How does KAYAK find such low prices on flights from Kentucky to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Kentucky to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Kentucky to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Kentucky is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Kentucky to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Kentucky with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Kentucky to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Kentucky up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$54 CHEAP FLIGHTS from Kentucky to Chicago

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Cheap Flights from Kentucky to Chicago

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Kentucky to Chicago

Fri, Oct 16 - Tue, Oct 20

12:43 pm - 6:31 pmCVG Cincinnati Cinci./N. Kentucky-ORD Chicago O'Hare Intl

6h 48m1 stop Atlanta Hartsfield-Jackson

6:00 am - 11:38 amORD Chicago O'Hare Intl-CVG Cincinnati Cinci./N. Kentucky

4h 38m1 stop Atlanta Hartsfield-Jackson

$169Frontier

Mon, Oct 19 - Wed, Oct 21

8:19 pm - 7:51 amCVG Cincinnati Cinci./N. Kentucky-ORD Chicago O'Hare Intl

12h 32m1 stop Orlando

7:44 pm - 7:50 amORD Chicago O'Hare Intl-CVG Cincinnati Cinci./N. Kentucky

11h 06m1 stop Atlanta Hartsfield-Jackson

$169Frontier

Tue, Nov 17 - Mon, Nov 23

8:50 am - 9:05 amSDF Louisville Intl-MDW Chicago Midway

1h 15mnonstop

6:40 pm - 9:05 pmMDW Chicago Midway-SDF Louisville Intl

1h 25mnonstop

$197Southwest

Mon, Oct 19 - Thu, Oct 22

3:35 pm - 3:50 pmSDF Louisville Intl-MDW Chicago Midway

1h 15mnonstop

6:55 pm - 9:10 pmMDW Chicago Midway-SDF Louisville Intl

1h 15mnonstop

$197Southwest

Thu, Dec 17 - Thu, Dec 31

6:47 pm - 7:50 pmSDF Louisville Intl-ORD Chicago O'Hare Intl

2h 03mnonstop

11:50 am - 2:24 pmORD Chicago O'Hare Intl-SDF Louisville Intl

1h 34mnonstop

$197American Airlines

Mon, Oct 26 - Wed, Oct 28

12:45 pm - 1:29 pmSDF Louisville Intl-ORD Chicago O'Hare Intl

1h 44mnonstop

2:28 pm - 5:05 pmORD Chicago O'Hare Intl-SDF Louisville Intl

1h 37mnonstop

$197American Airlines

Thu, Oct 22 - Mon, Oct 26

7:00 am - 7:40 amSDF Louisville Intl-ORD Chicago O'Hare Intl

1h 40mnonstop

6:59 am - 9:38 amORD Chicago O'Hare Intl-SDF Louisville Intl

1h 39mnonstop

$197United Airlines

Mon, Oct 19 - Wed, Oct 21

7:00 am - 7:40 amSDF Louisville Intl-ORD Chicago O'Hare Intl

1h 40mnonstop

6:55 am - 9:34 amORD Chicago O'Hare Intl-SDF Louisville Intl

1h 39mnonstop

$197United Airlines

Tue, Oct 27 - Thu, Oct 29

2:36 pm - 6:00 pmSDF Louisville Intl-MDW Chicago Midway

4h 24m1 stop Detroit Metropolitan Wayne County

6:04 am - 12:54 pmMDW Chicago Midway-SDF Louisville Intl

5h 50m1 stop Atlanta Hartsfield-Jackson

$217Delta

Sat, Oct 31 - Tue, Nov 3

2:20 pm - 6:00 pmSDF Louisville Intl-MDW Chicago Midway

4h 40m1 stop Detroit Metropolitan Wayne County

9:29 am - 1:40 pmMDW Chicago Midway-SDF Louisville Intl

3h 11m1 stop Detroit Metropolitan Wayne County

$217Delta

Recent last minute flight deals from Kentucky to Chicago

