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$53+ Cheap flights from Chicago (CHI) 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 1/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PWM
nov. 25 — dic. 21
lun. 11/25
lun. 12/2
1 adult, Economy
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Cheap flight deals from Chicago to Maine

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Maine (USME). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated noviembre 20, 2024.

Find flight deals from Chicago to Maine

Cheapest flights from Chicago to Maine
Explore the most affordable flight options available from Chicago to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 20, 2024.

This Frontier deal was found by Cheapflights users on 11/19. 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.
mar. 12/1012:57 pmMDW - BOS
1 stop10h 33mFrontier
mié. 12/116:00 amBOS - MDW
1 stop6h 42mFrontier
Deal found 11/19$100
This eDestinos deal was found by Cheapflights users on 11/20. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/109:58 amORD - BOS
1 stop13h 40mSpirit Airlines
mié. 12/115:00 amBOS - ORD
1 stop12h 06mSpirit Airlines
Deal found 11/20$101
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
lun. 12/910:59 amORD - BOS
1 stop12h 31mMultiple Airlines
mar. 12/105:00 amBOS - ORD
1 stop12h 06mMultiple Airlines
Deal found 11/19$108
This CheapOair deal was found by Cheapflights users on 11/19. 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.
lun. 12/910:59 amORD - BOS
1 stop12h 31mFrontier
mié. 12/116:00 amBOS - ORD
1 stop27h 24mFrontier
Deal found 11/19$114
This United Airlines deal was found by Cheapflights users on 11/19. 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. 12/101:55 pmORD - BOS
Nonstop2h 21mUnited Airlines
mar. 12/1710:45 amBOS - ORD
Nonstop2h 56mUnited Airlines
Deal found 11/19$157
This Southwest deal was found by Cheapflights users on 11/19. 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.
vie. 12/138:00 amMDW - BOS
Nonstop2h 15mSouthwest
dom. 12/156:40 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 11/19$158
This JetBlue deal was found by Cheapflights users on 11/19. 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.
mar. 12/1010:14 amORD - BOS
1 stop7h 31mJetBlue
dom. 12/156:00 amBOS - ORD
Nonstop3h 06mJetBlue
Deal found 11/19$166
This Delta deal was found by Cheapflights users on 11/19. 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.
dom. 12/156:30 amORD - BOS
Nonstop2h 30mDelta
mié. 12/187:25 amBOS - ORD
Nonstop3h 03mDelta
Deal found 11/19$177
This American Airlines deal was found by Cheapflights users on 11/20. 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. 12/197:19 amORD - BOS
Nonstop2h 31mAmerican Airlines
lun. 1/208:45 amBOS - ORD
Nonstop3h 00mAmerican Airlines
Deal found 11/20$182
This Delta deal was found by Cheapflights users on 11/19. 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.
lun. 12/96:00 amORD - BGR
1 stop5h 35mDelta
dom. 12/151:15 pmBGR - ORD
1 stop6h 16mDelta
Deal found 11/19$263
This American Airlines deal was found by Cheapflights users on 11/19. 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. 12/121:57 pmORD - PWM
1 stop7h 27mAmerican Airlines
lun. 12/165:50 amPWM - ORD
1 stop7h 30mAmerican Airlines
Deal found 11/19$277
This Delta deal was found by Cheapflights users on 11/19. 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. 12/103:40 pmORD - PWM
1 stop7h 28mDelta
jue. 12/125:00 amPWM - ORD
1 stop6h 05mDelta
Deal found 11/19$278

Find flights from Chicago to Maine within your budget

Customize your flight search to find flights from Chicago 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 2,629,791 searches. Data last updated noviembre 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

