Expedia offers flights to Kendall County to meet every traveller's needs. Whatever your flight need - Expedia has the flight for you. So choose from flights to Kendall County or destinations around the world and discover how easy it is to make your flight reservations on Expedia.

Frequently asked questions

How do I find cheap flights to Kendall County that have flexible change policies?
We understand that travel arrangements can change in a flash, so choosing a flexible airfare with Expedia is always a smart move. Just tick the "No change fee" box underneath the "Flexible change policies" filter. Your well-priced and flexible flight to Kendall County is just a few clicks away.
Which airlines fly to Kendall County?
When you're ready to lock in your ticket to or near Kendall County, these airlines are waiting to welcome you aboard:

  • United Airlines - 12,954 flights to or near Kendall County each month, including 12,950 flights to O'Hare Intl. Airport (ORD) per month.
  • American Airlines - 8,855 flights to or near Kendall County each month, including 8,855 flights to O'Hare Intl. Airport (ORD) per month.
  • Southwest Airlines - 5,997 flights to or near Kendall County each month, including 5,334 flights to Midway Intl. Airport (MDW) per month.

How can I find cheap tickets to Kendall County?
In the last seven days, €101 was the lowest price for a flight to Kendall County. For an even better fare, book well in advance and be flexible with your travel dates. Search for your flight to Kendall County, then check out prices for nearby days by clicking on the "flexible dates" link above.
How much is a flight to Kendall County?
You could have locked in a round-trip airfare to Kendall County from anywhere between €101 and €399 in the last seven days. For one-way journeys from Boston (BOS), the lowest price during this time was just €50.
What are the most popular airports to fly into in Kendall County?
Adventure awaits the moment you cruise into one of these well-known Kendall County airports:

  • O'Hare Intl. Airport (ORD) - 25,318 flights per month.
  • Midway Intl. Airport (MDW) - 5,962 flights per month.

How much is a plane ticket to Kendall County?
In the last seven days, airfares ranged between €101 and €399. Check out our terrific deals to Kendall County, pick your favourite and get ready for your next fun holiday!
What is the best time to go to Kendall County?
A popular time to check out Kendall County, along with the exciting city of Oswego, is over the lively months of April, June and August. Summer in this part of the world starts June 20, and you can expect temperatures of between 18ºC and 27ºC if you go then. This warmer weather is perfect for wandering around this city's attractions.
What months are the cheapest to book a flight to Kendall County?
To score a great deal to Kendall County, book during the month of February when ticket prices are at their cheapest. When do tickets cost the most? In the U.S, it's December.

Trending flights to Kendall County

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

TAP Portugal
Tue, 10 Feb - Sun, 15 Feb
DUB
Dublin
ORD
Chicago
€399 Return, found 5 hours ago
€399
Return
found 5 hours ago
Select TAP Portugal flight, departing Tue, 10 Feb from Dublin to Chicago, returning Sun, 15 Feb, priced at €399 found 5 hours ago
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