Popular in | August |
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Cheapest in | January |
Round-trip from | $223 |
One-way from | $219 |
Leaving on a Saturday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 30% on the overall cost on flights from Portland, Maine to Chicago Midway Airport.
To save on the cost of your flight from Portland, Maine to Chicago Midway Airport, book at least 44 days before your planned departure. Booking around this time can save you about 101% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $303 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $539.
September is one of the best times of the year to fly to Chicago Midway Airport from Portland, Maine. Prices for September average $401 per person but you can even find prices for as low as $158. The most expensive prices can be found in the month of April. Opting for a September flight can save you 47% on your journey compared to booking in April
One of the essential ways to save on airfare from Portland, Maine to Chicago Midway Airport is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 17% on airfare.
Fly from
Fly to
Budget
$161 - $242
Route
Depart
Return
Price
PortlandChicago Midway
PWM - MDW
PWMMDW
Portland
Tue 8/13
1 stop7h 09m
Chicago Midway
Sat 8/17
1 stop21h 54m
PortlandChicago Midway
PWM - MDW
PWMMDW
Portland
Tue 8/27
1 stop7h 09m
Chicago Midway
Sat 8/31
1 stop21h 54m
PortlandChicago Midway
PWM - MDW
PWMMDW
Portland
Thu 7/11
1 stop5h 14m
Chicago Midway
Mon 7/15
1 stop23h 46m
PortlandChicago Midway
PWM - MDW
PWMMDW
Portland
Tue 8/20
1 stop4h 01m
Chicago Midway
Tue 8/27
1 stop8h 25m
PortlandChicago Midway
PWM - MDW
PWMMDW
Portland
Thu 6/20
1 stop4h 52m
Chicago Midway
Wed 6/26
1 stop23h 00m
PortlandChicago Midway
PWM - MDW
PWMMDW
Portland
Sun 6/16
1 stop22h 13m
Chicago Midway
Sat 6/22
1 stop20h 15m
PortlandChicago Midway
PWM - MDW
PWMMDW
Portland
Tue 6/25
1 stop6h 57m
Chicago Midway
Thu 6/27
1 stop8h 34m
PortlandChicago Midway
PWM - MDW
PWMMDW
Portland
Tue 8/27
2 stops11h 06m
Chicago Midway
Sat 8/31
1 stop8h 25m
PortlandChicago Midway
PWM - MDW
PWMMDW
Portland
Tue 8/20
2 stops10h 20m
Chicago Midway
Tue 8/27
2 stops9h 04m
CHI Temperature | 23 - 73.4 °F |
---|
If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
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.
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.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Delta | Cheapest$347 | Average$493 | FlexibilityNo cancel fee | On-timeN/A |