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O'Hare Intl

$61+ Cheap flights from Maine to O'Hare Intl (ORD)

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
Dec 2 — Dec 91
Tue 12/2
Tue 12/9
1 adult, Economy
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Find flight deals from Maine to O'Hare Intl

Cheapest flights from Maine to O'Hare Intl
Explore the most affordable flight options available from Maine to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 2, 2025.

This Delta deal was found by Cheapflights users on 11/2. 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 11/2$118
This JetBlue deal was found by Cheapflights users on 11/2. 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 11/225:35 pmBOS - ORD
Nonstop3h 15mJetBlue
Thu 12/411:25 amORD - BOS
Nonstop2h 24mJetBlue
Deal found 11/2$122
This Rumbo deal was found by Cheapflights users on 11/2. 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 Rumbo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/113:55 pmBOS - ORD
Nonstop3h 00mJetBlue
Sat 11/1510:00 amORD - BOS
Nonstop2h 20mJetBlue
Deal found 11/2$123
This Frontier deal was found by Cheapflights users on 10/31. 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 stop11h 56mFrontier
Sun 12/76:00 amORD - BOS
1 stop5h 02mFrontier
Deal found 10/31$124
This Priceline deal was found by Cheapflights users on 11/2. 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.
Wed 12/1010:56 amBOS - ORD
1 stop11h 52mMultiple Airlines
Sun 12/146:00 amORD - BOS
1 stop5h 02mMultiple Airlines
Deal found 11/2$126
This United Airlines deal was found by Cheapflights users on 10/31. 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 11/104:15 pmBOS - ORD
Nonstop2h 55mUnited Airlines
Wed 11/127:15 amORD - BOS
Nonstop2h 19mUnited Airlines
Deal found 10/31$127
This JetBlue deal was found by Cheapflights users on 11/1. 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 11/188:30 amBOS - ORD
Nonstop3h 05mJetBlue
Wed 11/1911:20 amORD - BOS
Nonstop2h 24mJetBlue
Deal found 11/1$130
This Trip.com deal was found by Cheapflights users on 10/31. 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.
Wed 12/103:40 pmBOS - ORD
1 stop7h 12mJetBlue
Sat 12/1311:25 amORD - BOS
Nonstop2h 24mJetBlue
Deal found 10/31$131
This Kiwi.com deal was found by Cheapflights users on 10/31. 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.
Fri 12/511:19 amBOS - ORD
1 stop25h 35mMultiple Airlines
Sat 12/63:26 pmORD - BOS
1 stop7h 30mMultiple Airlines
Deal found 10/31$132
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 12/47:59 pmBGR - ORD
1 stop16h 06mMultiple Airlines
Sun 12/71:34 pmORD - BGR
1 stop27h 36mMultiple Airlines
Deal found 10/31$230
This Delta deal was found by Cheapflights users on 10/31. 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.
Wed 12/36:00 amPWM - ORD
2 stops11h 42mDelta
Sun 12/76:45 amORD - PWM
1 stop4h 28mDelta
Deal found 10/31$245
This United Airlines deal was found by Cheapflights users on 11/1. 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 12/254:10 pmPWM - ORD
Nonstop3h 14mUnited Airlines
Wed 12/313:53 pmORD - PWM
1 stop6h 29mUnited Airlines
Deal found 11/1$247

Cheap flight deals from Maine to O'Hare Intl

Keep the following information in mind while searching for Maine to O'Hare Intl flight deals. Data was last updated November 2, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$118
(Delta)

One-way from

$61
(Frontier)

Popular in

December

Cheapest in

September

Average price

$447

Good round-trip deal

$337 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.
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From Maine to Chicago O'Hare Intl
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One-way flight from Maine to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($53 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 November 2025
Search Deals
Price to beat on a round-trip flight from Maine to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Maine to Chicago O'Hare Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maine to O'Hare Intl 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 November 2, 2025.
Use the filters below to find and compare flights from Maine to Chicago O'Hare Intl Airport that are best for you.

