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Cheap flights from Chicago to Boston from $87

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 12/10. 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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Cheap round-trip flights

Southwest Logo
12:50 pm - 3:50 pmMDW-MHT
2h 00mnonstop
Southwest Logo
5:00 am - 6:35 amMHT-MDW
2h 35mnonstop
$189Southwest
Find Deal
sáb., oct. 25 - mar., oct. 28
Southwest Logo
12:50 pm - 3:50 pmMDW-MHT
2h 00mnonstop
Southwest Logo
3:50 pm - 8:50 pmMHT-MDW
6h 00m1 stop
$198Southwest
Find Deal
sáb., oct. 25 - mar., oct. 28
Southwest Logo
1:50 pm - 8:40 pmORD-MHT
5h 50m1 stop
Southwest Logo
5:30 am - 11:50 amMHT-ORD
7h 20m1 stop
$208Southwest
Find Deal
mié., oct. 22 - sáb., oct. 25
American Airlines Logo
8:47 am - 12:08 pmORD-MHT
2h 21mnonstop
American Airlines Logo
7:34 pm - 9:23 pmMHT-ORD
2h 49mnonstop
$209American Airlines
Find Deal
sáb., oct. 4 - mar., oct. 7
Southwest Logo
1:30 pm - 6:50 pmORD-MHT
4h 20m1 stop
Southwest Logo
7:40 am - 5:55 pmMHT-ORD
11h 15m2 stops
$213Southwest
Find Deal
sáb., oct. 25 - mar., oct. 28
United Airlines Logo
7:00 am - 3:02 pmORD-MHT
7h 02m1 stop
United Airlines Logo
9:40 am - 2:34 pmMHT-ORD
5h 54m1 stop
$229United Airlines
Find Deal
mié., oct. 1 - sáb., oct. 4
United Airlines Logo
8:50 am - 3:02 pmORD-MHT
5h 12m1 stop
United Airlines Logo
2:27 pm - 6:30 pmMHT-ORD
5h 03m1 stop
$243United Airlines
Find Deal
mié., oct. 22 - mié., nov. 5
American Airlines Logo
8:47 am - 12:08 pmORD-MHT
2h 21mnonstop
American Airlines Logo
8:04 pm - 9:54 pmMHT-ORD
2h 50mnonstop
$256American Airlines
Find Deal
sáb., oct. 4 - sáb., oct. 11
Logo
6:00 am - 6:56 pmORD-MHT
11h 56m1 stop
Logo
7:36 pm - 11:18 amMHT-ORD
16h 42m2 stops
$325
Find Deal
sáb., oct. 11 - sáb., oct. 18
Logo
5:28 pm - 6:56 pmMDW-MHT
24h 28m1 stop
Logo
9:59 am - 11:03 pmMHT-MDW
14h 04m2 stops
$328
Find Deal
vie., oct. 24 - lun., oct. 27

United Airlines flights from Chicago to Manchester, New Hampshire

Our best United Airlines deals on Chicago to Manchester, New Hampshire flight tickets
United Airlines
Oct 1
ORD7:00 amChicago O'Hare Intl
7h 02m
1 stop
MHT3:02 pmManchester
Oct 4
MHT9:40 amManchester
5h 54m
1 stop
ORD2:34 pmChicago O'Hare Intl
$229
Find similar
United Airlines
Oct 22
ORD8:50 amChicago O'Hare Intl
5h 12m
1 stop
MHT3:02 pmManchester
Nov 5
MHT2:27 pmManchester
5h 03m
1 stop
ORD6:30 pmChicago O'Hare Intl
$243
Find similar
United Airlines
Oct 4
ORD8:50 amChicago O'Hare Intl
5h 12m
1 stop
MHT3:02 pmManchester
Oct 11
MHT9:40 amManchester
9h 50m
1 stop
ORD6:30 pmChicago O'Hare Intl
$362
Find similar

