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Cheap flights from Chicago (CHI) to Maine (ME)

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How to find the cheapest flight from
Chicago (CHI) to Maine

How far in advance should I book a flight from Chicago to Maine?

To save on the cost of your flight from Chicago to Maine, book at least 26 days before your planned departure. Booking around this time can save you about 23% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $270 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $316.

Cheap flights from Chicago to Maine in September, October 2020

The best prices found for CHI to Maine flights for September, October
29 Oct - 2 Nov
$202pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
PWM
Portland
PWM
Portland
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
24 Oct - 30 Oct
$222pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
PWM
Portland
PWM
Portland
American Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
22 Oct - 26 Oct
$228pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
PWM
Portland
PWM
Portland
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Maine 2020 flight deals

Cheap flights to Maine from Chicago found for this year
29 Oct - 2 Nov
$202pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
PWM
Portland
PWM
Portland
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
24 Oct - 30 Oct
$222pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
PWM
Portland
PWM
Portland
American Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
22 Oct - 26 Oct
$228pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
PWM
Portland
PWM
Portland
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Non-stop flights to Maine from Chicago

Save time with Chicago to Maine direct flight deals
25 Nov - 29 Nov
$293pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
PWM
Portland
PWM
Portland
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
12 Oct - 16 Oct
$317pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
BGR
Bangor
BGR
Bangor
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
13 Oct - 20 Oct
$321pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
PWM
Portland
PWM
Portland
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Maine

Late deals on round-trip flights to Maine from Chicago, departing today and this week
2 Oct - 8 Oct
$273pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
BGR
Bangor
BGR
Bangor
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
2 Oct - 9 Oct
$293pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
BGR
Bangor
BGR
Bangor
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
2 Oct - 5 Oct
$295pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
BGR
Bangor
BGR
Bangor
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

One-way flights to Maine from Chicago

The cheapest one-way flights from Chicago to Maine
3:26 pm - 7:05 am
Allegiant Air
2 Stops
38h 39m
MDW - BGR
Allegiant Air
$251
Kiwi.com
7:25 am - 3:25 pm
Delta
1 Stop
7h 00m
MDW - PWM
Delta
$504
Delta
7:00 am - 6:31 pm
Multiple Airlines
2 Stops
10h 31m
ORD - PWM
Multiple Airlines
$591
United

Related info for your journey

Useful info, stats and facts about Chicago to Maine flights.

Flight FAQs

From Chicago to Maine

Are flight prices decreasing from Chicago to Maine due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and Maine for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Chicago to Maine for under $300 on Cheapflights?

Yes, there are multiple flights from Chicago to Maine for under $300. The cheapest flight booked recently is on Multiple Airlines for just $202, but on average you can expect to pay $260.

Are there nonstop flights from Chicago to Maine for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Maine under $300. A good price for a nonstop flight from Chicago to Maine is less than $436.

Are there last-minute flights available from Chicago to Maine for under $300?

There are currently 20+ open flights from Chicago to Maine within the next 7 days for less than $300.

What days are nonstop flights available from Chicago to Maine?

You can find nonstop flights on the following days: Sunday, Wednesday.

What are the most popular airlines that fly from Chicago to Maine?

Consider American Airlines, JetBlue or Delta when booking your flight. These represent the most popular airlines when flying from Chicago to Maine.

What are the most popular routes from Chicago to Maine?

The most popular flight routes from Chicago to Maine are Chicago O'Hare Intl - Portland, Chicago O'Hare Intl - Bangor and Chicago Midway - Portland.

What are the cheapest Flights from Chicago to Maine?

The cheapest flight price from Chicago to Maine is $157. On average you can expect to pay $290. The most popular route, (Chicago O'Hare Intl - Portland), can usually be booked for $202.

What are the most reliable airlines from Chicago to Maine?

The top 3 most reliable airlines when flying from Chicago to Maine are Qatar Airways (100%), Republic Airways (96%) and American Airlines (96%).

How long is the flight from Chicago to Maine?

Departing from Chicago to Maine will take you 2h 19m. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What is the cheapest airline to fly from Chicago to Maine round-trip?

According to our current data, Delta ($258), offers the cheapest pricing from Chicago to Maine.

What are the cheapest airlines to fly from Chicago to Maine one-way?

To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $151. Delta is not the only option available. At the moment, Allegiant Air is another option, for $251.

Arrival points for flights from Chicago to Maine

Destination information for Maine

Things to know before you go. Useful info for your trip from Chicago to Maine

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing

Bar Harbor (BHB)
Presque Isle (PQI)
Portland (PWM)
Rockland (RKD)
Augusta (AUG)
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