Menu

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

Know your dates, get live prices in seconds:

From
To
Depart
–
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
Add another flight clear all

We work with more than 300 partners to bring you better travel deals

Home North America USA Illinois Chicago Cheap flights from Maine to Chicago

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 37 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 37 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 $177, or $177 for flights within the next 24 hours.

Cheap flights from Maine to Chicago in July, August 2020

The best prices found for Maine to CHI flights for July, August
1 Jul - 28 Jul
$200pp
PWM
Portland
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
4 Jul - 28 Jul
$201pp
PWM
Portland
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
PWM
Portland
1 Jul - 30 Jul
$204pp
PWM
Portland
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
PWM
Portland

Maine to Chicago 2020 flight deals

Cheap flights to Chicago from Maine found for this year
1 Jul - 28 Jul
$200pp
PWM
Portland
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
4 Jul - 28 Jul
$201pp
PWM
Portland
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
PWM
Portland
1 Jul - 30 Jul
$204pp
PWM
Portland
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
PWM
Portland

Non-stop flights to Chicago from Maine

Save time with Maine to Chicago direct flight deals
23 Oct - 27 Oct
$207pp
PWM
Portland
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
PWM
Portland
8 Jul - 15 Jul
$265pp
PWM
Portland
Allegiant Air
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Allegiant Air
Non-Stop
PWM
Portland
19 Aug - 22 Aug
$291pp
PWM
Portland
Allegiant Air
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Allegiant Air
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
25 Jun - 28 Jun
$346pp
PWM
Portland
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
PWM
Portland
25 Jun - 29 Jun
$348pp
PWM
Portland
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
PWM
Portland
27 Jun - 30 Jun
$406pp
PWM
Portland
Delta
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
PWM
Portland

One-way flights to Chicago from Maine

The cheapest one-way flights from Maine to Chicago
8:26 am - 1:26 pm
Spirit Airlines
1 Stop
6h 00m
PWM - ORD
Spirit Airlines
$153
Ovago
8:47 am - 5:20 pm
Delta
2 Stops
9h 33m
PWM - ORD
Delta
$174
Delta
2:00 am - 6:48 am
Sun Country Air
1 Stop
5h 48m
PWM - ORD
Sun Country Air
$181
Ovago

Related info for your journey

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

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.

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 $200, but on average you can expect to pay $225.

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 $398.

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

There are currently 19+ 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, Tuesday.

How popular is this flight route?

The Maine to Chicago flight path was viewed by 217 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

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 Major Airline, American Airlines or JetBlue 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, Bangor - 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 $140. On average you can expect to pay $394. The most popular route, (Portland - Chicago O'Hare Intl), can usually be booked for $197.

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 SkyWest Airlines (100%), Air New Zealand (100%) or Republic Airways (100%) as they are the most reliable in getting you off to your destination on time.

Related searches

Flights to Chicago from Maine
Flights to Maine Flights to Chicago Flights from Chicago

Rent a Car

Car Rentals in Chicago Car Rentals in Illinois Car Rentals at Chicago-O'Hare Intl Car Rentals at Chicago Midway Car Rentals at Chicago Rockford

Arrival points for flights from Maine to Chicago

Show more

Destination information for Chicago

Things to know before you go. Useful info for your trip from Maine to Chicago
Flight duration
2h 38m
Average temperature for July in Chicago
84.2 °F
Avg rainfall for July in Chicago
3.7 ″

Airports servicing

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

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Chicago Midway (MDW)
Rockford (RFD)

Popular flight searches

Check out other popular destinations found by fellow travelers