HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Illinois

$60+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — ORD
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Maine to Illinois 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.

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 October 30, 2025.

This Delta deal was found by Cheapflights users on 10/29. 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 12/44:05 pmBOS - ORD
Nonstop2h 57mDelta
Sun 12/77:10 amORD - BOS
Nonstop2h 26mDelta
Deal found 10/29$118
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1710:40 amBOS - ORD
Nonstop3h 00mUnited Airlines
Thu 2/197:30 amORD - BOS
Nonstop2h 19mUnited Airlines
Deal found 10/28$122
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1511:43 amBOS - ORD
1 stop12h 46mMultiple Airlines
Tue 11/183:26 pmORD - BOS
1 stop7h 33mMultiple Airlines
Deal found 10/28$123
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 12/411:28 amBOS - MDW
1 stop7h 40mFrontier
Thu 12/117:23 pmMDW - BOS
1 stop13h 59mFrontier
Deal found 10/29$124
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 12/411:28 amBOS - ORD
1 stop6h 59mFrontier
Thu 12/1111:44 amORD - BOS
1 stop21h 38mFrontier
Deal found 10/29$124
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/411:28 amBOS - ORD
1 stop6h 59mMultiple Airlines
Tue 12/93:26 pmORD - BOS
1 stop7h 30mMultiple Airlines
Deal found 10/28$125
This Southwest deal was found by Cheapflights users on 10/30. 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.
Sun 11/95:15 amBOS - MDW
Nonstop2h 45mSouthwest
Mon 11/109:35 amMDW - BOS
Nonstop2h 15mSouthwest
Deal found 10/30$127
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/157:10 amBOS - ORD
Nonstop3h 05mJetBlue
Mon 11/176:55 pmORD - BOS
Nonstop2h 32mJetBlue
Deal found 10/28$127
This Frontier deal was found by Cheapflights users on 10/30. 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 12/411:28 amBOS - ORD
1 stop6h 59mFrontier
Sun 12/76:00 amORD - BOS
1 stop5h 02mFrontier
Deal found 10/30$128
This JetBlue deal was found by Cheapflights users on 10/29. 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 11/138:30 amBOS - ORD
Nonstop3h 05mJetBlue
Sat 11/1510:00 amORD - BOS
Nonstop2h 20mJetBlue
Deal found 10/29$130
This United Airlines deal was found by Cheapflights users on 10/29. 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 12/244:15 pmBOS - ORD
Nonstop3h 04mUnited Airlines
Wed 12/311:55 pmORD - BOS
Nonstop2h 22mUnited Airlines
Deal found 10/29$131
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/53:10 pmBOS - ORD
Nonstop3h 00mUnited Airlines
Sun 12/77:30 amORD - BOS
Nonstop2h 19mUnited Airlines
Deal found 10/28$132

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$118
(Delta)

One-way from

$60
(Flysmarter)

Popular in

December

Cheapest in

September

Average price

$344

Good round-trip deal

$339 or less

Good one-way deal

$189 or less
Provider with most accurate pricing for Portland-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Chicago (CHI) flights.
Search Deals
From Maine to Illinois
Search Deals
One-way flight from Maine to Illinois
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Maine to Illinois.
Search Deals
Price to beat on a one-way flight from Maine to Illinois.
Search Deals

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 October 30, 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

Fri 12/12

7:52 pm-9:47 pm

Nonstop2h 55m

Chicago O'Hare Intl

Mon 12/15

7:10 am-10:36 am

Nonstop2h 26m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 11/20

9:40 am-11:43 am

Nonstop3h 03m

Chicago O'Hare Intl

Thu 12/4

8:38 pm-12:06 am

Nonstop2h 28m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 12/16

4:05 pm-6:02 pm

Nonstop2h 57m

Chicago O'Hare Intl

Sun 1/18

7:05 am-10:40 am

Nonstop2h 35m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 12/4

7:30 am-9:33 am

Nonstop3h 03m

Chicago O'Hare Intl

Sun 12/7

7:10 am-10:36 am

Nonstop2h 26m

$129

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 11/16

7:30 am-9:35 am

Nonstop3h 05m

Chicago O'Hare Intl

Mon 11/17

3:50 pm-7:14 pm

Nonstop2h 24m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 12/3

3:40 pm-9:52 pm

1 stop7h 12m

Chicago O'Hare Intl

Wed 12/10

11:25 am-2:49 pm

Nonstop2h 24m

$140

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 11/15

7:10 am-9:15 am

Nonstop3h 05m

Chicago O'Hare Intl

Mon 11/17

6:45 am-3:00 pm

1 stop7h 15m

$140

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 11/13

3:37 pm-8:52 pm

1 stop6h 15m

Chicago O'Hare Intl

Sun 11/16

11:20 am-2:44 pm

Nonstop2h 24m

$140

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Sun 11/16

5:15 am-7:00 am

Nonstop2h 45m

Chicago Midway

Tue 11/18

6:15 pm-9:35 pm

Nonstop2h 20m

$147

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 11/14

7:25 am-9:25 am

Nonstop3h 00m

Chicago O'Hare Intl

Sun 11/16

9:25 pm-12:45 am

Nonstop2h 20m

$147

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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

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, May is the cheapest month in which you can book a flight from Maine to Illinois (average of $182). Flying from Maine to Illinois in April is currently the most expensive (average of $265). 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 October 30, 2025.

One of the essential ways to save on airfare from Maine to Illinois is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 34% on airfare.

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

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

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

How much does it cost to fly round-trip from Maine to Illinois?

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 October 30, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from Maine to Illinois have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

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
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

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
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

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
8,998 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

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
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

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 Maine to Illinois. 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 Maine to Illinois?

    There are many flights that can get you from Maine to Illinois in 2h 45m. Fly via Delta, JetBlue, or Southwest to get the fastest option. Maine and Illinois are separated by a distance of 857 mi. Generally, flights for this route are nonstop.

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

    $64 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on United Airlines and Southwest, with prices starting from $64 and $74, 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, May is the cheapest month in which you can book a flight from Maine to Illinois (average of $182). Flying from Maine to Illinois in April is currently the most expensive (average of $265). 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 Maine to Illinois

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

Top 4 airlines flying from Maine to Illinois

Discover the top 4 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$124Average$352FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$203Average$317FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$229Average$413FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$246Average$390FlexibilityNo cancel feeOn-time63%

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.