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Cheap flights from New Hampshire to Chicago from $34

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New Hampshire to Chicago departing on 8/28. 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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Find the cheapest flights from New Hampshire to Chicago

Cheap round-trip flights

Southwest Logo
8:20 pm - 9:55 pmBOS-MDW
2h 35mnonstop
Southwest Logo
6:45 pm - 10:05 pmMDW-BOS
2h 20mnonstop
$67Southwest
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Thu, Sep 4 - Mon, Sep 8
Southwest Logo
5:15 am - 6:45 amBOS-MDW
2h 30mnonstop
Southwest Logo
2:35 pm - 11:00 pmMDW-BOS
7h 25m1 stop
$77Southwest
Find Deal
Thu, Sep 4 - Mon, Sep 8
JetBlue Logo
7:00 am - 8:56 amBOS-ORD
2h 56mnonstop
JetBlue Logo
9:51 am - 1:20 pmORD-BOS
2h 29mnonstop
$80JetBlue
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Thu, Sep 4 - Tue, Sep 9
JetBlue Logo
7:00 am - 8:56 amBOS-ORD
2h 56mnonstop
JetBlue Logo
9:51 am - 1:20 pmORD-BOS
2h 29mnonstop
$81JetBlue
Find Deal
Sat, Sep 20 - Sat, Sep 27
American Airlines Logo
2:45 pm - 4:49 pmBOS-ORD
3h 04mnonstop
American Airlines Logo
6:05 am - 9:32 amORD-BOS
2h 27mnonstop
$94American Airlines
Find Deal
Thu, Sep 4 - Thu, Sep 11
American Airlines Logo
7:19 pm - 9:25 pmBOS-ORD
3h 06mnonstop
American Airlines Logo
3:08 pm - 6:29 pmORD-BOS
2h 21mnonstop
$98American Airlines
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Fri, Nov 14 - Mon, Nov 17
United Airlines Logo
6:16 pm - 8:10 pmBOS-ORD
2h 54mnonstop
United Airlines Logo
6:30 am - 9:56 amORD-BOS
2h 26mnonstop
$108United Airlines
Find Deal
Wed, Aug 20 - Sun, Aug 24
Spirit Airlines Logo
6:05 am - 7:07 pmBOS-ORD
14h 02m1 stop
Spirit Airlines Logo
11:57 am - 11:57 pmORD-BOS
11h 00m1 stop
$112Spirit Airlines
Find Deal
Wed, Sep 3 - Wed, Sep 10
United Airlines Logo
8:47 pm - 10:35 pmBOS-ORD
2h 48mnonstop
United Airlines Logo
6:30 am - 9:56 amORD-BOS
2h 26mnonstop
$113United Airlines
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Fri, Oct 17 - Sun, Oct 19
Spirit Airlines Logo
3:37 pm - 10:22 pmBOS-ORD
7h 45m1 stop
Spirit Airlines Logo
11:36 am - 11:49 pmORD-BOS
11h 13m1 stop
$121Spirit Airlines
Find Deal
Tue, Aug 26 - Wed, Sep 3

Spirit Airlines flights from New Hampshire to Chicago

Our best Spirit Airlines deals on New Hampshire to Chicago flight tickets
Spirit Airlines
Sep 3
BOS6:05 amBoston Logan Intl
14h 02m
1 stop
ORD7:07 pmChicago O'Hare Intl
Sep 10
ORD11:57 amChicago O'Hare Intl
11h 00m
1 stop
BOS11:57 pmBoston Logan Intl
$112
Find similar
Spirit Airlines
Aug 26
BOS3:37 pmBoston Logan Intl
7h 45m
1 stop
ORD10:22 pmChicago O'Hare Intl
Sep 3
ORD11:36 amChicago O'Hare Intl
11h 13m
1 stop
BOS11:49 pmBoston Logan Intl
$121
Find similar
Spirit Airlines
Aug 27
BOS3:37 pmBoston Logan Intl
7h 45m
1 stop
ORD10:22 pmChicago O'Hare Intl
Sep 2
ORD8:12 pmChicago O'Hare Intl
14h 06m
1 stop
BOS11:18 amBoston Logan Intl
$125
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American Airlines flights from New Hampshire to Chicago

