Find flights
When to book
FAQs & Tips
Direct Flights
Deals

MDW

$47 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 9/23. 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
Fri 6/21
Fri 6/28

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

In the last 7 days travelers have searched 43,423,329 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Good to know

Low season

January

High season

June

Cheapest flight

$47
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly with an average 6% increase in price.
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, +10 more

Aeromexico, Air France, +11 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, +10 more

Aeromexico, Air France, +11 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, +10 more

Aeromexico, Air France, +11 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, +10 more

Aeromexico, Air France, +11 more

See more direct flights
See more direct flights

Book cheap flights from Kentucky to Chicago

Recent round-trip flight deals

6/21Fri
nonstopAllegiant Air
1h 34mTYS-MDW
6/28Fri
nonstopAllegiant Air
1h 25mMDW-TYS
$75
6/10Mon
nonstopAllegiant Air
1h 34mTYS-MDW
6/14Fri
nonstopAllegiant Air
1h 25mMDW-TYS
$77
6/10Mon
1 stop
15h 28mTYS-MDW
6/14Fri
nonstop
1h 25mMDW-TYS
$137
6/14Fri
nonstop
1h 34mTYS-MDW
6/17Mon
1 stop
14h 44mMDW-TYS
$138
9/18Wed
1 stopDelta
6h 11mSDF-MDW
10/8Tue
1 stopDelta
3h 54mMDW-SDF
$156
9/21Sat
1 stopDelta
5h 36mSDF-MDW
10/5Sat
1 stopDelta
4h 03mMDW-SDF
$177
6/2Sun
1 stopFrontier
22h 54mTYS-MDW
6/4Tue
1 stopFrontier
9h 54mMDW-TYS
$180
6/13Thu
1 stopFrontier
10h 09mTYS-MDW
6/17Mon
1 stopFrontier
14h 44mMDW-TYS
$186
6/28Fri
2 stopsWestJet
17h 32mBNA-MDW
7/1Mon
2 stopsWestJet
21h 56mMDW-BNA
$838
7/4Thu
3 stopsWestJet
24h 36mBNA-MDW
7/7Sun
3 stopsWestJet
30h 36mMDW-BNA
$943

Search by stops

Search by airline

Search by price

Recent one-way flight deals

9/23Mon
nonstopAllegiant Air
1h 35mTYS-MDW
$47
6/3Mon
nonstopAllegiant Air
1h 32mTYS-MDW
$52
5/28Tue
1 stopFrontier
9h 50mTYS-MDW
$84
5/29Wed
1 stopFrontier
18h 38mTYS-MDW
$87
8/4Sun
1 stopDelta
6h 37mBNA-MDW
$98
6/16Sun
1 stopDelta
6h 43mBNA-MDW
$108
5/30Thu
nonstopSouthwest
1h 10mCVG-MDW
$194
6/16Sun
2 stops
11h 50mBNA-MDW
$202
5/30Thu
1 stopSouthwest
6h 40mCVG-MDW
$203
6/14Fri
2 stops
13h 00mBNA-MDW
$223

Search by stops

Search by airline

Search by price

Last minute flights from Kentucky to Midway

Last minute flight, train and bus deals

5/24Fri
nonstopAllegiant Air
1h 32mTYS-MDW
5/27Mon
nonstopAllegiant Air
1h 28mMDW-TYS
$198
5/24Fri
nonstop
1h 32mTYS-MDW
5/28Tue
multi-stop
9h 54mMDW-TYS
$256
5/24Fri
multi-stop
25h 23mTYS-MDW
5/27Mon
nonstop
1h 28mMDW-TYS
$272
5/24Fri
multi-stopFrontier
25h 23mTYS-MDW
5/28Tue
multi-stopFrontier
9h 54mMDW-TYS
$292
5/23Thu
multi-stopDelta
5h 54mTYS-MDW
5/28Tue
multi-stopDelta
6h 10mMDW-TYS
$328
5/25Sat
multi-stopDelta
4h 26mBNA-MDW
5/28Tue
multi-stopDelta
3h 39mMDW-BNA
$376
5/24Fri
multi-stopFrontier
25h 23mTYS-MDW
5/27Mon
multi-stopFrontier
12h 27mMDW-TYS
$379
5/24Fri
multi-stopFrontier
25h 23mTYS-MDW
5/27Mon
multi-stopFrontier
12h 27mMDW-TYS
$385
5/24Fri
multi-stopWestJet
23h 00mBNA-MDW
5/27Mon
multi-stopWestJet
31h 18mMDW-BNA
$1,018
5/24Fri
multi-stopWestJet
23h 00mBNA-MDW
5/27Mon
multi-stopWestJet
26h 49mMDW-BNA
$1,037

Search by stops

Search by airline

Search by price