Fly from

Maine

Fly to

O'Hare Intl

Route

Depart

Return

Price

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 12/14

6:00 am-8:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Thu 12/18

7:45 am-11:07 am

Nonstop2h 22m

$124

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 11/12

4:15 pm-6:10 pm

Nonstop2h 55m

Chicago O'Hare Intl

Sat 11/15

7:15 am-10:34 am

Nonstop2h 19m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 12/3

3:40 pm-9:52 pm

1 stop7h 12m

Chicago O'Hare Intl

Thu 12/4

8:38 pm-12:06 am

Nonstop2h 28m

$135

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 1/9

7:54 pm-10:00 pm

Nonstop3h 06m

Chicago O'Hare Intl

Mon 1/12

5:00 pm-8:21 pm

Nonstop2h 21m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 1/31

5:15 pm-7:26 pm

Nonstop3h 11m

Chicago O'Hare Intl

Tue 2/3

6:59 pm-10:31 pm

Nonstop2h 32m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 12/16

6:00 am-8:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Sun 12/21

9:12 pm-12:45 am

Nonstop2h 33m

$138

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 12/9

9:40 am-11:40 am

Nonstop3h 00m

Chicago O'Hare Intl

Mon 12/22

9:12 pm-12:45 am

Nonstop2h 33m

$140

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 12/2

3:40 pm-9:52 pm

1 stop7h 12m

Chicago O'Hare Intl

Fri 12/5

8:38 pm-12:06 am

Nonstop2h 28m

$143

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 12/15

4:05 pm-6:02 pm

Nonstop2h 57m

Chicago O'Hare Intl

Sat 1/3

7:05 am-10:36 am

Nonstop2h 31m

$147

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 12/2

7:52 pm-9:47 pm

Nonstop2h 55m

Chicago O'Hare Intl

Tue 12/9

10:35 am-1:59 pm

Nonstop2h 24m

$147

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 59 results
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Best time to book a flight from Maine to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl 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 Chicago O'Hare Intl Airport

What is the cheapest month to book a flight from Maine to Chicago O'Hare Intl Airport?

Currently, May is the cheapest month in which you can book a flight from Maine to Chicago O'Hare Intl Airport (average of $182). Flying from Maine to Chicago O'Hare Intl Airport 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 ORD?

Find hourly flight availability from Maine to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 2, 2025.

A simple way to save on the total cost of your ticket is to fly from Maine to Chicago O'Hare Intl Airport in the evening. If you’re flexible enough to do this you can expect to save up to 64% on your trip compared to booking a flight in the morning.

What is the cheapest day to fly from Maine to Chicago O'Hare Intl Airport?

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

Travelers seeking maximum savings on their Maine to Chicago O'Hare Intl Airport 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.

Weekly flight availability from Maine to Chicago O'Hare Intl Airport

Explore weekly flight availability from Maine to O'Hare Intl. 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 November 2, 2025.

The most flights from USME to ORD are scheduled on a Sunday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

Related info for your journey

Find useful and relevant information for your journey from Maine to O'Hare Intl. 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 Chicago O'Hare Intl Airport?

    For as low as $124, United Airlines can have you in Chicago O'Hare Intl Airport from Maine in 3h. Maine and Chicago O'Hare Intl Airport are separated by a distance of 864 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Maine to Chicago O'Hare Intl Airport one-way?

    $64 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on JetBlue and Delta, with prices starting from $66 and $115, respectively.

  • What are the most popular routes from Maine to Chicago O'Hare Intl Airport?

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

  • What are the most reliable airlines from Maine to Chicago O'Hare Intl Airport?

    No one likes to see their flight delayed. When booking a flight from Maine to Chicago O'Hare Intl Airport consider choosing Republic Airways (91%), United Airlines (80%) or Air New Zealand (71%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Maine to Chicago O'Hare Intl Airport?

    On average you can expect to pay $1,077 for a flight from Maine to Chicago O'Hare Intl Airport. The cheapest flight overall is $137 while the most popular route, (Boston Logan Intl - Chicago O'Hare Intl) is currently priced at $114.

  • Can I find deals for flights from Maine to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Maine to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Maine to O'Hare Intl?

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

  • Can I find deals for business class flights from Maine to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Maine to O'Hare Intl 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 Chicago O'Hare Intl Airport?

    Currently, May is the cheapest month in which you can book a flight from Maine to Chicago O'Hare Intl Airport (average of $182). Flying from Maine to Chicago O'Hare Intl Airport 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

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Skokie
Des Plaines
Gurnee
Hoffman Estates
Beloit
Elgin
Oak Brook
Elk Grove Village
Naperville
Racine
Downers Grove
Rockford
Orland Park
Merrillville
Bridgeview
Warrenville
Waukegan
Aurora

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Maine to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
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Baltimore to Midway flights
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Philadelphia to Midway flights
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Seattle to Midway flights
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Top 3 airlines flying from Maine to O'Hare Intl

Discover the top 3 airlines that operate flights from Maine to O'Hare Intl. 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 November 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$124Average$377FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$203Average$329FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$229Average$379FlexibilityNo cancel feeOn-time69%

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