mar. 12/10

12:57 pm-12:30 am

1 stop10h 33m

Boston Logan Intl

mié. 12/11

6:00 am-11:42 am

1 stop6h 42m

$100

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mar. 12/10

9:58 am-12:38 am

1 stop13h 40m

Boston Logan Intl

mié. 12/11

5:00 am-4:06 pm

1 stop12h 06m

$101

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

jue. 1/9

5:02 pm-12:30 am

1 stop6h 28m

Boston Logan Intl

mar. 1/14

6:00 am-1:34 pm

1 stop8h 34m

$108

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mar. 12/10

9:58 am-12:38 am

1 stop13h 40m

Boston Logan Intl

jue. 12/12

6:00 am-9:54 am

1 stop28h 54m

$115

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mar. 12/10

4:40 pm-8:02 pm

Nonstop2h 22m

Boston Logan Intl

mar. 12/17

1:59 pm-3:53 pm

Nonstop2h 54m

$157

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

vie. 12/13

8:30 pm-11:40 pm

Nonstop2h 10m

Boston Logan Intl

mar. 12/17

7:00 am-8:45 am

Nonstop2h 45m

$158

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mié. 12/4

9:20 am-12:45 pm

Nonstop2h 25m

Boston Logan Intl

sáb. 12/7

3:57 pm-8:07 pm

1 stop5h 10m

$167

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

dom. 12/15

6:30 am-10:00 am

Nonstop2h 30m

Boston Logan Intl

mié. 12/18

7:25 am-9:28 am

Nonstop3h 03m

$177

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mié. 12/4

5:30 pm-10:09 pm

1 stop3h 39m

Boston Logan Intl

dom. 12/8

8:45 am-10:50 am

Nonstop3h 05m

$208

ChicagoBangor

ORD - BGR

ORDBGR

Chicago O'Hare Intl

sáb. 2/1

7:00 am-2:20 pm

1 stop6h 20m

Bangor

mar. 2/4

6:00 am-1:48 pm

1 stop8h 48m

$248

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to Maine

Have a flexible travel schedule? Discover the best time to fly to Maine from Chicago 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.

Travel insights for flights from Chicago to Maine

Get recent, data-driven insights about flights from Chicago to Maine including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago to Maine?

Currently, January is the cheapest month in which you can book a flight from Chicago to Maine (average of $295). Flying from Chicago to Maine in April is currently the most expensive (average of $497). 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 CHI to ME?

Find hourly flight availability from Chicago 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 noviembre 20, 2024.

When flying from Chicago to Maine, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago to Maine

Explore weekly flight availability from Chicago 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 noviembre 20, 2024.

The most flights from CHI to USME are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).

Rainfall in Maine by month

Plan your trip to Maine by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Maine when rainfall is around 2.9 in.

Temperature in Maine by month

Plan your trip to Maine by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Maine, 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 68.0 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 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 noviembre 20, 2024.
See what other customers who have flown with American Airlines, Frontier and Spirit Airlines from Chicago to Maine have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,014 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

JetBlue
7.5
Good
3,394 reviews
Southwest
8.1
Very good
5,014 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,171 reviews
Southwest
8.1
Very good
5,014 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

WestJet
7.3
Good
2,811 reviews
Southwest
8.1
Very good
5,014 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Chicago to Maine. 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 Chicago to Maine one-way?

    One-way options have recently been found by users for as low as $53 on Frontier. Other airlines that offer cheap prices include JetBlue from $79 and Southwest from $79 one-way.

  • What are the most popular routes from Chicago to Maine?

    While some choose either Chicago O'Hare Intl - Portland or Chicago Midway - Boston Logan Intl, Chicago O'Hare Intl - Boston Logan Intl is the most popular route from Chicago to Maine.

  • What are the most reliable airlines from Chicago to Maine?

    The top 3 most reliable airlines when flying from Chicago to Maine are Republic Airways (98%), United Airlines (94%) and Air New Zealand (94%).

  • What are the cheapest flights from Chicago to Maine?

    The cheapest flight price from Chicago to Maine is $186. On average you can expect to pay $407. The most popular route, (Chicago O'Hare Intl - Boston Logan Intl), can usually be booked for $107.

  • Can I find deals for flights from Chicago to Maine that include hotel bookings?

    Yes. In addition to deals on Chicago to Maine flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Maine?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Maine.

  • Can I find deals for business class flights from Chicago to Maine?

    Yes. Cheapflights offers flight deals from Chicago 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 Chicago to Maine?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Maine (average of $295). Flying from Chicago to Maine in April is currently the most expensive (average of $497). 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.

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Alternative routes for Chicago 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 Chicago to Maine

Discover the top 4 airlines that operate flights from Chicago 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 2,629,791 searches. Data last updated noviembre 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$92FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$184Average$361FlexibilityNo cancel feeOn-time71%
DeltaCheapest$196Average$340FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$217Average$468FlexibilityNo cancel feeOn-time69%
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