Our best American Airlines deals on New Hampshire to Chicago flight tickets
American Airlines
Sep 4
BOS2:45 pmBoston Logan Intl
3h 04m
ORD4:49 pmChicago O'Hare Intl
Sep 11
ORD6:05 amChicago O'Hare Intl
2h 27m
BOS9:32 amBoston Logan Intl
$94
Find similar
American Airlines
Nov 14
BOS7:19 pmBoston Logan Intl
3h 06m
ORD9:25 pmChicago O'Hare Intl
Nov 17
ORD3:08 pmChicago O'Hare Intl
2h 21m
BOS6:29 pmBoston Logan Intl
$98
Find similar
American Airlines
Sep 21
BOS5:00 amBoston Logan Intl
2h 51m
ORD6:51 amChicago O'Hare Intl
Sep 28
ORD6:05 amChicago O'Hare Intl
2h 27m
BOS9:32 amBoston Logan Intl
$100
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momondo Fare Finder

 
Customize your flight search to find flights from New Hampshire to Chicago 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 August 7, 2025.
Use the filters below to find and compare flights from New Hampshire to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Thu 9/4

8:20 pm-9:55 pm

Nonstop2h 35m

Chicago Midway

Mon 9/8

6:45 pm-10:05 pm

Nonstop2h 20m

$67

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Thu 9/4

5:15 am-6:45 am

Nonstop2h 30m

Chicago Midway

Mon 9/8

2:35 pm-11:00 pm

1 stop7h 25m

$77

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 9/4

7:00 am-8:56 am

Nonstop2h 56m

Chicago O'Hare Intl

Tue 9/9

9:51 am-1:20 pm

Nonstop2h 29m

$80

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 9/20

7:00 am-8:56 am

Nonstop2h 56m

Chicago O'Hare Intl

Sat 9/27

9:51 am-1:20 pm

Nonstop2h 29m

$81

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 9/4

2:45 pm-4:49 pm

Nonstop3h 04m

Chicago O'Hare Intl

Thu 9/11

6:05 am-9:32 am

Nonstop2h 27m

$94

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 11/14

7:19 pm-9:25 pm

Nonstop3h 06m

Chicago O'Hare Intl

Mon 11/17

3:08 pm-6:29 pm

Nonstop2h 21m

$98

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 8/20

6:16 pm-8:10 pm

Nonstop2h 54m

Chicago O'Hare Intl

Sun 8/24

6:30 am-9:56 am

Nonstop2h 26m

$108

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 9/3

6:05 am-7:07 pm

1 stop14h 02m

Chicago O'Hare Intl

Wed 9/10

11:57 am-11:57 pm

1 stop11h 00m

$112

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 10/17

8:47 pm-10:35 pm

Nonstop2h 48m

Chicago O'Hare Intl

Sun 10/19

6:30 am-9:56 am

Nonstop2h 26m

$113

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 8/26

3:37 pm-10:22 pm

1 stop7h 45m

Chicago O'Hare Intl

Wed 9/3

11:36 am-11:49 pm

1 stop11h 13m

$121

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 Chicago from

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

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 Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from New Hampshire, with most prices found around $177. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from New Hampshire to Chicago during January average around $194.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $313. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from New Hampshire to Chicago for around $423.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from New Hampshire to Chicago during this time can be as low as $271. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $351.

What is the cheapest New Hampshire to Chicago flight route?

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

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from New Hampshire when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $244 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from New Hampshire for as low as $210 on momondo.

What cabin class options are available on New Hampshire to Chicago flights?

There are 3 cabin classes available to choose from on New Hampshire to Chicago 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 New Hampshire to Chicago flights?

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

Cheap New Hampshire to Chicago flight deals and tips

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

Best Price Found

$34

Fastest flight time

2h 20m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from New Hampshire in the past 72 hours is $34. The best round-trip flight deal from New Hampshire to Chicago found on momondo in the last 72 hours is $67.
The fastest flight from New Hampshire to Chicago takes 2h 20m
Direct flights go from New Hampshire to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
Search flight deals

  • When did momondo last update prices for flights from New Hampshire to Chicago?

    Prices for flights from New Hampshire to Chicago refresh daily.

  • How many operators does momondo search for flights from New Hampshire to Chicago?

  • How old do you have to be to fly from New Hampshire to Chicago?

    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 New Hampshire to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

Best airlines flying from New Hampshire to Chicago

Compare and see reviews for airlines that fly from New Hampshire to Chicago with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $196Free CancellationRating
8.0
4,244 reviews
Search Southwest flights
American AirlinesPriceFrom $199Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

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 New Hampshire to Chicago for you.

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

All flight searches from New Hampshire to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from New Hampshire to Chicago?

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

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

Of course. momondo tracks the price of New Hampshire to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport