When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 45 days in advance, which can save you up to 176% on flights from Chicago Midway Airport to Kentucky compared to booking the week you need them. Waiting 45 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $240. For sooner than that we have options available in the next 3 days from $373.
Flights from Chicago Midway Airport to Kentucky lean towards being more expensive in April. Prices are generally better when you fly from Chicago Midway Airport to Kentucky in December, with the cheapest ticket starting at $101.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Kentucky as you normally would.
Fly from
Fly to
Budget
$156 - $242
Route
Depart
Return
Price
Chicago MidwayLouisville Intl
MDW - SDF
MDWSDF
Chicago Midway
Thu 5/30
1 stop4h 27m
Louisville Intl
Sat 6/1
1 stop4h 40m
Chicago MidwayLouisville Intl
MDW - SDF
MDWSDF
Chicago Midway
Thu 5/30
2 stops9h 38m
Louisville Intl
Sat 6/1
1 stop4h 40m
Chicago MidwayLouisville Intl
MDW - SDF
MDWSDF
Chicago Midway
Sun 5/26
1 stop5h 07m
Louisville Intl
Wed 5/29
2 stops11h 22m
Chicago MidwayLouisville Intl
MDW - SDF
MDWSDF
Chicago Midway
Sun 5/26
1 stop5h 07m
Louisville Intl
Wed 5/29
1 stop5h 55m
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Thu 6/27
1 stop4h 13m
Lexington Blue Grass
Mon 7/1
1 stop3h 34m
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Tue 6/11
1 stop2h 55m
Lexington Blue Grass
Thu 6/13
1 stop6h 23m
Chicago MidwayLouisville Intl
MDW - SDF
MDWSDF
Chicago Midway
Wed 8/7
1 stop3h 08m
Louisville Intl
Wed 8/14
1 stop6h 11m
Chicago MidwayLouisville Intl
MDW - SDF
MDWSDF
Chicago Midway
Thu 5/30
1 stop5h 31m
Louisville Intl
Mon 6/3
1 stop5h 17m
Chicago MidwayLouisville Intl
MDW - SDF
MDWSDF
Chicago Midway
Thu 5/30
2 stops7h 29m
Louisville Intl
Mon 6/3
1 stop5h 17m
No data available for this route at this time. Please check back soon.
Overall
Boarding
Crew
Entertainment
Comfort
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Overall
Boarding
Crew
Entertainment
Comfort
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Overall
Boarding
Crew
Entertainment
Comfort
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
1%of flight departures | Early morningMidnight to 6 am |
---|---|
50%of flight departures | Morning6 am to noon |
14%of flight departures | AfternoonNoon to 6 pm |
35%of flight departures | Evening6 pm to midnight |
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