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

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

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

As of August 2026, 444 flights take off from Chicago O'Hare Intl Airport and land in Maine each week. The most common flight departure day for this route is Fri, with 20% of weekly flights taking off on this day.

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

Prices for flights from Chicago O'Hare Intl Airport to Maine are updated daily.

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

There are 4 operators available for flights from Chicago O'Hare Intl Airport to Maine as of August 2026.

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Maine.

What documentation or ID do you need to fly to Maine?

The travel and health documents you'll need for your trip to Maine 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 Maine. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$94 Cheap Flights from Chicago O'Hare Intl Airport to Maine in 2026

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

The number of flights available between Chicago O'Hare Intl Airport and Maine is 63 per day as of August 2026. The most frequent departure time is 5:00PM, with 46% of daily flights leaving in the afternoon.

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago O'Hare Intl Airport to Maine

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:50 pm - 10:58 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

18h 08m1 stop Orlando

12:52 pm - 6:23 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

6h 31m1 stop Atlanta Hartsfield-Jackson

$183Frontier

Sat, Sep 19 - Tue, Sep 22

3:50 pm - 10:22 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

17h 32m1 stop Orlando

12:54 pm - 6:23 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

6h 29m1 stop Atlanta Hartsfield-Jackson

$183Frontier

Wed, Sep 9 - Sat, Sep 12

1:00 pm - 8:49 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

6h 49m1 stop New York John F Kennedy Intl

6:55 am - 8:46 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 51mnonstop

$197JetBlue

Fri, Oct 9 - Sun, Oct 11

1:00 pm - 8:49 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

6h 49m1 stop New York John F Kennedy Intl

6:55 am - 8:46 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 51mnonstop

$202JetBlue

Fri, Oct 9 - Sun, Oct 11

6:00 am - 9:35 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 35mnonstop

8:13 pm - 10:30 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

3h 17mnonstop

$217American Airlines

Thu, Dec 24 - Tue, Dec 29

7:13 pm - 10:45 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 32mnonstop

10:19 am - 12:29 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

3h 10mnonstop

$217American Airlines

Thu, Nov 12 - Mon, Nov 16

7:55 pm - 11:30 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 35mnonstop

6:00 am - 7:59 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 59mnonstop

$217United Airlines

Wed, Sep 23 - Mon, Sep 28

6:24 pm - 9:59 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 35mnonstop

9:10 am - 11:16 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

3h 06mnonstop

$217United Airlines

Mon, Dec 21 - Thu, Dec 31

7:30 pm - 11:09 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 39mnonstop

7:30 am - 9:24 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 54mnonstop

$217Delta

Tue, Sep 22 - Thu, Sep 24

4:35 pm - 8:20 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 45mnonstop

8:50 pm - 10:32 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 42mnonstop

$217Delta

Sat, Sep 12 - Mon, Sep 14

Cheap last minute flights

Enter your travel dates to find the best prices.

7:44 pm - 9:09 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

12h 25m1 stop Orlando

12:45 pm - 8:08 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

8h 23m1 stop Atlanta Hartsfield-Jackson

$207Frontier

Thu, Aug 27 - Tue, Sep 1

7:44 pm - 9:09 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

12h 25m1 stop Orlando

12:45 pm - 8:08 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

8h 23m1 stop Atlanta Hartsfield-Jackson

$207Frontier

Thu, Aug 27 - Tue, Sep 1

8:20 pm - 11:51 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 31mnonstop

8:15 am - 10:11 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 56mnonstop

$282JetBlue

Thu, Aug 27 - Wed, Sep 2

11:01 am - 2:28 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 27mnonstop

7:00 am - 8:48 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 48mnonstop

$283JetBlue

Wed, Aug 26 - Tue, Sep 22

7:55 am - 11:24 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 29mnonstop

8:50 pm - 10:44 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 54mnonstop

$286Delta

Sun, Aug 23 - Mon, Aug 31

10:30 am - 1:59 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 29mnonstop

8:50 pm - 10:44 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 54mnonstop

$286Delta

Tue, Aug 25 - Mon, Aug 31

8:30 pm - 11:59 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 29mnonstop

4:29 pm - 6:42 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

3h 13mnonstop

$296American Airlines

Wed, Aug 26 - Wed, Sep 9

6:15 am - 9:36 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 21mnonstop

8:31 pm - 10:30 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 59mnonstop

$317United Airlines

Thu, Aug 27 - Thu, Aug 27

6:15 am - 9:36 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 21mnonstop

7:05 am - 9:04 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 59mnonstop

$317United Airlines

Sun, Aug 23 - Mon, Aug 24

1:10 pm - 5:00 pmORD Chicago O'Hare Intl-BGR Bangor

2h 50mnonstop

6:05 pm - 11:15 pmBGR Bangor-ORD Chicago O'Hare Intl

6h 10m1 stop New York LaGuardia

$336American Airlines

Tue, Aug 25 - Wed, Sep 9

Cheap direct flights

Enter your travel dates to find the best prices.

