When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 42 days in advance, which can save you up to 85% on flights from Chicago Midway Airport to Lexington compared to booking the week you need them. Waiting 42 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 $198. For sooner than that we have options available in the next 3 days from $206.
Flights from Chicago Midway Airport to Lexington lean towards being more expensive in April. Prices are generally better when you fly from Chicago Midway Airport to Lexington in August, with the cheapest ticket starting at $142.
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 Lexington as you normally would.
Fly from
Fly to
Budget
$220 - $478
Route
Depart
Return
Price
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Wed 6/19
1 stop5h 14m
Lexington Blue Grass
Thu 6/20
1 stop6h 23m
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Thu 9/19
1 stop4h 29m
Lexington Blue Grass
Sun 9/22
1 stop3h 35m
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Wed 7/3
1 stop5h 14m
Lexington Blue Grass
Sun 7/7
1 stop6h 24m
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Thu 7/18
1 stop7h 12m
Lexington Blue Grass
Sun 7/21
1 stop3h 25m
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Sun 5/12
1 stop5h 09m
Lexington Blue Grass
Tue 5/14
1 stop7h 17m
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Wed 5/8
1 stop3h 13m
Lexington Blue Grass
Sun 5/12
1 stop6h 52m
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Thu 7/11
1 stop4h 33m
Lexington Blue Grass
Mon 7/15
1 stop4h 15m
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Wed 5/8
1 stop5h 09m
Lexington Blue Grass
Sat 5/11
1 stop5h 51m
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Sat 5/18
1 stop7h 10m
Lexington Blue Grass
Mon 5/20
1 stop4h 19m
No data available for this route at this time. Please check back soon.
Comfort
Overall
Crew
Boarding
Food
Entertainment
Reviews
Terrible flight crew that skipped our row for service multiple times.
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