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Cheap flights from Chicago O'Hare Intl Airport to Maine from $44

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Maine departing on 9/4. 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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Find the cheapest flights from Chicago O'Hare Intl Airport to Maine

Cheap round-trip flights

JetBlue Logo
9:51 am - 1:20 pmORD-BOS
2h 29mnonstop
JetBlue Logo
4:40 pm - 6:55 pmBOS-ORD
3h 15mnonstop
$86JetBlue
Find Deal
lun., sep. 15 - lun., sep. 15
Southwest Logo
1:50 pm - 9:10 pmORD-BOS
6h 20m1 stop
Southwest Logo
8:15 am - 11:50 amBOS-ORD
4h 35m1 stop
$87Southwest
Find Deal
mié., oct. 29 - sáb., nov. 1
American Airlines Logo
5:36 pm - 9:00 pmORD-BOS
2h 24mnonstop
American Airlines Logo
5:00 am - 6:51 amBOS-ORD
2h 51mnonstop
$92American Airlines
Find Deal
sáb., sep. 6 - lun., sep. 8
United Airlines Logo
6:30 am - 9:56 amORD-BOS
2h 26mnonstop
United Airlines Logo
8:27 pm - 10:15 pmBOS-ORD
2h 48mnonstop
$99United Airlines
Find Deal
vie., sep. 19 - dom., sep. 21
American Airlines Logo
7:10 pm - 10:40 pmORD-BOS
2h 30mnonstop
American Airlines Logo
5:00 am - 6:51 amBOS-ORD
2h 51mnonstop
$100American Airlines
Find Deal
vie., sep. 19 - vie., sep. 26
United Airlines Logo
9:15 pm - 12:45 amORD-BOS
2h 30mnonstop
United Airlines Logo
7:45 am - 9:41 amBOS-ORD
2h 56mnonstop
$111United Airlines
Find Deal
vie., sep. 12 - lun., sep. 15
Spirit Airlines Logo
8:12 pm - 11:18 amORD-BOS
14h 06m1 stop
Spirit Airlines Logo
12:20 pm - 9:58 pmBOS-ORD
10h 38m1 stop
$112Spirit Airlines
Find Deal
mar., sep. 2 - mar., sep. 9
Delta Logo
7:00 am - 10:29 amORD-BOS
2h 29mnonstop
Delta Logo
7:55 pm - 9:56 pmBOS-ORD
3h 01mnonstop
$117Delta
Find Deal
mar., ago. 26 - mar., sep. 2
Spirit Airlines Logo
11:36 am - 11:49 pmORD-BOS
11h 13m1 stop
Spirit Airlines Logo
3:00 pm - 10:48 pmBOS-ORD
8h 48m1 stop
$125Spirit Airlines
Find Deal
mié., sep. 3 - mié., sep. 10
Delta Logo
7:00 am - 10:29 amORD-BOS
2h 29mnonstop
Delta Logo
11:34 am - 1:25 pmBOS-ORD
2h 51mnonstop
$127Delta
Find Deal
mié., ago. 27 - dom., ago. 31

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
Sep 15
ORD9:51 amChicago O'Hare Intl
2h 29m
BOS1:20 pmBoston Logan Intl
Sep 15
BOS4:40 pmBoston Logan Intl
3h 15m
ORD6:55 pmChicago O'Hare Intl
$86
Find similar
JetBlue
Sep 6
ORD9:51 amChicago O'Hare Intl
2h 29m
BOS1:20 pmBoston Logan Intl
Sep 8
BOS7:00 amBoston Logan Intl
2h 56m
ORD8:56 amChicago O'Hare Intl
$88
Find similar
JetBlue
Jan 24
ORD9:50 amChicago O'Hare Intl
2h 26m
BOS1:16 pmBoston Logan Intl
Jan 26
BOS7:10 amBoston Logan Intl
2h 54m
ORD9:04 amChicago O'Hare Intl
$90
Find similar

