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Illinois

$59+ Cheap flights from Maine to Illinois

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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — ORD
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
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Cheap flight deals from Maine to Illinois

Keep the following information in mind while searching for Maine to Illinois flight deals. Data was last updated April 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$109
(Mytrip)

One-way from

$59
(American Airlines)

Popular in

November

Cheapest in

September

Average price

$350

Good round-trip deal

$374 or less

Good one-way deal

$178 or less
Provider with most accurate pricing for Portland-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Portland-Chicago (CHI) flights.
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From Maine to Illinois
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One-way flight from Maine to Illinois
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Highest demand for flights based on searches. 10% potential increase in price ($44 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Maine to Illinois.
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Price to beat on a one-way flight from Maine to Illinois.
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Find flight deals from Maine to Illinois

Cheapest flights from Maine to Illinois
Explore the most affordable flight options available from Maine to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2025.

This Mytrip deal was found by Cheapflights users on 4/15. 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 5/73:49 pmBOS - ORD
1 stop8h 15mSpirit Airlines
Tue 5/135:05 amORD - BOS
1 stop8h 39mSpirit Airlines
Deal found 4/15$109
This JetBlue deal was found by Cheapflights users on 4/16. 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.
Tue 5/66:00 amBOS - ORD
Nonstop3h 00mJetBlue
Tue 5/67:31 pmORD - BOS
Nonstop2h 29mJetBlue
Deal found 4/16$117
This Southwest deal was found by Cheapflights users on 4/15. 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 5/85:30 amBOS - MDW
1 stop4h 35mSouthwest
Tue 5/131:15 pmMDW - BOS
Nonstop2h 20mSouthwest
Deal found 4/15$127
This Southwest deal was found by Cheapflights users on 4/16. 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.
Fri 5/25:30 amBOS - ORD
1 stop7h 20mSouthwest
Tue 5/61:50 pmORD - BOS
1 stop6h 15mSouthwest
Deal found 4/16$136
This United Airlines deal was found by Cheapflights users on 4/17. 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.
Wed 6/256:00 amBOS - ORD
Nonstop2h 58mUnited Airlines
Fri 6/279:32 pmORD - BOS
Nonstop2h 27mUnited Airlines
Deal found 4/17$138
This American Airlines deal was found by Cheapflights users on 4/15. 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.
Sun 6/15:15 amBOS - ORD
Nonstop3h 00mAmerican Airlines
Fri 6/68:40 pmORD - BOS
Nonstop2h 40mAmerican Airlines
Deal found 4/15$148
This FlightHub deal was found by Cheapflights users on 4/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/133:49 pmBOS - ORD
1 stop8h 15mMultiple Airlines
Fri 5/164:15 pmORD - BOS
1 stop7h 29mMultiple Airlines
Deal found 4/16$151
This Delta deal was found by Cheapflights users on 4/16. 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.
Fri 5/27:30 amBOS - ORD
Nonstop3h 00mDelta
Thu 5/87:00 amORD - BOS
Nonstop2h 25mDelta
Deal found 4/16$167
This Frontier deal was found by Cheapflights users on 4/17. 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.
Wed 5/2810:45 amBOS - MDW
1 stop12h 51mFrontier
Sun 6/19:12 pmMDW - BOS
1 stop10h 23mFrontier
Deal found 4/17$188
This Frontier deal was found by Cheapflights users on 4/16. 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.
Fri 5/212:52 pmBOS - ORD
1 stop11h 19mFrontier
Sat 5/104:15 pmORD - BOS
1 stop7h 29mFrontier
Deal found 4/16$188
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Wed 7/306:00 amPWM - ORD
Nonstop2h 56mAmerican Airlines
Tue 8/57:12 pmORD - PWM
Nonstop2h 34mAmerican Airlines
Deal found 4/17$209
This Mytrip deal was found by Cheapflights users on 4/15. 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.
Thu 5/19:29 pmPWM - ORD
1 stop27h 03mFrontier
Sat 5/104:15 pmORD - PWM
1 stop26h 18mFrontier
Deal found 4/15$216

Cheapflights Fare Finder

Customize your flight search to find flights from Maine to Illinois 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 April 17, 2025.
Use the filters below to find and compare flights from Maine to Illinois that are best for you.

