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 2022: compare Maine to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
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.

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

Our data shows that January tends to be the cheapest month to fly to Chicago from Maine. Users have commonly found prices around $218 for the month, but tickets can be as low as $97. Due to multiple factors, prepare for potentially higher prices in June.

Cheap flights from Maine to Chicago in August, September 2022

The best prices found for Maine to CHI flights for August, September
8 Sep - 12 Sep
$128pp
PWM
Portland
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
PWM
Portland
9 Sep - 11 Sep
$137pp
PWM
Portland
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
14 Sep - 17 Sep
$157pp
PWM
Portland
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
PWM
Portland

Maine to Chicago 2022 flight deals

Cheap flights to Chicago from Maine found for this year
8 Sep - 12 Sep
$128pp
PWM
Portland
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
PWM
Portland
9 Sep - 11 Sep
$137pp
PWM
Portland
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
14 Sep - 17 Sep
$157pp
PWM
Portland
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
PWM
Portland

Cheap United Airlines flights from Maine to Chicago

8 Sep - 13 Sep
$128pp
PWM
Portland
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
8 Sep - 12 Sep
$137pp
PWM
Portland
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
8 Sep - 13 Sep
$146pp
PWM
Portland
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
PWM
Portland

Cheap American Airlines flights from Maine to Chicago

14 Sep - 17 Sep
$157pp
PWM
Portland
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
PWM
Portland
9 Sep - 14 Sep
$162pp
PWM
Portland
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
PWM
Portland
9 Sep - 12 Sep
$195pp
PWM
Portland
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
PWM
Portland

Non-stop flights to Chicago from Maine

Save time with Maine to Chicago direct flight deals
8 Sep - 12 Sep
$128pp
PWM
Portland
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
PWM
Portland
9 Sep - 11 Sep
$158pp
PWM
Portland
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
2 Sep - 4 Sep
$163pp
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
15 Aug - 7 Sep
$380pp
PWM
Portland
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
PWM
Portland
17 Aug - 23 Aug
$406pp
PWM
Portland
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
PWM
Portland
17 Aug - 23 Aug
$413pp
PWM
Portland
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
PWM
Portland

One-way flights to Chicago from Maine

The cheapest one-way flights from Maine to Chicago
2:42 pm - 4:34 am
Frontier
1 Stop
14h 52m
PWM - MDW
Frontier
$155
StudentUniverse
7:50 am - 2:36 pm
Sun Country Air
1 Stop
7h 46m
PWM - ORD
Sun Country Air
$165
Kiwi.com
10:05 am - 3:13 pm
JetBlue
1 Stop
6h 08m
AUG - ORD
JetBlue

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 United Airlines for just $128, but on average you can expect to pay $167.

Are there nonstop flights from Maine to Chicago for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Maine to Chicago under $200. A good price for a nonstop flight from Maine to Chicago is less than $221.

Are there last-minute flights available from Maine to Chicago for under $400?

There are currently 20+ open flights from Maine to Chicago within the next 7 days for less than $400.

What days are nonstop flights available from Maine to Chicago?

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

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 48m. United Airlines provides one of the quickest options available for as low as $128. 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 $73 on United Airlines. Other airlines that offer cheap prices include Frontier from $86 and Delta from $99 one-way.

What are the most popular routes from Maine to Chicago?

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

What are the most reliable airlines from Maine to Chicago?

Consider United Airlines (86%), Republic Airways (84%) or Air Wisconsin (84%) 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 $169. On average you can expect to pay $317. The most popular route, (Portland - Chicago O'Hare Intl), can usually be booked for $198.

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.

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 are not required to present a negative COVID-19 PCR test or antigen result upon entering 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 are not required to present a negative COVID-19 PCR test or antigen result upon entering 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.

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
United Airlines
$128 $380 No cancel fee 69%
American Airlines
$134 $395 No cancel fee 71%
Delta
$152 $358 No cancel fee N/A