$63+ 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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PWM
Feb 25 — Mar 41
1 adult, Economy
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Illinois to Maine
Cheapest flights from Illinois to MaineExplore 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 January 26, 2026.
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 January 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 1/23. 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.
Sat 2/144:42 pm
ORD
- BOS
1 stop6h 47m
Frontier
Tue 3/36:00 am
BOS
- ORD
1 stop11h 52m
Frontier
Deal found 1/23![Frontier logo]()
$131
This JetBlue deal was found by Cheapflights users on 1/23. 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.
Tue 2/176:04 am
ORD
- BOS
1 stop7h 20m
JetBlue
Sun 3/17:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Deal found 1/23![JetBlue logo]()
$132
This Super.com deal was found by Cheapflights users on 1/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/317:40 am
ORD
- BOS
Nonstop2h 25m
JetBlue
Tue 2/33:35 pm
BOS
- ORD
Nonstop3h 08m
JetBlue
Deal found 1/26![JetBlue logo]()
$133
This Southwest deal was found by Cheapflights users on 1/24. 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.
Sat 2/710:15 am
MDW
- BOS
Nonstop2h 15m
Southwest
Sat 2/212:10 pm
BOS
- MDW
1 stop6h 15m
Southwest
Deal found 1/24![Southwest logo]()
$133
This Southwest deal was found by Cheapflights users on 1/24. 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.
Sat 1/315:40 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Fri 2/65:45 pm
BOS
- MDW
Nonstop2h 50m
Southwest
Deal found 1/24![Southwest logo]()
$134
This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/3011:05 am
ORD
- BOS
Nonstop2h 24m
United Airlines
Sun 2/16:00 am
BOS
- ORD
Nonstop3h 04m
United Airlines
Deal found 1/26![United Airlines logo]()
$135
This Southwest deal was found by Cheapflights users on 1/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/66:35 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Sun 2/85:30 am
BOS
- MDW
Nonstop2h 50m
Southwest
Deal found 1/26![Southwest logo]()
$135
This Delta deal was found by Cheapflights users on 1/23. 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.
Sun 2/157:05 am
ORD
- BOS
Nonstop2h 32m
Delta
Wed 2/257:45 pm
BOS
- ORD
Nonstop3h 03m
Delta
Deal found 1/23![Delta logo]()
$136
This Southwest deal was found by Cheapflights users on 1/25. 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.
Sat 1/315:40 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Thu 2/55:20 am
BOS
- MDW
Nonstop2h 50m
Southwest
Deal found 1/25![Southwest logo]()
$136
This American Airlines deal was found by Cheapflights users on 1/25. 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.
Sat 1/318:18 pm
ORD
- BOS
Nonstop2h 26m
American Airlines
Sun 2/16:10 am
BOS
- ORD
Nonstop3h 10m
American Airlines
Deal found 1/25![American Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 2/126:25 am
MDW
- BOS
1 stop17h 48m
Multiple Airlines
Wed 2/185:50 pm
BOS
- MDW
1 stop21h 06m
Multiple Airlines
Deal found 1/25![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 1/24. 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.
Sat 2/144:42 pm
ORD
- BOS
1 stop6h 47m
Multiple Airlines
Tue 2/175:50 pm
BOS
- ORD
1 stop16h 49m
Multiple Airlines
Deal found 1/24![Multiple Airlines logo]()
$138
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 January 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $131 (Kiwi.com) |
One-way from | $63 (Trip.com) |
Popular in | April |
Cheapest in | March |
Average price | $398 |
Good round-trip deal | $234 or less |
Good one-way deal | $195 or less |
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 January 26, 2026.
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
Fri 2/13
6:04 am-2:24 pm
1 stop7h 20m
Boston Logan Intl
Tue 2/24
7:00 am-9:10 am
Nonstop3h 10m
$132
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 3/10
7:30 am-10:50 am
Nonstop2h 20m
Boston Logan Intl
Tue 3/10
4:30 pm-6:35 pm
Nonstop3h 05m
$135
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Fri 2/6
6:35 pm-9:50 pm
Nonstop2h 15m
Boston Logan Intl
Mon 2/9
5:20 am-7:10 am
Nonstop2h 50m
$135
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 4/9
10:00 am-1:27 pm
Nonstop2h 27m
Boston Logan Intl
Mon 4/13
7:10 am-9:10 am
Nonstop3h 00m
$135
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 6/4
6:15 am-9:39 am
Nonstop2h 24m
Boston Logan Intl
Tue 6/9
8:15 am-10:12 am
Nonstop2h 57m
$135
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Mon 4/20
7:00 pm-10:20 pm
Nonstop2h 20m
Boston Logan Intl
Sun 4/26
6:10 am-7:55 am
Nonstop2h 45m
$135
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 6/3
8:21 pm-11:56 pm
Nonstop2h 35m
Boston Logan Intl
Mon 6/8
6:50 am-8:45 am
Nonstop2h 55m
$135
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Sat 2/14
10:15 am-1:30 pm
Nonstop2h 15m
Boston Logan Intl
Thu 2/26
5:00 am-6:55 am
Nonstop2h 55m
$135
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Sat 2/7
6:25 am-12:20 pm
1 stop4h 55m
Boston Logan Intl
Sun 2/8
5:30 am-7:20 am
Nonstop2h 50m
$143
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Mon 3/16
3:30 pm-6:45 pm
Nonstop2h 15m
Boston Logan Intl
Wed 3/18
2:00 pm-3:45 pm
Nonstop2h 45m
$145
Showing 1-10 of 60 results
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 January 26, 2026.
It’s optimal to fly from Illinois to Maine in the afternoon. By choosing this option you can save up to 21% on the cost of your flight, compared to a flight in the evening.
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 January 24, 2026.
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.
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 January 26, 2026.
The most flights from USIL to USME are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 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 January 26, 2026.
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.
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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.
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.
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 January 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$429 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$210 | Average$419 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$229 | Average$427 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$259 | Average$460 | FlexibilityNo cancel fee | On-time63% |