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Maine

$47+ 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 12/23. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PWM
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$117
(Delta)

One-way from

$47
(Kiwi.com)

Popular in

November

Cheapest in

March

Average price

$381

Good round-trip deal

$359 or less

Good one-way deal

$225 or less
Provider with most accurate pricing for Chicago (CHI)-Portland flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Portland flights.
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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. 14% potential increase in price ($64 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 October 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 October 28, 2025.

This Delta deal was found by Cheapflights users on 10/28. 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 12/47:10 amORD - BOS
Nonstop2h 26mDelta
Mon 12/87:52 pmBOS - ORD
Nonstop2h 55mDelta
Deal found 10/28$117
This Delta deal was found by Cheapflights users on 10/28. 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 12/47:10 amORD - BOS
Nonstop2h 26mDelta
Sun 12/74:05 pmBOS - ORD
Nonstop2h 57mDelta
Deal found 10/28$119
This Booking.com deal was found by Cheapflights users on 10/26. 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.
Thu 11/131:50 pmORD - BOS
1 stop20h 45mFrontier
Mon 11/178:40 amBOS - ORD
1 stop15h 48mFrontier
Deal found 10/26$121
This CheapOair deal was found by Cheapflights users on 10/26. 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.
Wed 11/2612:50 pmORD - BOS
Nonstop2h 28mJetBlue
Mon 12/15:18 pmBOS - ORD
Nonstop3h 12mJetBlue
Deal found 10/26$122
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Thu 12/411:44 amORD - BOS
1 stop21h 38mFrontier
Mon 12/811:23 amBOS - ORD
1 stop12h 01mFrontier
Deal found 10/27$124
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Thu 12/117:23 pmMDW - BOS
1 stop13h 59mFrontier
Sun 1/116:00 amBOS - MDW
1 stop18h 25mFrontier
Deal found 10/26$124
This Trip.com deal was found by Cheapflights users on 10/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:55 pmORD - BOS
Nonstop2h 32mJetBlue
Sun 11/168:30 amBOS - ORD
Nonstop3h 05mJetBlue
Deal found 10/26$125
This Trip.com deal was found by Cheapflights users on 10/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/411:25 amORD - BOS
Nonstop2h 24mJetBlue
Sun 12/78:30 amBOS - ORD
Nonstop3h 05mJetBlue
Deal found 10/27$126
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Sat 11/87:15 amORD - BOS
Nonstop2h 19mUnited Airlines
Sat 11/86:23 pmBOS - ORD
Nonstop3h 00mUnited Airlines
Deal found 10/27$127
This Southwest deal was found by Cheapflights users on 10/27. 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 11/142:25 pmMDW - BOS
Nonstop2h 15mSouthwest
Sun 11/165:15 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 10/27$127
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Wed 12/34:01 pmORD - BOS
1 stop17h 21mFrontier
Fri 12/511:19 amBOS - ORD
1 stop12h 05mFrontier
Deal found 10/26$128
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Thu 11/66:05 amORD - BOS
Nonstop2h 24mAmerican Airlines
Mon 11/107:19 pmBOS - ORD
Nonstop3h 06mAmerican Airlines
Deal found 10/27$129

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 October 28, 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

Thu 12/4

7:10 am-10:36 am

Nonstop2h 26m

Boston Logan Intl

Mon 12/8

7:52 pm-9:47 pm

Nonstop2h 55m

$117

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 12/4

7:10 am-10:36 am

Nonstop2h 26m

Boston Logan Intl

Sun 12/7

7:30 am-9:33 am

Nonstop3h 03m

$119

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 11/13

11:20 am-2:44 pm

Nonstop2h 24m

Boston Logan Intl

Mon 11/17

3:55 pm-5:55 pm

Nonstop3h 00m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 11/7

6:15 am-9:30 am

Nonstop2h 15m

Boston Logan Intl

Mon 11/10

12:25 pm-2:25 pm

Nonstop3h 00m

$127

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Sat 11/8

5:35 pm-8:50 pm

Nonstop2h 15m

Boston Logan Intl

Sun 11/9

5:15 am-7:00 am

Nonstop2h 45m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 11/12

11:20 am-2:44 pm

Nonstop2h 24m

Boston Logan Intl

Wed 11/19

8:30 am-10:35 am

Nonstop3h 05m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 11/12

7:15 am-10:34 am

Nonstop2h 19m

Boston Logan Intl

Mon 11/17

4:15 pm-6:10 pm

Nonstop2h 55m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 11/14

6:55 pm-10:27 pm

Nonstop2h 32m

Boston Logan Intl

Tue 11/18

8:30 am-10:35 am

Nonstop3h 05m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 11/6

11:20 am-2:44 pm

Nonstop2h 24m

Boston Logan Intl

Sun 11/9

8:30 am-10:35 am

Nonstop3h 05m

$130

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 11/12

6:55 pm-10:27 pm

Nonstop2h 32m

Boston Logan Intl

Thu 11/13

8:30 am-10:35 am

Nonstop3h 05m

$130

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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, October is the cheapest month in which you can book a flight from Illinois to Maine (average of $205). Flying from Illinois to Maine in December is currently the most expensive (average of $299). 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 October 28, 2025.

It’s optimal to fly from Illinois to Maine in the evening. By choosing this option you can save up to 31% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Illinois to Maine?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Maine. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Illinois to Maine flight should consider departing on Sunday afternoons when fares are most often at their lowest. Thursday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 28, 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
4,240 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

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
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

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
7.9
Good
7,994 reviews
Southwest
8.0
Very good
4,240 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

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
9,001 reviews
Southwest
8.0
Very good
4,240 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

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
11,032 reviews
Southwest
8.0
Very good
4,240 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

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
2,908 reviews
Southwest
8.0
Very good
4,240 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

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 15m. Fly via Delta, JetBlue, or United Airlines to get the fastest option. There are 864 mi between Illinois and Maine. Generally, flights for this route are nonstop.

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

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $59. However, be on the lookout for offers from JetBlue and Southwest, 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, October is the cheapest month in which you can book a flight from Illinois to Maine (average of $205). Flying from Illinois to Maine in December is currently the most expensive (average of $299). 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$163Average$413FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$226Average$442FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$229Average$429FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$313Average$411FlexibilityNo cancel feeOn-time63%

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