Southwest flights from Chicago to Manchester, New Hampshire

Our best Southwest deals on Chicago to Manchester, New Hampshire flight tickets
Southwest
Oct 25
MDW12:50 pmChicago Midway
2h 00m
MHT3:50 pmManchester
Oct 28
MHT5:00 amManchester
2h 35m
MDW6:35 amChicago Midway
$189
Find similar
Southwest
Oct 25
MDW12:50 pmChicago Midway
2h 00m
MHT3:50 pmManchester
Oct 28
MHT3:50 pmManchester
6h 00m
1 stop
MDW8:50 pmChicago Midway
$198
Find similar
Southwest
Oct 22
ORD1:50 pmChicago O'Hare Intl
5h 50m
1 stop
MHT8:40 pmManchester
Oct 25
MHT5:30 amManchester
7h 20m
1 stop
ORD11:50 amChicago O'Hare Intl
$208
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 septiembre 11, 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

MDW - MHT

MDWMHT

Chicago Midway

sáb. 10/25

12:50 pm-3:50 pm

Nonstop2h 00m

Manchester

mar. 10/28

5:00 am-6:35 am

Nonstop2h 35m

$189

ChicagoManchester

MDW - MHT

MDWMHT

Chicago Midway

sáb. 10/25

12:50 pm-3:50 pm

Nonstop2h 00m

Manchester

mar. 10/28

3:50 pm-8:50 pm

1 stop6h 00m

$198

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

mié. 10/22

1:50 pm-8:40 pm

1 stop5h 50m

Manchester

sáb. 10/25

5:30 am-11:50 am

1 stop7h 20m

$208

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

sáb. 10/4

8:47 am-12:08 pm

Nonstop2h 21m

Manchester

mar. 10/7

7:34 pm-9:23 pm

Nonstop2h 49m

$209

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

sáb. 10/25

1:30 pm-6:50 pm

1 stop4h 20m

Manchester

mar. 10/28

7:40 am-5:55 pm

2 stops11h 15m

$213

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

mié. 10/1

7:00 am-3:02 pm

1 stop7h 02m

Manchester

sáb. 10/4

9:40 am-2:34 pm

1 stop5h 54m

$229

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

mié. 10/22

8:50 am-3:02 pm

1 stop5h 12m

Manchester

mié. 11/5

2:27 pm-6:30 pm

1 stop5h 03m

$243

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

sáb. 10/4

8:47 am-12:08 pm

Nonstop2h 21m

Manchester

sáb. 10/11

8:04 pm-9:54 pm

Nonstop2h 50m

$256

ChicagoManchester

ORD - MHT

ORDMHT

Chicago O'Hare Intl

sáb. 10/11

6:00 am-6:56 pm

1 stop11h 56m

Manchester

sáb. 10/18

7:36 pm-11:18 am

2 stops16h 42m

$325

ChicagoManchester

MDW - MHT

MDWMHT

Chicago Midway

vie. 10/24

5:28 pm-6:56 pm

1 stop24h 28m

Manchester

lun. 10/27

9:59 am-11:03 pm

2 stops14h 04m

$328

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 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 Tuesday is the least expensive day to fly to Manchester, New Hampshire. Tickets to fly out on this day can be as low as $356. 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 $448.

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 $338. Flights at noon are often more expensive with an average ticket price of $435.

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

Best Price Found

$148

Fastest flight time

2h 00m

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 $148. The best round-trip flight deal from Chicago to Manchester, New Hampshire found on momondo in the last 72 hours is $139.
The fastest flight from Chicago to Manchester, New Hampshire takes 2h 00m
Direct flights go from Chicago to Manchester, New Hampshire every day.
There is 1 airport near Manchester, New Hampshire: 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 00m, 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
American AirlinesPriceFrom $181Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $197Free CancellationRating
8.0
4,248 reviews
Search Southwest flights

  • Southwest Flights From Chicago to Manchester, New Hampshire

    Across 10 Southwest flights from Chicago to Manchester, New Hampshire this week, the average price was $430, with the best Southwest deals starting from $197 round-trip. 4,248 users have rated Southwest on momondo, with an average score of 8.0/10.

  • American Airlines Flights From Chicago to Manchester, New Hampshire

    The best American Airlines deal for Chicago to Manchester, New Hampshire flight tickets found on momondo in the last 72 hours was $181, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $433 round-trip. American Airlines operates 18 flights out of Chicago into Manchester, New Hampshire in an average week, so prices vary by time and availability. 10,000 American Airlines reviews by users on momondo have scored the airline at 7.2/10.

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

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