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Cheap flights from Chicago to Boston from $83

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 to Boston departing on 1/21. 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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0 bags

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Cheap round-trip flights

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Multiple Airlines Logo
7:21 pm - 9:15 am
ORD
-
MHT
12h 54m1 stop
Multiple Airlines Logo
11:23 am - 11:59 pm
MHT
-
ORD
13h 36m2 stops
$226Multiple Airlines
Fri, Jan 23 - Sun, Jan 25
American Airlines Logo
6:00 am - 11:35 am
ORD
-
MHT
4h 35m1 stop
American Airlines Logo
11:42 am - 6:34 pm
MHT
-
ORD
7h 52m1 stop
$293American Airlines
Tue, Jan 20 - Wed, Jan 28
Southwest Logo
9:50 am - 5:30 pm
MDW
-
MHT
6h 40m1 stop
Southwest Logo
5:00 am - 6:40 am
MHT
-
MDW
2h 40mnonstop
$311Southwest
Sat, Jan 10 - Mon, Jan 12
Southwest Logo
12:00 pm - 10:05 pm
MDW
-
MHT
9h 05m2 stops
Southwest Logo
5:00 am - 6:40 am
MHT
-
MDW
2h 40mnonstop
$316Southwest
Sat, Jan 10 - Mon, Jan 12
American Airlines Logo
8:01 am - 4:31 pm
ORD
-
MHT
7h 30m1 stop
American Airlines Logo
12:07 pm - 7:25 pm
MHT
-
ORD
8h 18m1 stop
$322American Airlines
Tue, Jan 13 - Sat, Jan 17
Southwest Logo
12:50 pm - 10:05 pm
MDW
-
MHT
8h 15m2 stops
Southwest Logo
9:20 am - 2:55 pm
MHT
-
MDW
6h 35m1 stop
$326Southwest
Sat, Jan 10 - Mon, Jan 12
Southwest Logo
1:45 pm - 10:05 pm
ORD
-
MHT
7h 20m2 stops
Southwest Logo
12:45 pm - 9:50 pm
MHT
-
ORD
10h 05m2 stops
$331Southwest
Sat, Jan 10 - Mon, Jan 12
Southwest Logo
2:40 pm - 10:05 pm
MDW
-
MHT
6h 25m2 stops
Southwest Logo
12:45 pm - 6:35 pm
MHT
-
MDW
6h 50m2 stops
$331Southwest
Sat, Jan 10 - Mon, Jan 12
United Airlines Logo
1:00 pm - 6:51 pm
ORD
-
MHT
4h 51m1 stop
United Airlines Logo
2:17 pm - 6:37 pm
MHT
-
ORD
5h 20m1 stop
$351United Airlines
Sat, Jan 10 - Mon, Jan 12
United Airlines Logo
1:00 pm - 6:51 pm
ORD
-
MHT
4h 51m1 stop
United Airlines Logo
7:26 pm - 11:39 pm
MHT
-
ORD
5h 13m1 stop
$363United Airlines
Tue, Feb 3 - Tue, Feb 10

American Airlines flights from Chicago to Manchester, New Hampshire

Our best American Airlines deals on Chicago to Manchester, New Hampshire flight tickets
American Airlines
Jan 20
ORD6:00 amChicago O'Hare Intl
4h 35m
1 stop
MHT11:35 amManchester
Jan 28
MHT11:42 amManchester
7h 52m
1 stop
ORD6:34 pmChicago O'Hare Intl
$293
Find similar
American Airlines
Jan 13
ORD8:01 amChicago O'Hare Intl
7h 30m
1 stop
MHT4:31 pmManchester
Jan 17
MHT12:07 pmManchester
8h 18m
1 stop
ORD7:25 pmChicago O'Hare Intl
$322
Find similar
American Airlines
Feb 13
ORD5:35 amChicago O'Hare Intl
5h 06m
1 stop
MHT11:41 amManchester
Feb 17
MHT5:15 amManchester
6h 42m
1 stop
ORD10:57 amChicago O'Hare Intl
$381
Find similar

Southwest flights from Chicago to Manchester, New Hampshire

Our best Southwest deals on Chicago to Manchester, New Hampshire flight tickets
Southwest
Jan 10
MDW9:50 amChicago Midway
6h 40m
1 stop
MHT5:30 pmManchester
Jan 12
MHT5:00 amManchester
2h 40m
MDW6:40 amChicago Midway
$311
Find similar
Southwest
Jan 10
MDW12:00 pmChicago Midway
9h 05m
2 stops
MHT10:05 pmManchester
Jan 12
MHT5:00 amManchester
2h 40m
MDW6:40 amChicago Midway
$316
Find similar
Southwest
Jan 10
MDW12:50 pmChicago Midway
8h 15m
2 stops
MHT10:05 pmManchester
Jan 12
MHT9:20 amManchester
6h 35m
1 stop
MDW2:55 pmChicago Midway
$326
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Manchester, New Hampshire 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 December 21, 2025.
Use the filters below to find and compare flights from Chicago to Manchester, New Hampshire that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

