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New Hampshire

$64+ Cheap flights from Chicago (CHI) to New Hampshire

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MHT
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
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Cheap flight deals from Chicago to New Hampshire

Cheapest flights from Chicago to New Hampshire
Explore the most affordable flight options available from Chicago to New Hampshire. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2026.

This JetBlue deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/77:40 am
ORD
-
BOS
Nonstop2h 25m
JetBlue
Tue 2/101:40 pm
BOS
-
ORD
1 stop6h 51m
JetBlue
Deal found 1/19$132
This Southwest deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/76:25 am
MDW
-
BOS
1 stop4h 55m
Southwest
Sun 2/85:30 am
BOS
-
MDW
Nonstop2h 50m
Southwest
Deal found 1/20$132
This flygcity.se deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/77:40 am
ORD
-
BOS
Nonstop2h 25m
JetBlue
Sun 2/81:40 pm
BOS
-
ORD
1 stop6h 51m
JetBlue
Deal found 1/20$134
This United Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/237:30 am
ORD
-
BOS
Nonstop2h 22m
United Airlines
Sun 1/256:00 am
BOS
-
ORD
Nonstop3h 04m
United Airlines
Deal found 1/20$135
This Southwest deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/305:35 pm
MDW
-
BOS
Nonstop2h 15m
Southwest
Sun 2/15:20 am
BOS
-
MDW
Nonstop2h 50m
Southwest
Deal found 1/20$135
This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/144:42 pm
ORD
-
BOS
1 stop6h 47m
Multiple Airlines
Tue 2/175:50 pm
BOS
-
ORD
1 stop16h 49m
Multiple Airlines
Deal found 1/21$136
This JetBlue deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/287:40 am
ORD
-
BOS
Nonstop2h 25m
JetBlue
Wed 2/43:35 pm
BOS
-
ORD
Nonstop3h 08m
JetBlue
Deal found 1/19$137
This Southwest deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/56:35 pm
MDW
-
BOS
Nonstop2h 15m
Southwest
Sun 2/85:30 am
BOS
-
MDW
Nonstop2h 50m
Southwest
Deal found 1/21$137
This United Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/146:15 pm
ORD
-
BOS
Nonstop2h 28m
United Airlines
Fri 3/2011:02 am
BOS
-
ORD
Nonstop3h 05m
United Airlines
Deal found 1/21$138
This JetBlue deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:20 pm
ORD
-
BOS
Nonstop2h 33m
JetBlue
Sun 3/226:00 pm
BOS
-
ORD
1 stop5h 56m
JetBlue
Deal found 1/21$140
This Trip.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/77:40 am
ORD
-
BOS
Nonstop2h 25m
Multiple Airlines
Sun 2/87:00 am
BOS
-
ORD
1 stop11h 52m
Multiple Airlines
Deal found 1/21$141
This Southwest deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/66:35 pm
MDW
-
BOS
Nonstop2h 15m
Southwest
Mon 2/95:45 pm
BOS
-
MDW
Nonstop2h 50m
Southwest
Deal found 1/20$141

Find flight deals from Chicago to New Hampshire

Keep the following information in mind while searching for Chicago to New Hampshire flight deals. Data was last updated January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$132
(JetBlue)

One-way from

$64
(Travelocity)

Popular in

April

Cheapest in

January

Average price

$207
Provider with most accurate pricing for Chicago (CHI)-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Boston Logan Intl flights.
Search Deals
From Chicago (CHI) to New Hampshire
Search Deals
One-way flight from Chicago (CHI) to New Hampshire
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to 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, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2026.
Use the filters below to find and compare flights from Chicago to New Hampshire that are best for you.

