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Cheap flights from Chicago to Boston from $124

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 3/3. 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

Enter your travel dates to find the best prices.
American Airlines Logo
7:06 pm - 10:39 pm
ORD
-
MHT
2h 33mnonstop
American Airlines Logo
7:03 am - 8:58 am
MHT
-
ORD
2h 55mnonstop
$277American Airlines
Tue, Apr 7 - Tue, Apr 14
Southwest Logo
5:55 pm - 9:05 pm
MDW
-
MHT
2h 10mnonstop
Southwest Logo
7:30 am - 9:00 am
MHT
-
MDW
2h 30mnonstop
$277Southwest
Tue, Apr 7 - Tue, Apr 14
Southwest Logo
5:55 pm - 9:05 pm
MDW
-
MHT
2h 10mnonstop
Southwest Logo
12:45 pm - 4:15 pm
MHT
-
MDW
4h 30m
1 stop
$283Southwest
Tue, Apr 7 - Tue, Apr 14
American Airlines Logo
8:16 am - 4:56 pm
ORD
-
MHT
7h 40m
1 stop
American Airlines Logo
5:52 pm - 7:54 pm
MHT
-
ORD
3h 02mnonstop
$287American Airlines
Tue, Apr 7 - Tue, Apr 14
Southwest Logo
5:55 pm - 9:05 pm
MDW
-
MHT
2h 10mnonstop
Southwest Logo
5:35 am - 1:30 pm
MHT
-
MDW
8h 55m
2 stops
$292Southwest
Tue, Apr 7 - Tue, Apr 14
United Airlines Logo
10:00 am - 6:56 pm
ORD
-
MHT
7h 56m
1 stop
United Airlines Logo
2:30 pm - 9:39 pm
MHT
-
ORD
8h 09m
1 stop
$297United Airlines
Tue, Apr 7 - Tue, Apr 14
Southwest Logo
8:05 am - 5:10 pm
MDW
-
MHT
8h 05m
2 stops
Southwest Logo
12:45 pm - 4:15 pm
MHT
-
MDW
4h 30m
1 stop
$298Southwest
Tue, Apr 7 - Tue, Apr 14
Southwest Logo
1:35 pm - 9:45 pm
ORD
-
MHT
7h 10m
1 stop
Southwest Logo
5:35 am - 4:05 pm
MHT
-
ORD
11h 30m
2 stops
$302Southwest
Tue, Apr 7 - Tue, Apr 14
Southwest Logo
7:50 am - 5:10 pm
MDW
-
MHT
8h 20m
2 stops
Southwest Logo
12:45 pm - 7:45 pm
MHT
-
MDW
8h 00m
2 stops
$307Southwest
Tue, Apr 7 - Tue, Apr 14
American Airlines Logo
8:10 am - 11:43 am
ORD
-
MHT
2h 33mnonstop
American Airlines Logo
1:58 pm - 7:22 pm
MHT
-
ORD
6h 24m
1 stop
$314American Airlines
Wed, Apr 29 - Sat, May 2

United Airlines flights from Chicago to Manchester, New Hampshire

Our best United Airlines deals on Chicago to Manchester, New Hampshire flight tickets
United Airlines
Apr 7
ORD10:00 amChicago O'Hare Intl
7h 56m
1 stop
MHT6:56 pmManchester
Apr 14
MHT2:30 pmManchester
8h 09m
1 stop
ORD9:39 pmChicago O'Hare Intl
$297
United Airlines
Apr 27
ORD1:00 pmChicago O'Hare Intl
4h 56m
1 stop
MHT6:56 pmManchester
May 1
MHT7:31 pmManchester
21h 59m
1 stop
ORD4:30 pmChicago O'Hare Intl
$395
United Airlines
Apr 27
ORD1:00 pmChicago O'Hare Intl
4h 56m
1 stop
MHT6:56 pmManchester
May 1
MHT7:31 pmManchester
20h 24m
2 stops
ORD2:55 pmChicago O'Hare Intl
$446

