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Cheap flights from Chicago to Boston from $128

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 4/28. 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
8:20 am - 11:50 am
ORD
-
MHT
2h 30mnonstop
American Airlines Logo
12:20 pm - 2:15 pm
MHT
-
ORD
2h 55mnonstop
$255American Airlines
Wed, May 27 - Tue, Jun 2
American Airlines Logo
8:20 am - 11:50 am
ORD
-
MHT
2h 30mnonstop
American Airlines Logo
5:32 pm - 9:37 pm
MHT
-
ORD
5h 05m
1 stop
$265American Airlines
Wed, May 27 - Tue, Jun 2
United Airlines Logo
6:30 am - 2:02 pm
ORD
-
MHT
6h 32m
1 stop
United Airlines Logo
9:25 am - 2:40 pm
MHT
-
ORD
6h 15m
1 stop
$275United Airlines
Wed, May 27 - Tue, Jun 2
Southwest Logo
5:55 am - 5:20 pm
ORD
-
MHT
10h 25m
2 stops
Southwest Logo
1:45 pm - 9:55 pm
MHT
-
ORD
9h 10m
1 stop
$280Southwest
Wed, May 27 - Tue, Jun 2
Southwest Logo
5:55 am - 5:20 pm
ORD
-
MHT
10h 25m
2 stops
Southwest Logo
5:35 am - 4:05 pm
MHT
-
ORD
11h 30m
2 stops
$285Southwest
Wed, May 27 - Tue, Jun 2
American Airlines Logo
8:15 am - 11:42 am
ORD
-
MHT
2h 27mnonstop
American Airlines Logo
5:42 pm - 7:52 pm
MHT
-
ORD
3h 10mnonstop
$306American Airlines
Sat, Apr 18 - Tue, Apr 21
American Airlines Logo
8:13 pm - 11:46 pm
ORD
-
MHT
2h 33mnonstop
American Airlines Logo
5:59 pm - 7:59 pm
MHT
-
ORD
3h 00mnonstop
$307American Airlines
Mon, Jun 1 - Tue, Jun 2
American Airlines Logo
8:15 am - 11:42 am
ORD
-
MHT
2h 27mnonstop
American Airlines Logo
4:42 pm - 11:54 pm
MHT
-
ORD
8h 12m
1 stop
$316American Airlines
Sat, Apr 18 - Tue, Apr 21
American Airlines Logo
8:13 pm - 11:46 pm
ORD
-
MHT
2h 33mnonstop
American Airlines Logo
12:03 pm - 6:53 pm
MHT
-
ORD
7h 50m
1 stop
$317American Airlines
Mon, Jun 1 - Tue, Jun 2
Southwest Logo
6:10 am - 2:10 pm
MDW
-
MHT
7h 00m
1 stop
Southwest Logo
3:45 pm - 7:30 pm
MHT
-
MDW
4h 45m
1 stop
$377Southwest
Sat, Apr 18 - Tue, Apr 21

Southwest flights from Chicago to Manchester, New Hampshire

Our best Southwest deals on Chicago to Manchester, New Hampshire flight tickets
Southwest
May 27
ORD5:55 amChicago O'Hare Intl
10h 25m
2 stops
MHT5:20 pmManchester
Jun 2
MHT1:45 pmManchester
9h 10m
1 stop
ORD9:55 pmChicago O'Hare Intl
$280
Southwest
May 27
ORD5:55 amChicago O'Hare Intl
10h 25m
2 stops
MHT5:20 pmManchester
Jun 2
MHT5:35 amManchester
11h 30m
2 stops
ORD4:05 pmChicago O'Hare Intl
$285
Southwest
Jun 1
ORD3:05 pmChicago O'Hare Intl
6h 45m
1 stop
MHT10:50 pmManchester
Jun 2
MHT1:45 pmManchester
9h 10m
1 stop
ORD9:55 pmChicago O'Hare Intl
$327

American Airlines flights from Chicago to Manchester, New Hampshire

Our best American Airlines deals on Chicago to Manchester, New Hampshire flight tickets
American Airlines
May 27
ORD8:20 amChicago O'Hare Intl
2h 30m
MHT11:50 amManchester
Jun 2
MHT12:20 pmManchester
2h 55m
ORD2:15 pmChicago O'Hare Intl
$255
American Airlines
May 27
ORD8:20 amChicago O'Hare Intl
2h 30m
MHT11:50 amManchester
Jun 2
MHT5:32 pmManchester
5h 05m
1 stop
ORD9:37 pmChicago O'Hare Intl
$265
American Airlines
Apr 18
ORD8:15 amChicago O'Hare Intl
2h 27m
MHT11:42 amManchester
Apr 21
MHT5:42 pmManchester
3h 10m
ORD7:52 pmChicago O'Hare Intl
$306

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 March 25, 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

Cheapest round-trip
Quickest round-trip

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

Wed 5/27

8:20 am-11:50 am

Nonstop2h 30m

Manchester

Tue 6/2

12:20 pm-2:15 pm

Nonstop2h 55m

$255

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

Wed 5/27

8:20 am-11:50 am

Nonstop2h 30m

Manchester

Tue 6/2

5:32 pm-9:37 pm

1 stop5h 05m

$265

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

Wed 5/27

6:30 am-2:02 pm

1 stop6h 32m

Manchester

Tue 6/2

9:25 am-2:40 pm

1 stop6h 15m

$275

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

Wed 5/27

5:55 am-5:20 pm

2 stops10h 25m

Manchester

Tue 6/2

1:45 pm-9:55 pm

1 stop9h 10m

$280

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

Wed 5/27

5:55 am-5:20 pm

2 stops10h 25m

Manchester

Tue 6/2

5:35 am-4:05 pm

2 stops11h 30m

$285

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

Sat 4/18

8:15 am-11:42 am

Nonstop2h 27m

Manchester

Tue 4/21

5:42 pm-7:52 pm

Nonstop3h 10m

$306

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

Mon 6/1

8:13 pm-11:46 pm

Nonstop2h 33m

Manchester

Tue 6/2

5:59 pm-7:59 pm

Nonstop3h 00m

$307

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

Sat 4/18

8:15 am-11:42 am

Nonstop2h 27m

Manchester

Tue 4/21

4:42 pm-11:54 pm

1 stop8h 12m

$316

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

Mon 6/1

8:13 pm-11:46 pm

Nonstop2h 33m

Manchester

Tue 6/2

12:03 pm-6:53 pm

1 stop7h 50m

$317

ChicagoManchester

MDW - MHT

MDWMHT

Chicago Midway

Sat 4/18

6:10 am-2:10 pm

1 stop7h 00m

Manchester

Tue 4/21

3:45 pm-7:30 pm

1 stop4h 45m

$377

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 day to depart on your flight to Manchester, New Hampshire?

Our data shows that Tuesday is the least expensive day to fly to Manchester, New Hampshire. Tickets to fly out on this day can be as low as $331. 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 $399.

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 3 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 March 2026, prices for Chicago to Manchester, New Hampshire flights are approximately 6% 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

$224

Fastest flight time

2h 05m

Direct flights

Every day

Airports in Manchester, New Hampshire

1 airport
The best one-way flight to Manchester, New Hampshire from Chicago in the past 72 hours is $224. The best round-trip flight deal from Chicago to Manchester, New Hampshire found on momondo in the last 72 hours is $302.
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
4,332 reviews
Search Southwest flights
American AirlinesPriceFrom $181Free CancellationRating
7.1
11,494 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 $423, with the best Southwest deals starting from $181 round-trip. 4,332 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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