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Maine

$61+ 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 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PWM
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap 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 December 15, 2025.

This United Airlines deal was found by Cheapflights users on 12/14. 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 12/197:45 amORD - BOS
Nonstop2h 22mUnited Airlines
Mon 1/56:23 pmBOS - ORD
Nonstop2h 59mUnited Airlines
Deal found 12/14$137
This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/259:20 amORD - BOS
Nonstop2h 33mUnited Airlines
Thu 12/256:23 pmBOS - ORD
Nonstop3h 02mUnited Airlines
Deal found 12/15$152
This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/269:12 pmORD - BOS
Nonstop2h 33mUnited Airlines
Fri 1/27:45 amBOS - ORD
Nonstop3h 04mUnited Airlines
Deal found 12/15$155
This United Airlines deal was found by Cheapflights users on 12/14. 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 12/209:12 pmORD - BOS
Nonstop2h 33mUnited Airlines
Fri 1/26:01 amBOS - ORD
Nonstop3h 04mUnited Airlines
Deal found 12/14$156
This United Airlines deal was found by Cheapflights users on 12/13. 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.
Tue 12/169:19 amORD - BOS
Nonstop2h 24mUnited Airlines
Thu 12/256:23 pmBOS - ORD
Nonstop3h 02mUnited Airlines
Deal found 12/13$157
This Southwest deal was found by Cheapflights users on 12/13. 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 12/2511:25 amMDW - BOS
1 stop4h 55mSouthwest
Thu 1/15:30 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 12/13$157
This JetBlue deal was found by Cheapflights users on 12/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/197:41 pmORD - BOS
Nonstop2h 29mJetBlue
Wed 1/712:15 pmBOS - ORD
1 stop8h 21mJetBlue
Deal found 12/15$162
This Super.com deal was found by Cheapflights users on 12/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1611:25 amORD - BOS
Nonstop2h 24mJetBlue
Thu 12/254:31 pmBOS - ORD
Nonstop3h 15mJetBlue
Deal found 12/13$163
This United Airlines deal was found by Cheapflights users on 12/13. 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 12/316:21 pmORD - BOS
1 stop4h 33mUnited Airlines
Fri 1/26:01 amBOS - ORD
Nonstop3h 04mUnited Airlines
Deal found 12/13$167
This American Airlines deal was found by Cheapflights users on 12/13. 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 12/188:00 amORD - BOS
Nonstop2h 33mAmerican Airlines
Sun 1/116:43 amBOS - ORD
Nonstop3h 14mAmerican Airlines
Deal found 12/13$172
This Trip.com deal was found by Cheapflights users on 12/13. 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 12/257:41 pmORD - BOS
Nonstop2h 29mJetBlue
Thu 1/14:31 pmBOS - ORD
Nonstop3h 15mJetBlue
Deal found 12/13$173
This Delta deal was found by Cheapflights users on 12/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/197:10 amORD - BOS
Nonstop2h 26mDelta
Tue 1/137:55 pmBOS - ORD
Nonstop3h 06mDelta
Deal found 12/15$177

Find flight deals from Illinois to Maine

Keep the following information in mind while searching for Illinois to Maine flight deals. Data was last updated December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$120
(SmartFares)

One-way from

$61
(Super.com)

Popular in

April

Cheapest in

September

Average price

$266

Good round-trip deal

$300 or less

Good one-way deal

$358 or less
Provider with most accurate pricing for Chicago (CHI)-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Boston Logan Intl 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. 5% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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

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 December 15, 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 1/17

7:45 am-11:10 am

Nonstop2h 25m

Boston Logan Intl

Tue 1/20

3:35 pm-5:43 pm

Nonstop3h 08m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 1/17

7:05 am-10:40 am

Nonstop2h 35m

Boston Logan Intl

Sun 1/18

7:30 am-9:41 am

Nonstop3h 11m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 1/17

7:05 am-10:40 am

Nonstop2h 35m

Boston Logan Intl

Sat 1/17

5:15 pm-7:26 pm

Nonstop3h 11m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 1/9

11:05 am-2:29 pm

Nonstop2h 24m

Boston Logan Intl

Tue 1/13

9:30 am-11:34 am

Nonstop3h 04m

$137

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fri 1/9

5:35 pm-8:50 pm

Nonstop2h 15m

Boston Logan Intl

Tue 1/13

5:30 am-7:20 am

Nonstop2h 50m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 3/13

6:22 pm-9:55 pm

Nonstop2h 33m

Boston Logan Intl

Tue 3/17

7:55 am-10:05 am

Nonstop3h 10m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 12/19

7:45 am-11:07 am

Nonstop2h 22m

Boston Logan Intl

Fri 1/9

9:30 am-11:34 am

Nonstop3h 04m

$137

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Tue 1/27

2:00 pm-5:10 pm

Nonstop2h 10m

Boston Logan Intl

Sat 1/31

5:30 am-7:20 am

Nonstop2h 50m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Mon 1/5

7:41 pm-11:10 pm

Nonstop2h 29m

Boston Logan Intl

Mon 1/12

3:35 pm-5:43 pm

Nonstop3h 08m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 2/6

7:45 am-11:10 am

Nonstop2h 25m

Boston Logan Intl

Sun 2/8

3:35 pm-5:44 pm

Nonstop3h 09m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

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 November is currently the most expensive (average of $276). 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 December 15, 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 December 15, 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
7.9
Good
4,250 reviews

Crew

8.6

Overall

7.9

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Overall

7.9

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,010 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Overall

7.9

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,094 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Overall

7.9

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,048 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Overall

7.9

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
JetBlue
7.2
Good
2,894 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Overall

7.9

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 JetBlue, Delta, or Southwest to get the fastest option. There are 857 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 Royal Jordanian, with whom users have recently found tickets for as low as $373. However, be on the lookout for offers from Turkish Airlines and Lufthansa, 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 November is currently the most expensive (average of $276). 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 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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$163Average$516FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$221Average$441FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$229Average$430FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$313Average$411FlexibilityNo cancel feeOn-time63%

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