8:24 pm - 12:23 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 59mnonstop

6:55 am - 8:49 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 54mnonstop

$214JetBlue

Mon, Oct 5 - Tue, Oct 6

7:30 pm - 11:00 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 30mnonstop

8:50 pm - 10:32 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 42mnonstop

$214JetBlue

Wed, Sep 2 - Wed, Sep 9

8:24 pm - 12:09 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 45mnonstop

7:00 am - 8:48 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 48mnonstop

$214JetBlue

Thu, Oct 1 - Sat, Oct 3

6:00 am - 9:35 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 35mnonstop

8:13 pm - 10:30 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

3h 17mnonstop

$217American Airlines

Thu, Dec 24 - Tue, Dec 29

7:13 pm - 10:45 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 32mnonstop

10:19 am - 12:29 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

3h 10mnonstop

$217American Airlines

Thu, Nov 12 - Mon, Nov 16

7:55 pm - 11:30 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 35mnonstop

6:00 am - 7:59 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 59mnonstop

$217United Airlines

Wed, Sep 23 - Mon, Sep 28

6:24 pm - 9:59 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 35mnonstop

9:10 am - 11:16 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

3h 06mnonstop

$217United Airlines

Mon, Dec 21 - Thu, Dec 31

7:30 pm - 11:09 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 39mnonstop

7:30 am - 9:24 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 54mnonstop

$217Delta

Tue, Sep 22 - Thu, Sep 24

4:35 pm - 8:20 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 45mnonstop

8:50 pm - 10:32 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 42mnonstop

$217Delta

Sat, Sep 12 - Mon, Sep 14

9:07 am - 12:50 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 43mnonstop

6:00 am - 7:59 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 59mnonstop

$217United Airlines

Mon, Sep 21 - Mon, Sep 28

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JetBlue flights from Chicago O'Hare Intl Airport to Maine

