How long does it take to fly to Chicago O'Hare Intl Airport?

On average, it takes 2h 55m to fly from Maine to Chicago O'Hare Intl Airport if you fly out of Portland (the most popular airport in Maine) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago O'Hare Intl Airport). If you’re flying out of Bar Harbor and into Chicago O'Hare Intl Airport, then the flight time is around 6h 13m.

What airlines fly to Chicago O'Hare Intl Airport?

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Maine according to our data. United Airlines is the first choice among our users, with 60% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 3 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

How many flights depart from Maine to Chicago O'Hare Intl Airport on average per week?

The number of flights available between Maine and Chicago O'Hare Intl Airport is 321 per week as of October 2025. The most frequent departure day is Sun, with 27% of weekly flights leaving on this day.

How many flights depart from Maine to Chicago O'Hare Intl Airport on average per day?

As of October 2025, there are 45 flights per day flying from Maine to Chicago O'Hare Intl Airport. The most common time of day flights depart is 4:00PM, with 58% of flights taking off in the afternoon.

What is the cheapest airline that flies from Maine to Chicago O'Hare Intl?

Frontier, United Airlines, and American Airlines are the most popular carriers operating from Maine to Chicago O'Hare Intl

When did momondo last update prices for flights from Maine to Chicago O'Hare Intl Airport?

Prices for flights from Maine to Chicago O'Hare Intl Airport are refreshed on a daily basis.

How many operators does momondo search for flights from Maine to Chicago O'Hare Intl Airport?

As of October 2025, there are 7 operators available to choose from for flights from Maine to Chicago O'Hare Intl Airport.

How old do you have to be to fly from Maine to Chicago O'Hare Intl Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Maine to Chicago O'Hare Intl Airport.

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$61 Cheap Flights from Maine to Chicago O'Hare Intl Airport in 2025/26

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Find the cheapest flights from Maine to Chicago

Round-trip

One-way

Last minute

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Cheap round-trip flights

Enter your travel dates to find the best prices.

