HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Maine

$55+ Cheap flights from Illinois to Maine

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PWM
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Illinois to Maine with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Illinois to Maine

Keep the following information in mind while searching for Illinois to Maine flight deals. Data was last updated February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$110
(Frontier)

One-way from

$55
(Frontier)

Popular in

April

Cheapest in

June

Average price

$357

Good round-trip deal

$331 or less

Good one-way deal

$233 or less
Provider with most accurate pricing for Chicago (CHI)-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Portland flights.
Search Deals
From Illinois to Maine
Search Deals
One-way flight from Illinois to Maine
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals
Price to beat on a round-trip flight from Illinois to Maine.
Search Deals
Price to beat on a one-way flight from Illinois to Maine.
Search Deals

Find flight deals from Illinois to Maine

Cheapest flights from Illinois to Maine
Explore the most affordable flight options available from Illinois to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/510:25 amORD - BOS
3 stops33h 55mSpirit Airlines
Wed 3/125:00 pmBOS - ORD
2 stops15h 44mSpirit Airlines
Deal found 2/19$151
This Booking.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/13:25 pmORD - BOS
1 stop8h 05mMultiple Airlines
Wed 3/511:14 amBOS - ORD
1 stop13h 42mMultiple Airlines
Deal found 2/19$152
This KAYAK deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/57:10 amORD - BOS
Nonstop2h 33mDelta
Sun 3/97:00 amBOS - ORD
Nonstop3h 09mDelta
Deal found 2/20$155
This Southwest deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/17:20 pmMDW - BOS
Nonstop2h 15mSouthwest
Sun 5/48:20 pmBOS - MDW
Nonstop2h 40mSouthwest
Deal found 2/19$157
This American Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/53:13 pmORD - BOS
Nonstop2h 24mAmerican Airlines
Mon 4/78:59 pmBOS - ORD
Nonstop2h 58mAmerican Airlines
Deal found 2/20$158
This CheapOair deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/72:41 pmMDW - BOS
1 stop16h 40mFrontier
Sat 3/159:12 amBOS - MDW
1 stop14h 28mFrontier
Deal found 2/20$160
This Frontier deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/274:21 pmORD - BOS
1 stop7h 23mFrontier
Thu 3/275:10 amBOS - ORD
1 stop6h 40mFrontier
Deal found 2/19$162
This JetBlue deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/186:00 amORD - PWM
1 stop6h 23mJetBlue
Mon 8/256:10 amPWM - ORD
1 stop5h 37mJetBlue
Deal found 2/20$163
This JetBlue deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/16:30 pmORD - BOS
Nonstop2h 29mJetBlue
Sun 5/46:00 amBOS - ORD
Nonstop3h 01mJetBlue
Deal found 2/19$167
This United Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/37:10 amORD - BOS
Nonstop2h 28mUnited Airlines
Sun 4/67:43 amBOS - ORD
Nonstop2h 57mUnited Airlines
Deal found 2/19$168
This American Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/56:20 pmORD - PWM
Nonstop2h 30mAmerican Airlines
Wed 7/97:19 amPWM - ORD
Nonstop2h 51mAmerican Airlines
Deal found 2/20$209
This Delta deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/196:00 amORD - PWM
1 stop4h 27mDelta
Wed 3/264:30 pmPWM - ORD
1 stop5h 08mDelta
Deal found 2/20$217

Find flights from Illinois to Maine within your budget

Customize your flight search to find flights from Illinois to Maine that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 20, 2025.