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

JetBlue

Oct 1

ORD10:59 amChicago O'Hare Intl

5h 22m

1 stop

BOS5:21 pmBoston Logan Intl

Oct 7

BOS5:00 pmBoston Logan Intl

3h 03m

ORD7:03 pmChicago O'Hare Intl

$205

JetBlue

Sep 2

ORD7:30 pmChicago O'Hare Intl

2h 30m

BOS11:00 pmBoston Logan Intl

Sep 9

BOS8:50 pmBoston Logan Intl

2h 42m

ORD10:32 pmChicago O'Hare Intl

$214

JetBlue

Oct 2

ORD8:24 pmChicago O'Hare Intl

2h 45m

BOS12:09 amBoston Logan Intl

Oct 5

BOS6:50 amBoston Logan Intl

2h 52m

ORD8:42 amChicago O'Hare Intl

$224

Frontier flights from Chicago O'Hare Intl Airport to Maine

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

Frontier

Sep 9

ORD3:50 pmChicago O'Hare Intl

17h 32m

1 stop

BOS10:22 amBoston Logan Intl

Sep 12

BOS12:54 pmBoston Logan Intl

6h 29m

1 stop

ORD6:23 pmChicago O'Hare Intl

$183

Frontier

Sep 2

ORD7:44 pmChicago O'Hare Intl

12h 25m

1 stop

BOS9:09 amBoston Logan Intl

Sep 6

BOS12:45 pmBoston Logan Intl

8h 19m

1 stop

ORD8:04 pmChicago O'Hare Intl

$186

Frontier

Sep 16

ORD3:50 pmChicago O'Hare Intl

17h 32m

1 stop

BOS10:22 amBoston Logan Intl

Sep 19

BOS12:54 pmBoston Logan Intl

6h 29m

1 stop

ORD6:23 pmChicago O'Hare Intl

$187

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Sat 9/19

3:50 pm-10:58 am

1 stop18h 08m

Boston Logan Intl

Tue 9/22

12:52 pm-6:23 pm

1 stop6h 31m

$183

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Wed 9/9

3:50 pm-10:22 am

1 stop17h 32m

Boston Logan Intl

Sat 9/12

12:54 pm-6:23 pm

1 stop6h 29m

$183

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Fri 10/9

1:00 pm-8:49 pm

1 stop6h 49m

Boston Logan Intl

Sun 10/11

6:55 am-8:46 am

Nonstop2h 51m

$197

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Fri 10/9

1:00 pm-8:49 pm

1 stop6h 49m

Boston Logan Intl

Sun 10/11

6:55 am-8:46 am

Nonstop2h 51m

$202

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Thu 12/24

6:00 am-9:35 am

Nonstop2h 35m

Boston Logan Intl

Tue 12/29

8:13 pm-10:30 pm

Nonstop3h 17m

$217

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Thu 11/12

7:13 pm-10:45 pm

Nonstop2h 32m

Boston Logan Intl

Mon 11/16

10:19 am-12:29 pm

Nonstop3h 10m

$217

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Wed 9/23

7:55 pm-11:30 pm

Nonstop2h 35m

Boston Logan Intl

Mon 9/28

6:00 am-7:59 am

Nonstop2h 59m

$217

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Mon 12/21

6:24 pm-9:59 pm

Nonstop2h 35m

Boston Logan Intl

Thu 12/31

9:10 am-11:16 am

Nonstop3h 06m

$217

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Tue 9/22

7:30 pm-11:09 pm

Nonstop2h 39m

Boston Logan Intl

Thu 9/24

7:30 am-9:24 am

Nonstop2h 54m

$217

Quickest round-trip

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Sat 9/12

4:35 pm-8:20 pm

Nonstop2h 45m

Boston Logan Intl

Mon 9/14

8:50 pm-10:32 pm

Nonstop2h 42m

$217

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 Chicago O'Hare Intl Airport to Maine

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 Maine?

The cheapest month to fly to Maine from Chicago O'Hare Intl Airport is in March. Flight prices, which tend to average around $309, are often lower during this time because this is during the off-season. If you aren’t able to travel to Maine during the month of March, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $341.

What is the cheapest day to depart on your flight to Maine?

The cheapest day to depart from Chicago O'Hare Intl Airport to Maine is on a Saturday. Travelers who choose to depart for Maine on a Saturday will often find tickets for as low as $337. Flights from Chicago O'Hare Intl Airport to Maine on a Sunday will generally be more expensive and average around $447. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Maine?

The cheapest time of day to fly to Maine is at noon when flights can be purchased for as low as $309. Flights in the afternoon are often more expensive with an average ticket price of $388.

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

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

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

You are more likely to see cheaper flights to Maine from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Maine for around $376 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Maine from Chicago O'Hare Intl Airport for as low as $284 on momondo.

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

There are 4 cabin classes available to choose from on Chicago O'Hare Intl Airport to Maine 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 Chicago O'Hare Intl Airport to Maine flights?

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

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

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

Best Price Found	$94
Fastest flight time	2h 19m
Direct flights	Every day
Airports in Maine	49 airports

The best one-way flight to Maine from Chicago O'Hare Intl Airport in the past 72 hours is $94. The best round-trip flight deal from Chicago O'Hare Intl Airport to Maine found on momondo in the last 72 hours is $183.

The fastest flight from Chicago O'Hare Intl Airport to Maine takes 2h 19m

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

There are 49 airports in Maine. From Chicago O'Hare Intl Airport there are direct flights to Portland (PWM), Boston Logan Intl (BOS).

Search flight deals

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Maine

When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Maine?
Prices for flights from Chicago O'Hare Intl Airport to Maine are updated daily.
How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Maine?
There are 4 operators available for flights from Chicago O'Hare Intl Airport to Maine as of August 2026.
How old do you have to be to fly from Chicago O'Hare Intl Airport to Maine?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Maine.
What documentation or ID do you need to fly to Maine?
The travel and health documents you'll need for your trip to Maine 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 Maine. 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 Chicago O'Hare Intl Airport to Maine?
momondo data reveals that the most frequently booked plane model on the route from Chicago O'Hare Intl Airport to Maine is Embraer 175, representing 29.44% of all bookings. The subsequent popular models are Embraer 175 (Enhanced Winglets) at 23.16%, Boeing 737 MAX 8 at 18.07%, and Airbus A319 at 11.19%.

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

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

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $229	Free Cancellation	Rating 7.4 10,110 reviews		Search United Airlines flights
American Airlines	PriceFrom $229	Free Cancellation	Rating 7.1 11,990 reviews		Search American Airlines flights

Why use momondo?

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

It is quick and easy to find Chicago to Maine flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Maine that suits you.

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

All flight searches from Chicago to Maine on momondo can be filtered to show those which offer flexible booking policies.

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

momondo helps you find the best flight between Chicago and Maine by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for Chicago to Maine flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.