American Airlines flights from Chicago O'Hare Intl Airport to Maine

Our best American Airlines deals on Chicago O'Hare Intl Airport to Maine flight tickets
American Airlines
Sep 6
ORD5:36 pmChicago O'Hare Intl
2h 24m
BOS9:00 pmBoston Logan Intl
Sep 8
BOS5:00 amBoston Logan Intl
2h 51m
ORD6:51 amChicago O'Hare Intl
$92
Find similar
American Airlines
Sep 19
ORD7:10 pmChicago O'Hare Intl
2h 30m
BOS10:40 pmBoston Logan Intl
Sep 26
BOS5:00 amBoston Logan Intl
2h 51m
ORD6:51 amChicago O'Hare Intl
$100
Find similar
American Airlines
Nov 17
ORD3:08 pmChicago O'Hare Intl
2h 21m
BOS6:29 pmBoston Logan Intl
Nov 22
BOS7:00 amBoston Logan Intl
3h 24m
ORD9:24 amChicago O'Hare Intl
$114
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport 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, momondo users made 832,500 searches. Data last updated agosto 6, 2025.
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

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

lun. 9/15

9:51 am-1:20 pm

Nonstop2h 29m

Boston Logan Intl

lun. 9/15

4:40 pm-6:55 pm

Nonstop3h 15m

$86

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mié. 10/29

1:50 pm-9:10 pm

1 stop6h 20m

Boston Logan Intl

sáb. 11/1

8:15 am-11:50 am

1 stop4h 35m

$87

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

sáb. 9/6

5:36 pm-9:00 pm

Nonstop2h 24m

Boston Logan Intl

lun. 9/8

5:00 am-6:51 am

Nonstop2h 51m

$92

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

vie. 9/19

6:30 am-9:56 am

Nonstop2h 26m

Boston Logan Intl

dom. 9/21

8:27 pm-10:15 pm

Nonstop2h 48m

$99

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

vie. 9/19

7:10 pm-10:40 pm

Nonstop2h 30m

Boston Logan Intl

vie. 9/26

5:00 am-6:51 am

Nonstop2h 51m

$100

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

vie. 9/12

9:15 pm-12:45 am

Nonstop2h 30m

Boston Logan Intl

lun. 9/15

7:45 am-9:41 am

Nonstop2h 56m

$111

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mar. 9/2

8:12 pm-11:18 am

1 stop14h 06m

Boston Logan Intl

mar. 9/9

12:20 pm-9:58 pm

1 stop10h 38m

$112

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mar. 8/26

7:00 am-10:29 am

Nonstop2h 29m

Boston Logan Intl

mar. 9/2

7:55 pm-9:56 pm

Nonstop3h 01m

$117

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mié. 9/3

11:36 am-11:49 pm

1 stop11h 13m

Boston Logan Intl

mié. 9/10

3:00 pm-10:48 pm

1 stop8h 48m

$125

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mié. 8/27

7:00 am-10:29 am

Nonstop2h 29m

Boston Logan Intl

dom. 8/31

11:34 am-1:25 pm

Nonstop2h 51m

$127

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Maine from

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

What is the cheapest month to fly to Maine?

The cheapest month to fly to Maine from Chicago O'Hare Intl Airport is in August. Flight prices, which tend to average around $317, 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 August, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $317.

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 Tuesday. Travelers who choose to depart for Maine on a Tuesday will often find tickets for as low as $337. Flights from Chicago O'Hare Intl Airport to Maine on a Friday will generally be more expensive and average around $404. 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 in the evening when flights can be purchased for as low as $303. Flights in the morning are often more expensive with an average ticket price of $375.

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 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 $394 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 $282 on momondo.

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

There are 4 cabin classes available to choose from on Chicago O'Hare Intl 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

$44

Fastest flight time

2h 15m

Direct flights

Every day

Airports in Maine

3 airports
The best one-way flight to Maine from Chicago O'Hare Intl Airport in the past 72 hours is $44. The best round-trip flight deal from Chicago O'Hare Intl Airport to Maine found on momondo in the last 72 hours is $86.
The fastest flight from Chicago O'Hare Intl Airport to Maine takes 2h 15m
Direct flights go from Chicago O'Hare Intl Airport to Maine every day.
There are 3 airports near Maine: Boston Logan Intl (BOS), Portland (PWM), Bangor (BGR)
Search flight deals

  • 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?

  • 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?

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
DeltaPriceFrom $163Free CancellationRating
8.0
7,985 reviews
Search Delta flights
United AirlinesPriceFrom $215Free CancellationRating
7.4
8,917 reviews
Search United Airlines flights
American AirlinesPriceFrom $219Free CancellationRating
7.2
10,000 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.

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