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

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

All the information you need to plan the best null to CHI flight in 2021: compare Maine to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
What is the cheapest month to fly from Maine to Chicago?

Our data shows that August tends to be the cheapest month to fly to Chicago from Maine. Users have commonly found prices around $146 for the month, but tickets can be as low as $34. Due to multiple factors, prepare for potentially higher prices in December.

When is the cheapest time to fly from Maine to Chicago (ME - CHI)?

When flying from Maine to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap flights from Maine to Chicago in October, November 2021

The best prices found for Maine to CHI flights for October, November
11 Nov - 14 Nov
$181pp
PWM
Portland
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
PWM
Portland
12 Nov - 15 Nov
$185pp
PWM
Portland
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
PWM
Portland
5 Nov - 7 Nov
$187pp
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

Cheap flights to Chicago from Maine found for this year
3 Dec - 5 Dec
$167pp
PWM
Portland
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
PWM
Portland
11 Nov - 14 Nov
$181pp
PWM
Portland
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
PWM
Portland
10 Dec - 13 Dec
$183pp
PWM
Portland
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
   
2 STOPS
PWM
Portland

Non-stop flights to Chicago from Maine

Save time with Maine to Chicago direct flight deals
10 Dec - 13 Dec
$251pp
PWM
Portland
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
3 Dec - 5 Dec
$261pp
PWM
Portland
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
2 Dec - 8 Dec
$288pp
PWM
Portland
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland

Last minute flights from Maine to Chicago

Late deals on round-trip flights to Chicago from Maine, departing today and this week
28 Oct - 31 Oct
$279pp
PWM
Portland
Frontier
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
PWM
Portland
28 Oct - 31 Oct
$289pp
BGR
Bangor
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BGR
Bangor
28 Oct - 31 Oct
$297pp
BGR
Bangor
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BGR
Bangor

One-way flights to Chicago from Maine

The cheapest one-way flights from Maine to Chicago
9:32 am - 2:08 pm
Major Airline
1 Stop
5h 36m
PWM - ORD
Major Airline
$135
StudentUniverse
2:01 am - 9:37 am
American Airlines
1 Stop
8h 36m
BGR - ORD
American Airlines
6:06 am - 3:21 pm
Multiple Airlines
1 Stop
10h 15m
PWM - ORD
Multiple Airlines
$141
Kiwi.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Maine</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Maine to Chicago

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 $200 on Cheapflights?

Yes, there are multiple flights from Maine to Chicago for under $200. The cheapest flight booked recently is on Multiple Airlines for just $155, but on average you can expect to pay $198.

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

Cheapflights has at least 20 direct flights from Maine to Chicago under $300. A good price for a nonstop flight from Maine to Chicago is less than $367.

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

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

What days are nonstop flights available from Maine to Chicago?

Nonstop flights can be found on the following days: Saturday.

How many flights depart from Maine to Chicago on average per day?

1 flight departure from Maine to Chicago per day on average.
Afternoon (Noon - 6pm) - 100% of flight departures

How long is the flight from Maine to Chicago?

A quick flight from Maine to Chicago can take about 2h 57m. Frontier provides one of the quickest options available for as low as $167. The distance from Maine to Chicago is about 902 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

One-way options have recently been found by users for as low as $74 on Frontier. Other airlines that offer cheap prices include Major Airline from $117 and United Airlines from $121 one-way.

What are the most popular routes from Maine to Chicago?

Most travelers choose Portland - Chicago O'Hare Intl, Bangor - Chicago O'Hare Intl or Portland - Chicago Midway when deciding on the best route from Maine to Chicago.

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

Before booking your flight from Maine to Chicago check out the most popular airlines for this route: American Airlines, JetBlue or Delta.

What are the most reliable airlines from Maine to Chicago?

Consider Qatar Airways (94%), United Airlines (90%) or Air New Zealand (87%) when booking your flight. These represent the most reliable airlines when flying from Maine to Chicago.

What are the cheapest flights from Maine to Chicago?

The cheapest flight price from Maine to Chicago is $103. On average you can expect to pay $627. The most popular route, (Portland - Chicago O'Hare Intl), can usually be booked for $155.

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

Do I need a COVID test to fly to Chicago from Maine?

Information is based on travel restrictions for travel to Chicago within the United States

Most visitors from Maine need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Maine must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Maine are not required to quarantine after entering Chicago.

Do I need a test to fly back to Maine from Chicago?

Returning to Maine from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Maine.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Maine.

Hide COVID Travel Restrictions for Chicago, IL

Departure points for flights from Maine to Chicago

Select to see more specific information for flights to Chicago from all departure points in Maine.

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Maine to Chicago.
Average temperature for October in Chicago
64.4 °F
Avg rainfall for October in Chicago
2.6 ″

Airports servicing

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

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Top 3 airlines flying from Maine to Chicago

The chart below displays the airlines Cheapflights users traveling from Maine to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Delta
$105 $398 No cancel fee N/A
American Airlines
$144 $394 No cancel fee 71%
United Airlines
$199 $412 No cancel fee 69%
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