7:30 am - 9:33 amBOS-ORD

3h 03mnonstop

7:10 am - 10:36 amORD-BOS

2h 26mnonstop

$119Delta

Find Deal

Thu, Dec 4 - Sun, Dec 7

11:28 am - 10:24 pmBOS-ORD

11h 56m1 stop

2:26 pm - 9:27 amORD-BOS

18h 01m1 stop

$120Frontier

Find Deal

Thu, Dec 4 - Sat, Dec 6

3:40 pm - 9:52 pmBOS-ORD

7h 12m1 stop

8:38 pm - 12:06 amORD-BOS

2h 28mnonstop

$121JetBlue

Find Deal

Thu, Dec 4 - Mon, Dec 8

7:25 am - 9:25 amBOS-ORD

3h 00mnonstop

5:15 am - 8:30 amORD-BOS

2h 15mnonstop

$122United Airlines

Find Deal

Fri, Oct 31 - Sun, Nov 2

11:28 am - 5:27 pmBOS-ORD

6h 59m1 stop

10:24 am - 10:22 amORD-BOS

22h 58m1 stop

$124Frontier

Find Deal

Thu, Dec 4 - Sun, Dec 7

3:40 pm - 9:52 pmBOS-ORD

7h 12m1 stop

11:25 am - 2:49 pmORD-BOS

2h 24mnonstop

$125JetBlue

Find Deal

Wed, Dec 3 - Wed, Dec 10

6:23 pm - 8:23 pmBOS-ORD

3h 00mnonstop

6:15 am - 9:30 amORD-BOS

2h 15mnonstop

$126United Airlines

Find Deal

Fri, Nov 7 - Mon, Nov 10

1:42 pm - 3:46 pmBOS-ORD

3h 04mnonstop

6:05 am - 9:29 amORD-BOS

2h 24mnonstop

$128American Airlines

Find Deal

Tue, Nov 4 - Thu, Nov 6

5:22 pm - 7:36 pmBOS-ORD

3h 14mnonstop

7:46 pm - 11:19 pmORD-BOS

2h 33mnonstop

$131American Airlines

Find Deal

Sat, Nov 8 - Tue, Nov 11

5:05 am - 12:15 pmBOS-ORD

8h 10m1 stop

5:15 pm - 12:45 amORD-BOS

6h 30m1 stop

$147Southwest

Find Deal

Sat, Nov 22 - Wed, Nov 26

Delta flights from Maine to Chicago O'Hare Intl Airport

Our best Delta deals on Maine to Chicago O'Hare Intl Airport flight tickets

Delta

Dec 4

BOS7:30 amBoston Logan Intl

3h 03m

ORD9:33 amChicago O'Hare Intl

Dec 7

ORD7:10 amChicago O'Hare Intl

2h 26m

BOS10:36 amBoston Logan Intl

$119

Find similar

Delta

Nov 8

BOS4:10 pmBoston Logan Intl

2h 57m

ORD6:07 pmChicago O'Hare Intl

Nov 9

ORD7:10 amChicago O'Hare Intl

2h 26m

BOS10:36 amBoston Logan Intl

$137

Find similar

Delta

Nov 21

BOS7:30 amBoston Logan Intl

3h 04m

ORD9:34 amChicago O'Hare Intl

Nov 27

ORD10:35 amChicago O'Hare Intl

2h 28m

BOS2:03 pmBoston Logan Intl

$152

Find similar

Frontier flights from Maine to Chicago O'Hare Intl Airport

Our best Frontier deals on Maine to Chicago O'Hare Intl Airport flight tickets

Frontier

Dec 4

BOS11:28 amBoston Logan Intl

11h 56m

1 stop

ORD10:24 pmChicago O'Hare Intl

Dec 6

ORD2:26 pmChicago O'Hare Intl

18h 01m

1 stop

BOS9:27 amBoston Logan Intl

$120

Find similar

Frontier

Dec 4

BOS11:28 amBoston Logan Intl

6h 59m

1 stop

ORD5:27 pmChicago O'Hare Intl

Dec 7

ORD10:24 amChicago O'Hare Intl

22h 58m

1 stop

BOS10:22 amBoston Logan Intl

$124

Find similar

Frontier

Nov 24

BOS6:00 amBoston Logan Intl

19h 08m

1 stop

ORD12:08 amChicago O'Hare Intl

Dec 3

ORD4:01 pmChicago O'Hare Intl

17h 21m

1 stop

BOS10:22 amBoston Logan Intl

$144

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Maine to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

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

$119

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 12/4

11:28 am-10:24 pm

1 stop11h 56m

Chicago O'Hare Intl

Sat 12/6

2:26 pm-9:27 am

1 stop18h 01m

$120

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 12/4

3:40 pm-9:52 pm

1 stop7h 12m

Chicago O'Hare Intl

Mon 12/8

8:38 pm-12:06 am

Nonstop2h 28m

$121

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 10/31

7:25 am-9:25 am

Nonstop3h 00m

Chicago O'Hare Intl

Sun 11/2

5:15 am-8:30 am

Nonstop2h 15m

$122

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 12/4

11:28 am-5:27 pm

1 stop6h 59m

Chicago O'Hare Intl

Sun 12/7

10:24 am-10:22 am

1 stop22h 58m

$124

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

$125

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 11/7

6:23 pm-8:23 pm

Nonstop3h 00m

Chicago O'Hare Intl

Mon 11/10

6:15 am-9:30 am

Nonstop2h 15m

$126

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 11/4

1:42 pm-3:46 pm

Nonstop3h 04m

Chicago O'Hare Intl

Thu 11/6

6:05 am-9:29 am

Nonstop2h 24m

$128

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 11/8

5:22 pm-7:36 pm

Nonstop3h 14m

Chicago O'Hare Intl

Tue 11/11

7:46 pm-11:19 pm

Nonstop2h 33m

$131

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 11/22

5:05 am-12:15 pm

1 stop8h 10m

Chicago O'Hare Intl

Wed 11/26

5:15 pm-12:45 am

1 stop6h 30m

$147

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Maine to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Maine averaging around $297.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $437. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Maine because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $626.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Maine in the evening is the least expensive time of day to depart. momondo users have found prices as low as $218 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $491. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Maine to Chicago O'Hare Intl flight route?

Fly from Portland to Chicago O'Hare Intl for the best Maine - Chicago O'Hare Intl flight prices

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Maine when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $370 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Maine for as low as $228 on momondo.

What cabin class options are available on Maine to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Maine to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Maine to Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Maine to Chicago O'Hare Intl Airport.

Cheap Maine to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Maine to Chicago O'Hare Intl Airport

Best Price Found	$188
Fastest flight time	2h 49m
Direct flights	Every day

The best one-way flight to Chicago O'Hare Intl Airport from Maine in the past 72 hours is $188. The best round-trip flight deal from Maine to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $334.