Southwest flights from Chicago to Manchester, New Hampshire

Our best Southwest deals on Chicago to Manchester, New Hampshire flight tickets
Southwest
Apr 7
MDW5:55 pmChicago Midway
2h 10m
MHT9:05 pmManchester
Apr 14
MHT7:30 amManchester
2h 30m
MDW9:00 amChicago Midway
$277
Southwest
Apr 7
MDW5:55 pmChicago Midway
2h 10m
MHT9:05 pmManchester
Apr 14
MHT12:45 pmManchester
4h 30m
1 stop
MDW4:15 pmChicago Midway
$283
Southwest
Apr 7
MDW5:55 pmChicago Midway
2h 10m
MHT9:05 pmManchester
Apr 14
MHT5:35 amManchester
8h 55m
2 stops
MDW1:30 pmChicago Midway
$292

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 February 2, 2026.
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

Tue 4/7

7:06 pm-10:39 pm

Nonstop2h 33m

Manchester

Tue 4/14

7:03 am-8:58 am

Nonstop2h 55m

$277

ChicagoManchester

MDW - MHT

MDWMHT

Chicago Midway

Tue 4/7

5:55 pm-9:05 pm

Nonstop2h 10m

Manchester

Tue 4/14

7:30 am-9:00 am

Nonstop2h 30m

$277

ChicagoManchester

MDW - MHT

MDWMHT

Chicago Midway

Tue 4/7

5:55 pm-9:05 pm

Nonstop2h 10m

Manchester

Tue 4/14

12:45 pm-4:15 pm

1 stop4h 30m

$283

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

Tue 4/7

8:16 am-4:56 pm

1 stop7h 40m

Manchester

Tue 4/14

5:52 pm-7:54 pm

Nonstop3h 02m

$287

ChicagoManchester

MDW - MHT

MDWMHT

Chicago Midway

Tue 4/7

5:55 pm-9:05 pm

Nonstop2h 10m

Manchester

Tue 4/14

5:35 am-1:30 pm

2 stops8h 55m

$292

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

Tue 4/7

10:00 am-6:56 pm

1 stop7h 56m

Manchester

Tue 4/14

2:30 pm-9:39 pm

1 stop8h 09m

$297

ChicagoManchester

MDW - MHT

MDWMHT

Chicago Midway

Tue 4/7

8:05 am-5:10 pm

2 stops8h 05m

Manchester

Tue 4/14

12:45 pm-4:15 pm

1 stop4h 30m

$298

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

Tue 4/7

1:35 pm-9:45 pm

1 stop7h 10m

Manchester

Tue 4/14

5:35 am-4:05 pm

2 stops11h 30m

$302

ChicagoManchester

MDW - MHT

MDWMHT

Chicago Midway

Tue 4/7

7:50 am-5:10 pm

2 stops8h 20m

Manchester

Tue 4/14

12:45 pm-7:45 pm

2 stops8h 00m

$307

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

Wed 4/29

8:10 am-11:43 am

Nonstop2h 33m

Manchester

Sat 5/2

1:58 pm-7:22 pm

1 stop6h 24m

$314

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 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 January instead. Flights to Manchester, New Hampshire in January, while not as cheap as those in September, still average around $312.

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 $312. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Manchester, New Hampshire on Thursday is $413.

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 $395.

What is the cheapest Chicago to Manchester flight route?

Fly from Chicago O'Hare Intl 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.

How have Chicago to Manchester, New Hampshire flight prices changed over time?

As of February 2026, prices for Chicago to Manchester, New Hampshire flights are approximately 35% more expensive when compared to flights at the same time last year.

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

Best Price Found

$457

Fastest flight time

2h 05m

Direct flights

Every day

Airports in Manchester, New Hampshire

1 airport
The best flight deal from Chicago to Manchester, New Hampshire found on momondo in the last 72 hours is $457
The fastest flight from Chicago to Manchester, New Hampshire takes 2h 05m
Direct flights go from Chicago to Manchester, New Hampshire every day.
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
4,273 reviews
Search Southwest flights
American AirlinesPriceFrom $181Free CancellationRating
7.2
11,211 reviews
Search American Airlines flights

  • Southwest Flights From Chicago to Manchester, New Hampshire

    Across 7 Southwest flights from Chicago to Manchester, New Hampshire this week, the average price was $368, with the best Southwest deals starting from $181 round-trip. 4,272 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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