Fri, Sep 25 - Sun, Sep 27

8:00 am - 11:40 amBNA Nashville Intl-ORD Chicago O'Hare Intl

3h 40m1 stop Quincy Regional

12:30 pm - 4:10 pmORD Chicago O'Hare Intl-BNA Nashville Intl

3h 40m1 stop Quincy Regional

$237Contour

Thu, Sep 24 - Sun, Sep 27

8:00 am - 11:40 amBNA Nashville Intl-ORD Chicago O'Hare Intl

3h 40m1 stop Quincy Regional

12:30 pm - 4:10 pmORD Chicago O'Hare Intl-BNA Nashville Intl

3h 40m1 stop Quincy Regional

$237Contour

Sat, Sep 26 - Sun, Sep 27

3:14 pm - 12:23 amBNA Nashville Intl-ORD Chicago O'Hare Intl

9h 09m1 stop Denver Intl

12:30 pm - 4:10 pmORD Chicago O'Hare Intl-BNA Nashville Intl

3h 40m1 stop Quincy Regional

$283Multiple Airlines

Tue, Sep 22 - Sat, Oct 24

9:43 am - 10:59 pmBNA Nashville Intl-ORD Chicago O'Hare Intl

13h 16m1 stop Orlando

8:30 am - 5:51 pmORD Chicago O'Hare Intl-BNA Nashville Intl

9h 21m1 stop Dallas/Fort Worth

$286Frontier

Tue, Sep 22 - Wed, Sep 30

3:14 pm - 12:23 amBNA Nashville Intl-ORD Chicago O'Hare Intl

9h 09m1 stop Denver Intl

12:30 pm - 4:10 pmORD Chicago O'Hare Intl-BNA Nashville Intl

3h 40m1 stop Quincy Regional

$286Multiple Airlines

Sat, Sep 26 - Sat, Oct 17

5:16 pm - 12:23 amCVG Cincinnati Cinci./N. Kentucky-ORD Chicago O'Hare Intl

8h 07m1 stop Denver Intl

8:30 am - 8:10 pmORD Chicago O'Hare Intl-CVG Cincinnati Cinci./N. Kentucky

10h 40m1 stop Dallas/Fort Worth

$301Frontier

Sat, Sep 26 - Mon, Oct 12

8:15 pm - 9:30 pmTYS Knoxville McGhee Tyson-ORD Chicago O'Hare Intl

2h 15mnonstop

9:05 pm - 11:59 pmORD Chicago O'Hare Intl-TYS Knoxville McGhee Tyson

1h 54mnonstop

$344American Airlines

Sat, Sep 26 - Mon, Oct 12

12:11 pm - 6:30 pmTYS Knoxville McGhee Tyson-ORD Chicago O'Hare Intl

7h 19m1 stop Washington, D.C. Reagan-National

9:05 pm - 11:59 pmORD Chicago O'Hare Intl-TYS Knoxville McGhee Tyson

1h 54mnonstop

$354American Airlines

Sat, Sep 26 - Sat, Oct 3

10:42 am - 11:40 amTYS Knoxville McGhee Tyson-ORD Chicago O'Hare Intl

1h 58mnonstop

10:30 am - 1:14 pmORD Chicago O'Hare Intl-TYS Knoxville McGhee Tyson

1h 44mnonstop

$359United Airlines

Thu, Sep 24 - Sat, Oct 24

6:00 am - 8:00 amBNA Nashville Intl-ORD Chicago O'Hare Intl

2h 00mnonstop

10:54 am - 12:44 pmORD Chicago O'Hare Intl-BNA Nashville Intl

1h 50mnonstop

$383United Airlines

Recent direct flight deals from Kentucky to Chicago

Tue, Nov 17 - Mon, Nov 23

8:50 am - 9:05 amSDF Louisville Intl-MDW Chicago Midway

1h 15mnonstop

6:40 pm - 9:05 pmMDW Chicago Midway-SDF Louisville Intl

1h 25mnonstop

$197Southwest

Mon, Oct 19 - Thu, Oct 22

3:35 pm - 3:50 pmSDF Louisville Intl-MDW Chicago Midway

1h 15mnonstop

6:55 pm - 9:10 pmMDW Chicago Midway-SDF Louisville Intl

1h 15mnonstop

$197Southwest

Thu, Dec 17 - Thu, Dec 31

6:47 pm - 7:50 pmSDF Louisville Intl-ORD Chicago O'Hare Intl

2h 03mnonstop

11:50 am - 2:24 pmORD Chicago O'Hare Intl-SDF Louisville Intl

1h 34mnonstop

$197American Airlines

Mon, Oct 26 - Wed, Oct 28

12:45 pm - 1:29 pmSDF Louisville Intl-ORD Chicago O'Hare Intl

