September is one of the best times of the year to fly to Chicago Midway Airport from Milwaukee. Prices for September average $227 per person but you can even find prices for as low as $138. The most expensive prices can be found in the month of February. Opting for a September flight can save you 121% on your journey compared to booking in February
When flying from Milwaukee to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$1,113 - $1,310
Route
Depart
Return
Price
Milwaukee-MitchellChicago Midway
MKE - MDW
MKEMDW
Milwaukee-Mitchell
Sun 6/23
1 stop7h 16m
Chicago Midway
Tue 6/25
1 stop7h 04m
Milwaukee-MitchellChicago Midway
MKE - MDW
MKEMDW
Milwaukee-Mitchell
Sat 6/22
1 stop7h 17m
Chicago Midway
Tue 6/25
1 stop6h 35m
Milwaukee-MitchellChicago Midway
MKE - MDW
MKEMDW
Milwaukee-Mitchell
Fri 6/21
1 stop7h 16m
Chicago Midway
Tue 6/25
1 stop6h 35m
Milwaukee-MitchellChicago Midway
MKE - MDW
MKEMDW
Milwaukee-Mitchell
Mon 6/24
1 stop8h 11m
Chicago Midway
Tue 6/25
1 stop6h 35m
No data available for this route at this time. Please check back soon.
Boarding
Overall
Comfort
Crew
Entertainment
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.
Boarding
Overall
Comfort
Crew
Entertainment
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.