Popular in | April |
---|---|
Cheapest in | September |
Round-trip from | $223 |
One-way from | $133 |
Flying to your destination on a Sunday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Chicago. Check prices with Cheapflights to find a great deal for your trip.
Users have found that booking a flight from Portland, Maine to Chicago at least 44 days early can save you up to 101% on average compared to booking a flight this week. If booking 44 days before your flight isn’t an option for you, users have found flights from Portland, Maine to Chicago for as little as $329 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $539 for flights departing within the next 3 days.
The best pricing can be found in the month of September. Prices to Chicago from Portland, Maine average $411. You can even find prices in September for less than $411, as users have found deals to Chicago from as low as $158. The month of April appears to be one of the more expensive times to travel to Chicago from Portland, Maine. Flying in the targeted month can save you up to 43%.
One of the essential ways to save on airfare from Portland, Maine to Chicago is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 68% on airfare.
Fly from
Fly to
Budget
$60 - $270
Route
Depart
Return
Price
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Tue 7/2
Nonstop2h 43m
Chicago O'Hare Intl
Tue 7/9
Nonstop2h 21m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Tue 6/11
Nonstop2h 43m
Chicago O'Hare Intl
Thu 6/13
Nonstop2h 20m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Thu 7/4
Nonstop2h 43m
Chicago O'Hare Intl
Sun 7/7
Nonstop2h 21m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Tue 8/6
Nonstop2h 46m
Chicago O'Hare Intl
Thu 8/8
Nonstop2h 21m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Thu 6/6
Nonstop2h 43m
Chicago O'Hare Intl
Sun 6/9
Nonstop2h 20m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Sun 6/9
Nonstop2h 43m
Chicago O'Hare Intl
Wed 6/12
1 stop15h 36m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Tue 7/2
1 stop5h 04m
Chicago O'Hare Intl
Tue 7/9
1 stop6h 28m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Fri 6/14
Nonstop2h 53m
Chicago O'Hare Intl
Tue 6/18
Nonstop2h 34m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Thu 6/27
1 stop6h 39m
Chicago O'Hare Intl
Sun 6/30
1 stop12h 56m
Currently, February is the cheapest month in which you can book a flight from Portland, Maine to Chicago (average of $244). Flying from Portland, Maine to Chicago in June is currently the most expensive (average of $348). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
January
$248
February
$244
March
$280
April
$258
May
$278
June
$348
July
$330
August
$274
September
$258
October
$248
November
$270
December
$248
CHI Temperature | 23 - 73.4 °F |
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Crew
Comfort
Overall
Boarding
Entertainment
Food
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Crew
Comfort
Overall
Boarding
Entertainment
Food
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Crew
Comfort
Overall
Boarding
Entertainment
Food
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Crew
Comfort
Overall
Boarding
Entertainment
Food
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Crew
Comfort
Overall
Boarding
Entertainment
Food
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Crew
Comfort
Overall
Boarding
Entertainment
Food
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
1%of flight departures | Early morningMidnight to 6 am |
---|---|
57%of flight departures | Morning6 am to noon |
42%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
Sunday | 4daily flights |
---|---|
Monday | 4daily flights |
Tuesday | 3daily flights |
Wednesday | 4daily flights |
Thursday | 4daily flights |
Friday | 4daily flights |
Saturday | 6daily flights |
Cheapflights helps you search for flights from Portland to Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
Millions of users choose and trust Cheapflights to book the best flight deals from Portland to Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.
Certainly. Search results for flights to Chicago from Portland shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
Not ready to book yet? You can track prices for flights from Portland to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.