Fri 1/23

7:21 pm-9:15 am

1 stop12h 54m

Manchester

Sun 1/25

11:23 am-11:59 pm

2 stops13h 36m

$226

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

Tue 1/20

6:00 am-11:35 am

1 stop4h 35m

Manchester

Wed 1/28

11:42 am-6:34 pm

1 stop7h 52m

$293

ChicagoManchester

MDW - MHT

MDWMHT

Chicago Midway

Sat 1/10

9:50 am-5:30 pm

1 stop6h 40m

Manchester

Mon 1/12

5:00 am-6:40 am

Nonstop2h 40m

$311

ChicagoManchester

MDW - MHT

MDWMHT

Chicago Midway

Sat 1/10

12:00 pm-10:05 pm

2 stops9h 05m

Manchester

Mon 1/12

5:00 am-6:40 am

Nonstop2h 40m

$316

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

Tue 1/13

8:01 am-4:31 pm

1 stop7h 30m

Manchester

Sat 1/17

12:07 pm-7:25 pm

1 stop8h 18m

$322

ChicagoManchester

MDW - MHT

MDWMHT

Chicago Midway

Sat 1/10

12:50 pm-10:05 pm

2 stops8h 15m

Manchester

Mon 1/12

9:20 am-2:55 pm

1 stop6h 35m

$326

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

Sat 1/10

1:45 pm-10:05 pm

2 stops7h 20m

Manchester

Mon 1/12

12:45 pm-9:50 pm

2 stops10h 05m

$331

ChicagoManchester

MDW - MHT

MDWMHT

Chicago Midway

Sat 1/10

2:40 pm-10:05 pm

2 stops6h 25m

Manchester

Mon 1/12

12:45 pm-6:35 pm

2 stops6h 50m

$331

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

Sat 1/10

1:00 pm-6:51 pm

1 stop4h 51m

Manchester

Mon 1/12

2:17 pm-6:37 pm

1 stop5h 20m

$351

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

Tue 2/3

1:00 pm-6:51 pm

1 stop4h 51m

Manchester

Tue 2/10

7:26 pm-11:39 pm

1 stop5h 13m

$363

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 Boston from

How to get the cheapest flight ticket from Chicago to Manchester, New Hampshire

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 typical price of a round-trip flight between Chicago and Manchester, New Hampshire?

What is the cheapest month to fly to Manchester, New Hampshire?

If you aren’t able to travel during the month of September, then book flights to Manchester, New Hampshire from Chicago during April instead. Flights to Manchester, New Hampshire in April, while not as cheap as those in September, still average around $344.

What is the cheapest day to depart on your flight to Manchester, New Hampshire?

Our data shows that Wednesday is the least expensive day to fly to Manchester, New Hampshire. Tickets to fly out on this day can be as low as $327. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Manchester, New Hampshire on Sunday is $417.

What is the cheapest time of day to depart on your flight to Manchester, New Hampshire?

Our most recent data shows that the best time of day to fly to Manchester, New Hampshire is in the evening. Flights from Chicago to Manchester, New Hampshire during this time can be as low as $378. Flights at noon are often more expensive with an average ticket price of $397.

What is the cheapest Chicago to Manchester flight route?

Fly from Chicago Midway to Manchester for the best Chicago - Manchester flight prices

What cabin class options are available on Chicago to Manchester flights?

There are 2 cabin classes available to choose from on Chicago to Manchester 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 to Manchester, New Hampshire flights?

No. A direct flight is the cheapest option for a flight between Chicago to Manchester, New Hampshire.

When to book flights from Chicago to Manchester, New Hampshire

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Manchester, New Hampshire according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Manchester, New Hampshire (CHI to MHT) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Manchester, New Hampshire

Fastest flight time

2h 05m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sat

Airports in Manchester, New Hampshire

1 airport
The fastest flight from Chicago to Manchester, New Hampshire takes 2h 05m
Direct flights go from Chicago to Manchester, New Hampshire on Monday, Tuesday, Wednesday, Thursday, Friday and Saturday. The only airline offering direct flights is Southwest.
There is 1 airport in Manchester, New Hampshire. From Chicago there are direct flights to Manchester (MHT).
Search flight deals

  • How far is Chicago to Manchester by plane?

    Manchester is 826.5 mi away from Chicago. Flights usually cover this in 2h 05m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago to Manchester Airport?

    Prices for flights from Chicago to Manchester Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago to Manchester Airport?

  • How old do you have to be to fly from Chicago to Manchester Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Manchester Airport.

  • What documentation or ID do you need to fly to Manchester Airport?

    The required travel and health documents for your Manchester Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Manchester Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago to Manchester, New Hampshire?

  • What is the most popular airline from Chicago to Manchester, New Hampshire?

Best airlines flying from Chicago to Manchester, New Hampshire

Compare and see reviews for airlines that fly from Chicago to Manchester, New Hampshire with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $181Free CancellationRating
8.0
4,257 reviews
Search Southwest flights
American AirlinesPriceFrom $181Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights

  • Southwest Flights From Chicago to Manchester, New Hampshire

    Across 5 Southwest flights from Chicago to Manchester, New Hampshire this week, the average price was $387, with the best Southwest deals starting from $181 round-trip. 4,257 users have rated Southwest on momondo, with an average score of 8.0/10.

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Keene

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Manchester for you.

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

Flights from Chicago to Manchester with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo provides multiple filters to help you find the best flight to Manchester from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Price alerts on flights to Manchester from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Manchester, New Hampshire 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.
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