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

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

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

Travelers have found it’s best to book a flight 20 days in advance to save up to 10% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 20 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Maine to Chicago 1-2 weeks in advance for as low as $137, or $157 for flights within the next 24 hours.

What is the cheapest month to fly from Maine to Chicago?

Flights from Maine to Chicago lean towards being more expensive in December. Prices are generally better when you fly from Maine to Chicago in April, with the cheapest ticket starting at $33.

Cheap flights from Maine to Chicago in March, April 2021

29 Apr - 3 May
$88pp
PWM
Portland
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
PWM
Portland
29 Apr - 3 May
$98pp
PWM
Portland
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
PWM
Portland
30 Apr - 3 May
$126pp
PWM
Portland
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
PWM
Portland

Maine to Chicago 2021 flight deals

29 Apr - 3 May
$88pp
PWM
Portland
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
PWM
Portland
29 Apr - 3 May
$98pp
PWM
Portland
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
PWM
Portland
30 Apr - 3 May
$126pp
PWM
Portland
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
PWM
Portland

Non-stop flights to Chicago from Maine

6 Apr - 20 Apr
$219pp
PWM
Portland
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
29 Apr - 3 May
$231pp
PWM
Portland
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
6 May - 9 May
$239pp
PWM
Portland
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
PWM
Portland

Last minute flights from Maine to Chicago

9 Mar - 7 Apr
$186pp
PWM
Portland
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
PWM
Portland
9 Mar - 7 Apr
$199pp
PWM
Portland
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
PWM
Portland
9 Mar - 7 Apr
$215pp
PWM
Portland
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
     
3 STOPS
PWM
Portland

One-way flights to Chicago from Maine

2:04 am - 2:26 pm
American Airlines
2 Stops
13h 22m
PWM - ORD
American Airlines
1:45 am - 6:47 am
Delta
1 Stop
6h 02m
PWM - MDW
Delta
$135
Delta
6:24 am - 9:09 am
Multiple Airlines
1 Stop
27h 45m
PWM - ORD
Multiple Airlines
$138
Kiwi.com

Related info for your journey

Flight FAQs

From Maine to Chicago

Are flight prices decreasing from Maine to Chicago 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 Maine and Chicago 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.

What safety measures are being taken by airlines flying from Maine to Chicago to control the spread of COVID-19?

Delta is one of the many airlines that have implemented additional safety measures to control the spread of COVID-19. New policies for travelers booking flights from Maine to Chicago include masks being provided and required on board, daily cleaning and sanitization, use of HEPA filters, pre-flight testing for antibodies and symptoms, and socially distanced seating (for a limited time). Keep in mind that policies will vary by airline.

Which airlines flying from Maine to Chicago have flexible cancellations due to COVID-19?

United Airlines, American Airlines, and Delta are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Maine to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Maine to Chicago for under $100. The cheapest flight booked recently is on Frontier for just $88, but on average you can expect to pay $146.

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

Cheapflights has at least 19 direct flights from Maine to Chicago under $300. A good price for a nonstop flight from Maine to Chicago is less than $354.

Are there last-minute flights available from Maine to Chicago for under $200?

There are currently 11+ open flights from Maine to Chicago within the next 7 days for less than $200.

What days are nonstop flights available from Maine to Chicago?

Nonstop flights can be found on the following days: Sunday, Monday, Thursday, Friday, Saturday.

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

When booking a flight from Maine to Chicago, you may want to consider flying on American Airlines, JetBlue or Delta as they are the most popular for this route.

What are the most popular routes from Maine to Chicago?

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

What are the cheapest Flights from Maine to Chicago?

The cheapest flight price from Maine to Chicago is $110. On average you can expect to pay $620. The most popular route, (Portland - Chicago O'Hare Intl), can usually be booked for $143.

What are the most reliable airlines from Maine to Chicago?

No one likes to see their flight delayed. When booking a flight from Maine to Chicago consider choosing United Airlines (75%), Air New Zealand (75%) or Republic Airways (75%) as they are the most reliable in getting you off to your destination on time.

How long is the flight from Maine to Chicago?

Departing from Maine to Chicago will take you 2h 53m. This flight may include one or multiple stops.

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

Our cheapest airline available from Maine to Chicago is Frontier. Our recent data shows that you can find tickets from as low as $88 on this airline.

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

$50 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $116 and $125, respectively.

Departure points for flights from Maine to Chicago

Destination information for Chicago

Flight duration
2h 39m
Average temperature for March in Chicago
50.0 °F
Avg rainfall for March in Chicago
1.6 ″

Airports servicing

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

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 3 airlines flying from Maine to Chicago

Airline Cheapest Average Flexibility On-time COVID-19 safety
American Airlines
$144 $394 No cancel fee 71%
Delta
$105 $398 No cancel fee N/A
United Airlines
$199 $412 No cancel fee 69%
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