When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 41 days in advance, which can save you up to 57% on flights from Chicago Midway Airport to Lexington compared to booking the week you need them. Waiting 41 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 March. Prices are generally better when you fly from Chicago Midway Airport to Lexington in August, with the cheapest ticket starting at $146.
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
$186 - $292
Route
Depart
Return
Price
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Wed 9/11
1 stop7h 09m
Lexington Blue Grass
Sat 9/14
1 stop5h 44m
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Thu 7/4
1 stop5h 14m
Lexington Blue Grass
Sat 7/6
1 stop5h 37m
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Fri 8/30
1 stop4h 34m
Lexington Blue Grass
Sun 9/1
1 stop3h 34m
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Fri 8/9
1 stop7h 14m
Lexington Blue Grass
Tue 8/13
1 stop6h 03m
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Fri 8/16
1 stop3h 44m
Lexington Blue Grass
Sun 8/18
1 stop3h 34m
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Wed 6/5
1 stop5h 09m
Lexington Blue Grass
Wed 6/5
1 stop4h 19m
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Fri 8/30
1 stop4h 34m
Lexington Blue Grass
Mon 9/2
1 stop4h 12m
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Tue 7/9
1 stop4h 00m
Lexington Blue Grass
Thu 7/11
1 stop3h 23m
Chicago MidwayLexington Blue Grass
MDW - LEX
MDWLEX
Chicago Midway
Fri 7/12
1 stop4h 14m
Lexington Blue Grass
Sat 7/13
1 stop6h 04m
No data available for this route at this time. Please check back soon.
Food
Crew
Entertainment
Overall
Comfort
Boarding
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.
Food
Crew
Entertainment
Overall
Comfort
Boarding
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.
Food
Crew
Entertainment
Overall
Comfort
Boarding
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.
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