1h 44mnonstop

2:28 pm - 5:05 pmORD Chicago O'Hare Intl-SDF Louisville Intl

1h 37mnonstop

$197American Airlines

Thu, Oct 22 - Mon, Oct 26

7:00 am - 7:40 amSDF Louisville Intl-ORD Chicago O'Hare Intl

1h 40mnonstop

6:59 am - 9:38 amORD Chicago O'Hare Intl-SDF Louisville Intl

1h 39mnonstop

$197United Airlines

Mon, Oct 19 - Wed, Oct 21

7:00 am - 7:40 amSDF Louisville Intl-ORD Chicago O'Hare Intl

1h 40mnonstop

6:55 am - 9:34 amORD Chicago O'Hare Intl-SDF Louisville Intl

1h 39mnonstop

$197United Airlines

Thu, Oct 15 - Sat, Oct 17

7:50 pm - 8:05 pmSDF Louisville Intl-MDW Chicago Midway

1h 15mnonstop

4:15 pm - 6:30 pmMDW Chicago Midway-SDF Louisville Intl

1h 15mnonstop

$197Southwest

Thu, Oct 15 - Thu, Oct 22

10:52 am - 12:22 pmBNA Nashville Intl-RFD Chicago Greater Rockford

1h 30mnonstop

1:12 pm - 2:40 pmRFD Chicago Greater Rockford-BNA Nashville Intl

1h 28mnonstop

$223Allegiant Air

Sun, Oct 4 - Sun, Oct 11

11:36 am - 1:06 pmBNA Nashville Intl-RFD Chicago Greater Rockford

1h 30mnonstop

1:12 pm - 2:40 pmRFD Chicago Greater Rockford-BNA Nashville Intl

1h 28mnonstop

$225Allegiant Air

Sat, Feb 20 - Sun, Feb 21

10:33 am - 11:10 amCVG Cincinnati Cinci./N. Kentucky-ORD Chicago O'Hare Intl

1h 37mnonstop

8:45 pm - 11:13 pmORD Chicago O'Hare Intl-CVG Cincinnati Cinci./N. Kentucky

1h 28mnonstop

$339Alaska Airlines

Useful Info

Low season	January
High season	October
Cheapest flight	$54

Best time to beat the crowds but there is an average 12% increase in price.

Most popular time to fly and prices are also 18% lower on average.

Flight from Knoxville to Chicago Midway Airport

How does KAYAK find such low prices on flights from Kentucky to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Kentucky to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Kentucky to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Kentucky is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Kentucky to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Kentucky with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Kentucky to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Kentucky up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Schererville

Chesterton

Munster

Porter

Monticello

Saint John

Griffith

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$54 Find Cheap Flights from Kentucky to Chicago - Compare and Save

Cheap Flights from Kentucky to Chicago

Recent round-trip flight deals from Kentucky to Chicago

Recent one-way flight deals from Kentucky to Chicago

Recent last minute flight deals from Kentucky to Chicago

Recent direct flight deals from Kentucky to Chicago

Good to know

Low season

High season

Cheapest flight

FAQs for booking flights from Kentucky to Chicago

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More options for your flight to Chicago

Complete your trip to Chicago with a hotel stay or car rental

Cabin class types available on flights to Kentucky

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