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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 6/13. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — ORD
may. 5 — may. 121
lun. 5/5
lun. 5/12
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 abril 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$117
(Southwest)

One-way from

$59
(Southwest)

Popular in

November

Cheapest in

September

Average price

$356

Good round-trip deal

$356 or less

Good one-way deal

$193 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. 11% potential increase in price ($47 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 abril 30, 2025.

This Southwest deal was found by Cheapflights users on 4/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/295:45 amBOS - MDW
Nonstop2h 35mSouthwest
dom. 6/16:50 amMDW - BOS
Nonstop2h 15mSouthwest
Deal found 4/29$117
This JetBlue deal was found by Cheapflights users on 4/28. 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.
vie. 5/96:00 amBOS - ORD
Nonstop3h 00mJetBlue
mar. 5/138:45 amORD - BOS
Nonstop2h 28mJetBlue
Deal found 4/28$117
This American Airlines deal was found by Cheapflights users on 4/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/88:51 pmBOS - ORD
Nonstop3h 01mAmerican Airlines
lun. 5/128:20 pmORD - BOS
Nonstop2h 24mAmerican Airlines
Deal found 4/28$118
This Flightnetwork deal was found by Cheapflights users on 4/29. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 6/43:49 pmBOS - ORD
1 stop8h 15mSpirit Airlines
mié. 6/1112:41 pmORD - BOS
1 stop9h 48mSpirit Airlines
Deal found 4/29$121
This United Airlines deal was found by Cheapflights users on 4/29. 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.
mar. 7/16:59 pmBOS - ORD
1 stop5h 38mUnited Airlines
mar. 7/87:30 amORD - BOS
Nonstop2h 27mUnited Airlines
Deal found 4/29$123
This Southwest deal was found by Cheapflights users on 4/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 6/76:45 amBOS - ORD
1 stop9h 15mSouthwest
mar. 6/104:00 pmORD - BOS
1 stop6h 55mSouthwest
Deal found 4/28$136
This Delta deal was found by Cheapflights users on 4/29. 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.
mar. 5/278:20 pmBOS - ORD
Nonstop2h 54mDelta
sáb. 5/317:00 amORD - BOS
Nonstop2h 25mDelta
Deal found 4/29$137
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/2910:30 amBOS - RFD
1 stop5h 54mMultiple Airlines
dom. 6/14:16 pmRFD - BOS
1 stop16h 19mMultiple Airlines
Deal found 4/29$176
This JetBlue deal was found by Cheapflights users on 4/29. 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.
sáb. 5/172:15 pmPWM - ORD
1 stop8h 39mJetBlue
mar. 5/206:15 amORD - PWM
1 stop7h 25mJetBlue
Deal found 4/29$207
This Frontier deal was found by Cheapflights users on 4/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/2810:45 amBOS - MDW
1 stop12h 51mFrontier
jue. 6/59:12 pmMDW - BOS
1 stop11h 44mFrontier
Deal found 4/29$208
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/306:00 amPWM - ORD
Nonstop2h 56mAmerican Airlines
mar. 8/57:18 pmORD - PWM
Nonstop2h 34mAmerican Airlines
Deal found 4/29$209
This United Airlines deal was found by Cheapflights users on 4/29. 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.
jue. 8/2810:05 amPWM - ORD
1 stop5h 24mUnited Airlines
dom. 8/317:15 amORD - PWM
1 stop5h 07mUnited Airlines
Deal found 4/29$214

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 abril 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 - MDW

BOSMDW

Boston Logan Intl

jue. 5/29

5:45 am-7:20 am

Nonstop2h 35m

Chicago Midway

dom. 6/1

6:50 am-10:05 am

Nonstop2h 15m

$117

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

vie. 5/9

6:00 am-8:00 am

Nonstop3h 00m

Chicago O'Hare Intl

mar. 5/13

8:45 am-12:13 pm

Nonstop2h 28m

$117

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mié. 6/4

3:49 pm-11:04 pm

1 stop8h 15m

Chicago O'Hare Intl

mié. 6/11

12:41 pm-11:29 pm

1 stop9h 48m

$121

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mar. 7/1

6:59 pm-11:37 pm

1 stop5h 38m

Chicago O'Hare Intl

mar. 7/8

7:30 am-10:57 am

Nonstop2h 27m

$123

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

sáb. 6/7

6:45 am-3:00 pm

1 stop9h 15m

Chicago O'Hare Intl

mar. 6/10

4:00 pm-11:55 pm

1 stop6h 55m

$136

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mar. 5/27

8:20 pm-10:14 pm

Nonstop2h 54m

Chicago O'Hare Intl

sáb. 5/31

7:00 am-10:25 am

Nonstop2h 25m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mié. 5/21

6:35 am-8:31 am

Nonstop2h 56m

Chicago O'Hare Intl

mié. 5/28

3:20 pm-6:43 pm

Nonstop2h 23m

$141

BostonChicago

BOS - RFD

BOSRFD

Boston Logan Intl

jue. 5/29

10:30 am-3:24 pm

1 stop5h 54m

Chicago Greater Rockford

dom. 6/1

4:16 pm-9:35 am

1 stop16h 19m

$176

PortlandChicago

PWM - ORD

PWMORD

Portland

sáb. 5/17

2:15 pm-9:54 pm

1 stop8h 39m

Chicago O'Hare Intl

mar. 5/20

6:15 am-2:40 pm

1 stop7h 25m

$207

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

mié. 5/28

10:45 am-10:36 pm

1 stop12h 51m

Chicago Midway

jue. 6/5

9:12 pm-9:56 am

1 stop11h 44m

$208

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

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 abril 30, 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.

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 abril 30, 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
9,961 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,961 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,295 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,929 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Avelo Airlines
7.5
Good
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 Southwest. You may also be able to find cheap deals on United Airlines and Spirit Airlines, with prices starting from $59 and $60, 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

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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 abril 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$108FlexibilityNo cancel feeOn-time62%
DeltaCheapest$124Average$361FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$158Average$386FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$205Average$445FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$264Average$371FlexibilityNo cancel feeOn-time63%

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