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$40 Find cheap flights from Kentucky to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 6/24. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Thu 7/11
Thu 7/18

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In the last 7 days travelers have searched 42,898,604 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

June

Cheapest flight

$40
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Knoxville to Chicago Midway Airport

FAQs for booking Kentucky to Chicago Midway Airport flights

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

    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 Midway Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport 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 Midway Airport?

    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 Midway Airport 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 Midway Airport?

    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 Midway Airport from Kentucky up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Kentucky to Chicago Midway Airport?

Find which airlines fly direct from Kentucky to Midway, which days they fly and book direct flights.

Nonstop departures

Kentucky to Chicago Midway

Monday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Tuesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Wednesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Thursday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Friday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Saturday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Sunday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

See more direct flights

Nonstop returns

Chicago Midway to Kentucky

Monday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Tuesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Wednesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Thursday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Friday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Saturday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Sunday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

See more direct flights
See more direct flights

Book cheap flights from Kentucky to Chicago

Recent round-trip flight deals

8/2Fri
nonstopAllegiant Air
1h 32mTYS-MDW
8/5Mon
nonstopAllegiant Air
1h 26mMDW-TYS
$75
8/9Fri
nonstopAllegiant Air
1h 32mTYS-MDW
8/12Mon
nonstopAllegiant Air
1h 26mMDW-TYS
$77
6/25Tue
1 stopFrontier
7h 10mCVG-MDW
6/26Wed
1 stopFrontier
7h 33mMDW-CVG
$118
8/20Tue
1 stop
11h 27mTYS-MDW
8/23Fri
nonstop
1h 29mMDW-TYS
$131
8/20Tue
1 stopFrontier
11h 27mTYS-MDW
8/23Fri
1 stopFrontier
9h 42mMDW-TYS
$136
8/9Fri
1 stop
15h 27mTYS-MDW
8/12Mon
nonstop
1h 26mMDW-TYS
$138
7/9Tue
1 stopDelta
6h 40mBNA-MDW
7/16Tue
1 stopDelta
3h 55mMDW-BNA
$156
8/27Tue
1 stopDelta
4h 46mCVG-MDW
8/31Sat
1 stopDelta
3h 06mMDW-CVG
$156
7/19Fri
2 stopsWestJet
17h 34mBNA-MDW
7/20Sat
2 stopsWestJet
21h 48mMDW-BNA
$1,012
6/22Sat
3 stopsWestJet
26h 29mTYS-MDW
6/24Mon
3 stopsWestJet
34h 30mMDW-TYS
$1,216

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Recent one-way flight deals

6/24Mon
nonstopAllegiant Air
1h 34mTYS-MDW
$40
7/15Mon
nonstopAllegiant Air
1h 32mTYS-MDW
$47
6/18Tue
1 stopFrontier
7h 10mCVG-MDW
$58
6/24Mon
1 stopFrontier
18h 18mCVG-MDW
$64
7/3Wed
1 stopDelta
5h 57mSDF-MDW
$78
8/4Sun
1 stopDelta
6h 40mBNA-MDW
$78
7/24Wed
2 stopsSouthwest
11h 55mCVG-MDW
$134
7/24Wed
3 stopsSouthwest
15h 45mCVG-MDW
$139
6/24Mon
2 stops
13h 33mSDF-MDW
$158
6/20Thu
2 stops
23h 03mBNA-MDW
$163

Search by stops

Search by airline

Search by price

Last minute flights from Kentucky to Midway

Last minute flight, train and bus deals

6/14Fri
nonstopAllegiant Air
1h 34mTYS-MDW
6/17Mon
nonstopAllegiant Air
1h 25mMDW-TYS
$119
6/16Sun
multi-stopFrontier
6h 52mCVG-MDW
6/18Tue
multi-stopFrontier
6h 59mMDW-CVG
$182
6/15Sat
multi-stopFrontier
14h 42mCVG-MDW
6/18Tue
multi-stopFrontier
6h 59mMDW-CVG
$184
6/16Sun
multi-stopFrontier
19h 44mTYS-MDW
6/24Mon
multi-stopFrontier
18h 56mMDW-TYS
$188
6/16Sun
multi-stop
19h 44mTYS-MDW
6/24Mon
nonstop
1h 25mMDW-TYS
$190
6/16Sun
multi-stopFrontier
6h 52mCVG-MDW
6/19Wed
multi-stopFrontier
15h 44mMDW-CVG
$264
6/15Sat
multi-stopFrontier
14h 42mCVG-MDW
6/17Mon
multi-stopFrontier
7h 57mMDW-CVG
$266
6/14Fri
nonstop
1h 34mTYS-MDW
6/16Sun
multi-stop
24h 32mMDW-TYS
$299
6/15Sat
multi-stopDelta
5h 16mBNA-MDW
7/16Tue
multi-stopDelta
3h 55mMDW-BNA
$306
6/11Tue
multi-stopDelta
6h 53mBNA-MDW
6/18Tue
multi-stopDelta
3h 52mMDW-BNA
$366

Search by stops

Search by airline

Search by price