Fly from

Illinois

Fly to

Maine

Route

Depart

Return

Price

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 3/5

10:25 am-9:20 pm

3 stops33h 55m

Boston Logan Intl

Wed 3/12

5:00 pm-7:44 am

2 stops15h 44m

$151

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 4/17

9:20 am-12:47 am

1 stop14h 27m

Boston Logan Intl

Mon 4/21

9:31 pm-8:04 am

1 stop11h 33m

$153

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 3/7

7:10 am-10:43 am

Nonstop2h 33m

Boston Logan Intl

Mon 3/10

7:25 am-9:34 am

Nonstop3h 09m

$157

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Thu 5/1

7:20 pm-10:35 pm

Nonstop2h 15m

Boston Logan Intl

Sun 5/4

8:20 pm-10:00 pm

Nonstop2h 40m

$157

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 4/5

3:13 pm-6:37 pm

Nonstop2h 24m

Boston Logan Intl

Mon 4/7

8:59 pm-10:57 pm

Nonstop2h 58m

$158

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fri 3/7

2:41 pm-8:21 am

1 stop16h 40m

Boston Logan Intl

Sat 3/15

9:12 am-10:40 pm

1 stop14h 28m

$160

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sun 3/9

8:10 am-9:11 am

1 stop24h 01m

Boston Logan Intl

Sun 3/16

6:00 am-7:44 am

1 stop26h 44m

$162

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Mon 8/18

6:00 am-1:23 pm

1 stop6h 23m

Portland

Tue 8/26

6:10 am-10:47 am

1 stop5h 37m

$163

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 3/6

7:30 am-10:49 am

Nonstop2h 19m

Boston Logan Intl

Mon 3/10

5:30 am-9:35 am

1 stop5h 05m

$164

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 5/1

6:30 pm-9:59 pm

Nonstop2h 29m

Boston Logan Intl

Sun 5/4

6:00 am-8:01 am

Nonstop3h 01m

$167

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Illinois to Maine

Have a flexible travel schedule? Discover the best time to fly to Maine from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Illinois to Maine

Get recent, data-driven insights about flights from Illinois to Maine including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Illinois to Maine?

Currently, January is the cheapest month in which you can book a flight from Illinois to Maine (average of $296). Flying from Illinois to Maine in April is currently the most expensive (average of $498). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IL to ME?

Find hourly flight availability from Illinois to Maine. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 20, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Maine as you normally would.

Rainfall in Maine by month

Plan your trip to Maine by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Maine when rainfall is around 2.9 in.

Temperature in Maine by month

Plan your trip to Maine by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Maine, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Maine

Get insights into the airlines that provide service to Maine. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Maine. Reviews last updated February 20, 2025.
Read reviews from past customers who have flown Southwest, Alaska Airlines and Delta from Illinois to Maine. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,697 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,765 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Maine. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $55. However, be on the lookout for offers from Spirit Airlines and JetBlue, as they are both options that can get you from Illinois to Maine for a low price.

  • Can I find deals for flights from Illinois to Maine that include hotel bookings?

    Yes. In addition to deals on Illinois to Maine flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Maine?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Maine.

  • Can I find deals for business class flights from Illinois to Maine?

    Yes. Cheapflights offers flight deals from Illinois to Maine by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Illinois to Maine?

    Currently, January is the cheapest month in which you can book a flight from Illinois to Maine (average of $296). Flying from Illinois to Maine in April is currently the most expensive (average of $498). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Illinois to Maine

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Miami flights
Newark to Fort Lauderdale flights
Newark to Miami flights
LaGuardia to Fort Lauderdale flights
LaGuardia to Miami flights
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Los Angeles flights
Newark to Orlando flights
Los Angeles to John F Kennedy Intl flights
John F Kennedy Intl to Las Vegas flights
Newark to Los Angeles flights
John F Kennedy Intl to Orlando flights
Los Angeles to Newark flights
John F Kennedy Intl to West Palm Beach flights
LaGuardia to Dallas/Fort Worth flights
John F Kennedy Intl to Dallas/Fort Worth flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Las Vegas flights
John F Kennedy Intl to O'Hare Intl flights
Dallas/Fort Worth to LaGuardia flights
LaGuardia to Orlando flights
Dallas/Fort Worth to Seattle flights
San Francisco to John F Kennedy Intl flights
Dallas/Fort Worth to Las Vegas flights
Newark to Las Vegas flights
Newark to Tampa flights
Boston to Fort Lauderdale flights
Seattle to Los Angeles flights
Newark to Dallas/Fort Worth flights
Dallas/Fort Worth to Orlando flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Miami flights
Seattle to Sky Harbor Intl flights
O'Hare Intl to Sky Harbor Intl flights
Dallas/Fort Worth to John F Kennedy Intl flights
John F Kennedy Intl to San Francisco flights
LaGuardia to Tampa flights
John F Kennedy Intl to Sky Harbor Intl flights
John F Kennedy Intl to Tampa flights
Reagan-National to Miami flights
Minneapolis to Sky Harbor Intl flights
Dulles Intl to Orlando flights
Seattle to Las Vegas flights
Minneapolis to Las Vegas flights
Los Angeles to Seattle flights
John F Kennedy Intl to Atlanta flights
Dallas/Fort Worth to Newark flights
San Francisco to Newark flights
Dulles Intl to Dallas/Fort Worth flights
Boston to Miami flights

Top 5 airlines flying from Illinois to Maine

Discover the top 5 airlines that operate flights from Illinois to Maine. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$92FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$179Average$470FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$191Average$401FlexibilityNo cancel feeOn-time63%
DeltaCheapest$196Average$344FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$220Average$449FlexibilityNo cancel feeOn-time69%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.