The best pricing can be found in the month of January. Prices to Chicago Midway Airport from Aspen average $592. You can even find prices in January for less than $592, as users have found deals to Chicago Midway Airport from as low as $239. The month of February appears to be one of the more expensive times to travel to Chicago Midway Airport from Aspen. Flying in the targeted month can save you up to 155%.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Aspen to Chicago Midway Airport as you normally would.
Fly from
Fly to
Budget
$773 - $1,003
Route
Depart
Return
Price
Aspen Pitkin CountyChicago Midway
ASE - MDW
ASEMDW
Aspen Pitkin County
Fri 8/30
1 stop6h 07m
Chicago Midway
Mon 9/2
1 stop6h 53m
Aspen Pitkin CountyChicago Midway
ASE - MDW
ASEMDW
Aspen Pitkin County
Thu 7/11
1 stop6h 07m
Chicago Midway
Sun 7/14
1 stop6h 52m
Aspen Pitkin CountyChicago Midway
ASE - MDW
ASEMDW
Aspen Pitkin County
Fri 9/6
1 stop7h 18m
Chicago Midway
Mon 9/9
1 stop6h 55m
Aspen Pitkin CountyChicago Midway
ASE - MDW
ASEMDW
Aspen Pitkin County
Wed 7/10
1 stop6h 07m
Chicago Midway
Sat 7/13
1 stop6h 52m
Aspen Pitkin CountyChicago Midway
ASE - MDW
ASEMDW
Aspen Pitkin County
Wed 7/24
1 stop6h 07m
Chicago Midway
Sun 7/28
1 stop6h 52m
Aspen Pitkin CountyChicago Midway
ASE - MDW
ASEMDW
Aspen Pitkin County
Wed 7/10
2 stops8h 13m
Chicago Midway
Sat 7/13
1 stop6h 52m
Aspen Pitkin CountyChicago Midway
ASE - MDW
ASEMDW
Aspen Pitkin County
Wed 7/24
1 stop6h 07m
Chicago Midway
Sun 7/28
1 stop6h 52m
Aspen Pitkin CountyChicago Midway
ASE - MDW
ASEMDW
Aspen Pitkin County
Wed 7/24
2 stops8h 13m
Chicago Midway
Sun 7/28
1 stop6h 52m
Aspen Pitkin CountyChicago Midway
ASE - MDW
ASEMDW
Aspen Pitkin County
Thu 7/11
2 stops8h 13m
Chicago Midway
Sun 7/14
1 stop6h 52m
No data available for this route at this time. Please check back soon.
Food
Boarding
Entertainment
Overall
Comfort
Crew
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
Boarding
Entertainment
Overall
Comfort
Crew
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.