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Maine

$69+ 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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PWM
Aug 26 — Sep 21
Tue 8/26
Tue 9/2
1 adult, Economy
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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 August 21, 2025.

Round-trip from

$127
(Southwest)

One-way from

$69
(United Airlines)

Popular in

December

Cheapest in

February

Average price

$339

Good round-trip deal

$284 or less

Good one-way deal

$156 or less
From Illinois to Maine
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One-way flight from Illinois to Maine
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Highest demand for flights based on searches. 9% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Illinois to Maine.
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Price to beat on a one-way flight from Illinois to Maine.
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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 August 21, 2025.

This Delta deal was found by Cheapflights users on 8/21. 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.
Thu 9/47:00 amORD - BOS
Nonstop2h 30mDelta
Fri 9/57:55 pmBOS - ORD
Nonstop3h 01mDelta
Deal found 8/21$127
This Southwest deal was found by Cheapflights users on 8/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/231:50 pmORD - BOS
1 stop6h 10mSouthwest
Mon 10/275:00 amBOS - ORD
1 stop12h 25mSouthwest
Deal found 8/20$132
This Southwest deal was found by Cheapflights users on 8/21. 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.
Wed 11/511:25 amMDW - BOS
1 stop4h 55mSouthwest
Sun 11/96:50 amBOS - MDW
1 stop9h 50mSouthwest
Deal found 8/21$132
This United Airlines deal was found by Cheapflights users on 8/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/79:25 pmORD - BOS
Nonstop2h 20mUnited Airlines
Sun 11/97:30 amBOS - ORD
Nonstop3h 00mUnited Airlines
Deal found 8/20$134
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1611:57 amORD - BOS
1 stop11h 00mSpirit Airlines
Wed 9/246:10 amBOS - ORD
1 stop12h 29mSpirit Airlines
Deal found 8/19$135
This Cheapflightsfares deal was found by Cheapflights users on 8/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/511:57 amORD - BOS
1 stop11h 00mSpirit Airlines
Wed 9/106:10 amBOS - ORD
1 stop12h 29mSpirit Airlines
Deal found 8/20$136
This JetBlue deal was found by Cheapflights users on 8/20. 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.
Sat 12/68:50 amORD - BOS
Nonstop2h 20mJetBlue
Mon 12/84:55 pmBOS - ORD
Nonstop3h 10mJetBlue
Deal found 8/20$137
This Southwest deal was found by Cheapflights users on 8/19. 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 11/276:55 amMDW - BOS
Nonstop2h 15mSouthwest
Wed 12/35:30 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 8/19$137
This Cheapflightsfares deal was found by Cheapflights users on 8/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2411:57 amORD - BOS
1 stop11h 00mSpirit Airlines
Tue 9/3012:20 pmBOS - ORD
1 stop10h 38mSpirit Airlines
Deal found 8/21$138
This Southwest deal was found by Cheapflights users on 8/19. 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 11/131:50 pmMDW - BOS
1 stop8h 50mSouthwest
Sun 11/166:50 amBOS - MDW
1 stop9h 50mSouthwest
Deal found 8/19$138
This Priceline deal was found by Cheapflights users on 8/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/226:00 amORD - BOS
1 stop6h 20mSpirit Airlines
Wed 10/223:00 pmBOS - ORD
1 stop9h 45mSpirit Airlines
Deal found 8/21$140
This JetBlue deal was found by Cheapflights users on 8/20. 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.
Fri 9/197:50 pmORD - BOS
Nonstop2h 35mJetBlue
Sat 9/277:00 amBOS - ORD
Nonstop2h 56mJetBlue
Deal found 8/20$142

Cheapflights Fare Finder

 
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 August 21, 2025.
Use the filters below to find and compare flights from Illinois to Maine that are best for you.

Fly from

Illinois

Fly to

Maine

Route

Depart

Return

Price

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 9/20

2:00 pm-5:39 pm

Nonstop2h 39m

Boston Logan Intl

Sun 9/21

7:25 am-9:15 am

Nonstop2h 50m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Mon 9/8

1:50 pm-10:15 pm

1 stop7h 25m

Boston Logan Intl

Tue 9/9

5:20 am-12:45 pm

1 stop8h 25m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 9/4

7:00 am-10:30 am

Nonstop2h 30m

Boston Logan Intl

Fri 9/5

7:55 pm-9:56 pm

Nonstop3h 01m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 10/17

7:10 pm-10:45 pm

Nonstop2h 35m

Boston Logan Intl

Wed 10/22

4:10 pm-6:10 pm

Nonstop3h 00m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 9/3

7:00 am-10:30 am

Nonstop2h 30m

Boston Logan Intl

Fri 9/5

7:55 pm-9:56 pm

Nonstop3h 01m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 10/23

1:50 pm-9:00 pm

1 stop6h 10m

Boston Logan Intl

Mon 10/27

5:00 am-4:25 pm

1 stop12h 25m

$132

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 11/5

6:40 am-12:55 pm

1 stop5h 15m

Boston Logan Intl

Sun 11/9

6:50 am-3:40 pm

1 stop9h 50m

$132

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fri 11/7

6:45 am-6:10 pm

1 stop10h 25m

Boston Logan Intl

Mon 11/10

5:55 pm-11:00 pm

1 stop6h 05m

$132

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 9/17

7:30 am-11:01 am

Nonstop2h 31m

Boston Logan Intl

Sun 9/21

6:10 am-8:05 am

Nonstop2h 55m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 11/19

7:00 am-10:30 am

Nonstop2h 30m

Boston Logan Intl

Tue 12/2

8:10 pm-10:02 pm

Nonstop2h 52m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/19

Showing 1-10 of 60 results
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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.

Cheapflights Insights

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

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 July is currently the most expensive (average of $394). 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 August 21, 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.

Weekly flight availability from Illinois to Maine

Explore weekly flight availability from Illinois to Maine. 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 August 21, 2025.

The most flights from USIL to USME are scheduled on a Wednesday (11 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (7 on average).

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 August 21, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Illinois to Maine. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,245 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,245 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,934 reviews
Southwest
8.0
Very good
4,245 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,245 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,916 reviews
Southwest
8.0
Very good
4,245 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How long is the flight from Illinois to Maine?

    There are many flights that can get you from Illinois to Maine in 2h 39m. Fly via Delta, Southwest, or American Airlines to get the fastest option. There are 864 mi between Illinois and Maine. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airline one-way is JetBlue, with whom users have recently found tickets for as low as $69. However, be on the lookout for offers from Delta and American Airlines, 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 July is currently the most expensive (average of $394). 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

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Alternative routes for Illinois to Maine

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Illinois to Maine

Discover the top 4 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 August 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$163Average$516FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$191Average$406FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$225Average$471FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$229Average$423FlexibilityNo cancel feeOn-time71%

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