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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
Tue 7/2
Tue 7/9

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In the last 7 days travelers have searched 42,335,261 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, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Wednesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Thursday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Friday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Sunday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

See more direct flights

Nonstop returns

Chicago Midway to Kentucky

Monday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Wednesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Thursday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Friday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Sunday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

See more direct flights
See more direct flights

Book cheap flights from Kentucky to Chicago

Recent round-trip flight deals

6/21Fri
1 stop
14h 15mTYS-MDW
6/24Mon
nonstop
1h 25mMDW-TYS
$151
6/24Mon
1 stop
15h 28mTYS-MDW
6/28Fri
nonstop
1h 25mMDW-TYS
$154
8/6Tue
1 stopDelta
6h 07mSDF-MDW
8/15Thu
1 stopDelta
3h 26mMDW-SDF
$156
8/10Sat
1 stopDelta
4h 21mSDF-MDW
8/13Tue
2 stopsDelta
8h 13mMDW-SDF
$161
7/15Mon
1 stop
23h 10mTYS-MDW
7/19Fri
nonstop
1h 26mMDW-TYS
$166
6/10Mon
1 stopFrontier
15h 28mTYS-MDW
6/24Mon
1 stopFrontier
14h 44mMDW-TYS
$185
6/10Mon
1 stopFrontier
19h 29mTYS-MDW
6/24Mon
1 stopFrontier
14h 44mMDW-TYS
$187
6/23Sun
2 stopsAllegiant Air
16h 37mTYS-MDW
6/24Mon
nonstopAllegiant Air
1h 25mMDW-TYS
$232
7/18Thu
1 stopAllegiant Air
13h 31mCVG-MDW
7/21Sun
1 stopAllegiant Air
12h 41mMDW-CVG
$278
7/4Thu
2 stopsWestJet
24h 36mBNA-MDW
7/7Sun
2 stopsWestJet
21h 46mMDW-BNA
$991

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Recent one-way flight deals

6/24Mon
nonstopAllegiant Air
1h 34mTYS-MDW
$40
6/14Fri
nonstopAllegiant Air
1h 34mTYS-MDW
$47
8/16Fri
nonstopAllegiant Air
1h 36mTYS-MDW
$48
7/24Wed
1 stopDelta
3h 43mSDF-MDW
$78
8/4Sun
1 stopDelta
6h 37mBNA-MDW
$98
6/24Mon
1 stopFrontier
19h 29mTYS-MDW
$106
6/9Sun
1 stopFrontier
19h 44mTYS-MDW
$111
7/1Mon
2 stops
13h 33mSDF-MDW
$161
6/17Mon
2 stops
13h 33mSDF-MDW
$166
7/24Wed
3 stopsWestJet
26h 10mLEX-MDW
$622

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Last minute flights from Kentucky to Midway

Last minute flight, train and bus deals

6/6Thu
multi-stopFrontier
10h 09mTYS-MDW
6/13Thu
multi-stopFrontier
21h 49mMDW-TYS
$194
6/7Fri
multi-stopFrontier
23h 58mTYS-MDW
6/12Wed
multi-stopFrontier
11h 52mMDW-TYS
$288
6/3Mon
multi-stopFrontier
27h 49mTYS-MDW
6/11Tue
multi-stopFrontier
27h 41mMDW-TYS
$318
6/6Thu
multi-stopFrontier
10h 09mTYS-MDW
6/9Sun
multi-stopFrontier
24h 32mMDW-TYS
$356
6/7Fri
multi-stopDelta
3h 40mBNA-MDW
6/11Tue
multi-stopDelta
3h 35mMDW-BNA
$411
6/4Tue
multi-stopDelta
3h 40mSDF-MDW
6/8Sat
multi-stopDelta
4h 04mMDW-SDF
$428
6/4Tue
multi-stopDelta
5h 17mSDF-MDW
6/8Sat
multi-stopDelta
8h 51mMDW-SDF
$433
6/6Thu
multi-stop
24h 09mBNA-MDW
6/13Thu
multi-stop
22h 04mMDW-BNA
$551
6/7Fri
multi-stopAllegiant Air
6h 13mCVG-MDW
6/14Fri
multi-stopAllegiant Air
10h 29mMDW-CVG
$557
6/6Thu
multi-stop
27h 25mBNA-MDW
6/13Thu
multi-stop
22h 04mMDW-BNA
$729

Search by stops

Search by airline

Search by price