Popular in | August |
---|---|
Cheapest in | January |
Average price | $671 |
Round-trip from | $223 |
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
$227 - $307
Route
Depart
Return
Price
PortlandChicago Midway
PWM - MDW
PWMMDW
Portland
Wed 9/18
1 stop5h 06m
Chicago Midway
Mon 9/23
1 stop4h 41m
PortlandChicago Midway
PWM - MDW
PWMMDW
Portland
Thu 6/13
1 stop28h 18m
Chicago Midway
Mon 6/17
1 stop20h 52m
PortlandChicago Midway
PWM - MDW
PWMMDW
Portland
Wed 7/3
1 stop5h 03m
Chicago Midway
Sun 7/7
1 stop4h 36m
PortlandChicago Midway
PWM - MDW
PWMMDW
Portland
Wed 9/18
2 stops10h 23m
Chicago Midway
Mon 9/23
1 stop4h 41m
PortlandChicago Midway
PWM - MDW
PWMMDW
Portland
Wed 7/3
2 stops9h 07m
Chicago Midway
Sun 7/7
1 stop4h 36m
PortlandChicago Midway
PWM - MDW
PWMMDW
Portland
Sat 10/12
1 stop4h 15m
Chicago Midway
Tue 10/15
1 stop7h 47m
PortlandChicago Midway
PWM - MDW
PWMMDW
Portland
Wed 7/31
1 stop7h 40m
Chicago Midway
Sun 8/4
1 stop4h 41m
PortlandChicago Midway
PWM - MDW
PWMMDW
Portland
Thu 6/13
1 stop28h 18m
Chicago Midway
Mon 6/17
1 stop20h 52m
PortlandChicago Midway
PWM - MDW
PWMMDW
Portland
Thu 7/11
1 stop5h 14m
Chicago Midway
Sun 7/14
1 stop8h 21m
CHI Temperature | 23 - 73.4 °F |
---|
Comfort
Boarding
Food
Overall
Crew
Entertainment
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.
Comfort
Boarding
Food
Overall
Crew
Entertainment
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.
Comfort
Boarding
Food
Overall
Crew
Entertainment
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.
Comfort
Boarding
Food
Overall
Crew
Entertainment
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.
Deals for Portland to Midway flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Midway from Portland.
Yes! Cheapflights helps users easily find flights from Portland to Midway with no change fees.
Not ready to book yet? You can track prices for flights from Portland to Midway on Cheapflights with our Price Alert feature and get notified when better prices are available.