Fly from

Chicago

Fly to

New Hampshire

Route

Depart

Return

Price

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Sat 2/7

6:25 am-12:20 pm

1 stop4h 55m

Boston Logan Intl

Sun 2/8

5:30 am-7:20 am

Nonstop2h 50m

$132

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Mon 3/2

7:05 am-10:37 am

Nonstop2h 32m

Boston Logan Intl

Mon 3/2

7:45 pm-9:48 pm

Nonstop3h 03m

$135

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 3/25

11:00 am-2:24 pm

Nonstop2h 24m

Boston Logan Intl

Mon 3/30

3:20 pm-5:24 pm

Nonstop3h 04m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Mon 2/2

2:25 pm-5:54 pm

Nonstop2h 29m

Boston Logan Intl

Wed 2/4

4:10 pm-6:19 pm

Nonstop3h 09m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 1/31

7:40 am-11:05 am

Nonstop2h 25m

Boston Logan Intl

Thu 2/5

3:35 pm-5:43 pm

Nonstop3h 08m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 4/10

10:00 am-1:27 pm

Nonstop2h 27m

Boston Logan Intl

Mon 4/13

7:10 am-9:10 am

Nonstop3h 00m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 1/29

7:40 am-11:05 am

Nonstop2h 25m

Boston Logan Intl

Tue 2/3

3:35 pm-5:43 pm

Nonstop3h 08m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 1/31

7:40 am-11:05 am

Nonstop2h 25m

Boston Logan Intl

Wed 2/4

3:35 pm-5:43 pm

Nonstop3h 08m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 3/10

6:05 pm-9:28 pm

Nonstop2h 23m

Boston Logan Intl

Sat 3/14

7:34 pm-11:44 pm

1 stop5h 10m

$142

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 2/28

9:17 am-12:46 pm

Nonstop2h 29m

Boston Logan Intl

Sun 3/1

5:30 am-9:34 am

1 stop5h 04m

$142

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to New Hampshire

Have a flexible travel schedule? Discover the best time to fly to New Hampshire from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to New Hampshire

What is the cheapest month to book a flight from Chicago to New Hampshire?

Currently, September is the cheapest month in which you can book a flight from Chicago to New Hampshire (average of $105). Flying from Chicago to New Hampshire in March is currently the most expensive (average of $652). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to NH?

Find hourly flight availability from Chicago to New Hampshire. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2026.

A simple way to save on the total cost of your ticket is to fly from Chicago to New Hampshire in the afternoon. If you’re flexible enough to do this you can expect to save up to 10% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Chicago to New Hampshire?

Use this chart to determine the cheapest time to fly round-trip from Chicago to New Hampshire. Price data was last updated on January 17, 2026.

Travelers seeking maximum savings on their Chicago to New Hampshire flight should consider departing on Friday evenings when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing New Hampshire

Get insights into the airlines that provide service to New Hampshire. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to New Hampshire. Reviews last updated January 21, 2026.
See what other customers who have flown with Southwest and American Airlines from Chicago to New Hampshire have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,174 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Chicago to New Hampshire. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to New Hampshire?

    Southwest, Delta, and JetBlue can get you from Chicago to New Hampshire in just under 2h 24m. Your travel time can differ by up to 2h 31m. The distance between Chicago and New Hampshire is about 864 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Chicago to New Hampshire?

    Most travelers choose Chicago O'Hare Intl - Boston Logan Intl, Chicago Midway - Boston Logan Intl or Chicago O'Hare Intl - Portland when deciding on the best route from Chicago to New Hampshire.

  • Can I find deals for flights from Chicago to New Hampshire that include hotel bookings?

    Yes. In addition to deals on Chicago to New Hampshire flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to New Hampshire?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to New Hampshire.

  • Can I find deals for business class flights from Chicago to New Hampshire?

    Yes. Cheapflights offers flight deals from Chicago to New Hampshire by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to New Hampshire?

    Currently, September is the cheapest month in which you can book a flight from Chicago to New Hampshire (average of $105). Flying from Chicago to New Hampshire in March is currently the most expensive (average of $652). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Chicago to New Hampshire

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Chicago to New Hampshire

Discover the top 2 airlines that operate flights from Chicago to New Hampshire. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$181Average$368FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$181Average$418FlexibilityNo cancel feeOn-time71%

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