Fly from

Maine

Fly to

Illinois

Route

Depart

Return

Price

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 5/7

3:49 pm-11:04 pm

1 stop8h 15m

Chicago O'Hare Intl

Tue 5/13

5:05 am-2:44 pm

1 stop8h 39m

$109

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Tue 5/6

2:05 pm-3:40 pm

Nonstop2h 35m

Chicago Midway

Tue 5/6

6:25 pm-9:45 pm

Nonstop2h 20m

$117

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 5/6

6:00 am-8:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Tue 5/6

7:31 pm-11:00 pm

Nonstop2h 29m

$117

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 5/2

5:30 am-11:50 am

1 stop7h 20m

Chicago O'Hare Intl

Tue 5/6

1:50 pm-9:05 pm

1 stop6h 15m

$136

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 6/25

6:00 am-7:58 am

Nonstop2h 58m

Chicago O'Hare Intl

Fri 6/27

9:32 pm-12:59 am

Nonstop2h 27m

$138

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 6/1

6:35 am-8:31 am

Nonstop2h 56m

Chicago O'Hare Intl

Wed 6/4

4:40 pm-8:01 pm

Nonstop2h 21m

$148

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 5/13

3:49 pm-11:04 pm

1 stop8h 15m

Chicago O'Hare Intl

Fri 5/16

4:15 pm-12:44 am

1 stop7h 29m

$151

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 5/2

7:30 am-9:30 am

Nonstop3h 00m

Chicago O'Hare Intl

Thu 5/8

7:00 am-10:25 am

Nonstop2h 25m

$167

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 5/28

10:45 am-10:36 pm

1 stop12h 51m

Chicago Midway

Sun 6/1

9:12 pm-8:35 am

1 stop10h 23m

$188

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 5/2

12:52 pm-11:11 pm

1 stop11h 19m

Chicago O'Hare Intl

Sat 5/10

4:15 pm-12:44 am

1 stop7h 29m

$188

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Showing 1-10 of 60 results
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Best time to book a flight from Maine to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Maine 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.

Cheapflights Insights

Everything you need to know about your flight from Maine to Illinois

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

Currently, August is the cheapest month in which you can book a flight from Maine to Illinois (average of $245). Flying from Maine to Illinois in March is currently the most expensive (average of $321). 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 ME to IL?

Find hourly flight availability from Maine to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 17, 2025.

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

Weekly flight availability from Maine to Illinois

Explore weekly flight availability from Maine to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 17, 2025.

The most flights from USME to USIL are scheduled on a Monday (7 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (4 on average).

Rainfall in Illinois by month

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

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

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

If weather is an important factor for your trip to Illinois, 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 73.4 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 Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated April 17, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta from Maine to Illinois have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,887 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.9

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,887 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.9

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,280 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.9

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,916 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.9

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Avelo Airlines
7.5
Good
Alaska Airlines
8.0
Very good
9,887 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.9

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,667 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.9

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from Maine to Illinois. 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 Maine to Illinois one-way?

    $59 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on United Airlines and Southwest, with prices starting from $64 and $68, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Maine to Illinois 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 Maine to Illinois?

    Currently, August is the cheapest month in which you can book a flight from Maine to Illinois (average of $245). Flying from Maine to Illinois in March is currently the most expensive (average of $321). 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

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Alternative routes for Maine to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Maine to Illinois

Discover the top 5 airlines that operate flights from Maine to Illinois. 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$109FlexibilityNo cancel feeOn-time62%
DeltaCheapest$124Average$426FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$158Average$386FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$192Average$427FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$264Average$387FlexibilityNo cancel feeOn-time63%

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