The fastest flight from Maine to Chicago O'Hare Intl Airport takes 2h 49m

Direct flights go from Maine to Chicago O'Hare Intl Airport every day.

Search flight deals

When did momondo last update prices for flights from Maine to Chicago O'Hare Intl Airport?
Prices for flights from Maine to Chicago O'Hare Intl Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Maine to Chicago O'Hare Intl Airport?
As of October 2025, there are 7 operators available to choose from for flights from Maine to Chicago O'Hare Intl Airport.
How old do you have to be to fly from Maine to Chicago O'Hare Intl Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Maine to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Maine to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between Maine and Chicago O'Hare Intl Airport, the leading plane model is Embraer 175 (Enhanced Winglets), making up 20.61% of the total bookings. Other popular models include Embraer 175 with 17.81%, Canadair (Bombardier) Regional Jet 700 with 14.54%, and Boeing 737 MAX 8 with 10.30%.

Best airlines flying from Maine to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Maine to Chicago O'Hare Intl Airport with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $124	Free Cancellation	Rating 7.9 7,994 reviews	Search Delta flights
American Airlines	PriceFrom $204	Free Cancellation	Rating 7.2 11,035 reviews	Search American Airlines flights
United Airlines	PriceFrom $229	Free Cancellation	Rating 7.4 9,002 reviews	Search United Airlines flights

Lake Geneva

South Haven

Schaumburg

Rockford

Merrillville

Gurnee

Naperville

Rosemont

Kenosha

New Buffalo

Joliet

Oak Brook

Orland Park

Racine

Hammond

Tinley Park

Janesville

Elgin

Aurora

Benton Harbor

Why use momondo?

Why should I use momondo to find a flight deal from Maine to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Maine to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Maine to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Maine which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Maine to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Maine.

I’m not ready to book a flight from Maine to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Maine to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Chicago O'Hare Intl Airport trip

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Cheap flights from Maine to Chicago from $61

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Maine to Chicago departing on 11/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Delta flights from Maine to Chicago O'Hare Intl Airport

Our best Delta deals on Maine to Chicago O'Hare Intl Airport flight tickets

Frontier flights from Maine to Chicago O'Hare Intl Airport

Our best Frontier deals on Maine to Chicago O'Hare Intl Airport flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Maine to Chicago O'Hare Intl Airport that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Maine to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Maine averaging around $297.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest Maine to Chicago O'Hare Intl flight route?

Fly from Portland to Chicago O'Hare Intl for the best Maine - Chicago O'Hare Intl flight prices

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

What cabin class options are available on Maine to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Maine to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Maine to Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Maine to Chicago O'Hare Intl Airport.

What is the cheapest airline that flies from Maine to Chicago O'Hare Intl?

Frontier, United Airlines, and American Airlines are the most popular carriers operating from Maine to Chicago O'Hare Intl

What airlines fly to Chicago O'Hare Intl Airport?

How many flights depart from Maine to Chicago O'Hare Intl Airport on average per day?

As of October 2025, there are 45 flights per day flying from Maine to Chicago O'Hare Intl Airport. The most common time of day flights depart is 4:00PM, with 58% of flights taking off in the afternoon.

How many flights depart from Maine to Chicago O'Hare Intl Airport on average per week?

The number of flights available between Maine and Chicago O'Hare Intl Airport is 321 per week as of October 2025. The most frequent departure day is Sun, with 27% of weekly flights leaving on this day.

How long does it take to fly to Chicago O'Hare Intl Airport?

Cheap Maine to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Maine to Chicago O'Hare Intl Airport

Best Price Found

Fastest flight time

Direct flights

When did momondo last update prices for flights from Maine to Chicago O'Hare Intl Airport?

How many operators does momondo search for flights from Maine to Chicago O'Hare Intl Airport?

How old do you have to be to fly from Maine to Chicago O'Hare Intl Airport?

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

What is the most popular plane model from Maine to Chicago O'Hare Intl Airport?

Best airlines flying from Maine to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Maine to Chicago O'Hare Intl Airport with momondo

Traveling to a place near Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from Maine to Chicago?

Can I find flights from Maine to Chicago with flexible booking policies on momondo?

How can momondo help me find flights from Maine to Chicago?

I’m not ready to book a flight from Maine to Chicago right now. Can momondo alert me if prices change?

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Chicago

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo