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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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MHT
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap 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 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$128
(Expedia)

One-way from

$64
(United Airlines)

Popular in

April

Cheapest in

January

Average price

$207

Good one-way deal

$228 or less
Provider with most accurate pricing for Chicago (CHI)-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Boston Logan Intl flights.
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From Chicago (CHI) to New Hampshire
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One-way flight from Chicago (CHI) to New Hampshire
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Highest demand for flights based on searches. 6% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Price to beat on a one-way flight from Chicago (CHI) to New Hampshire.
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Find 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 8, 2026.

This Expedia deal was found by Cheapflights users on 1/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/32:53 pmORD - BOS
1 stop9h 10mFrontier
Tue 2/106:00 amBOS - ORD
1 stop12h 12mFrontier
Deal found 1/6$128
This Southwest deal was found by Cheapflights users on 1/7. 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.
Wed 1/215:35 pmMDW - BOS
Nonstop2h 15mSouthwest
Thu 1/225:30 amBOS - MDW
Nonstop2h 50mSouthwest
Deal found 1/7$128
This Delta deal was found by Cheapflights users on 1/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/710:29 amORD - BOS
1 stop4h 24mDelta
Mon 2/96:35 pmBOS - ORD
1 stop6h 21mDelta
Deal found 1/7$129
This CheapOair deal was found by Cheapflights users on 1/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/281:20 pmMDW - BOS
1 stop10h 43mFrontier
Wed 2/46:00 amBOS - MDW
1 stop7h 05mFrontier
Deal found 1/7$129
This Southwest deal was found by Cheapflights users on 1/7. 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.
Wed 4/222:40 pmORD - BOS
1 stop6h 50mSouthwest
Mon 4/275:30 amBOS - ORD
2 stops11h 35mSouthwest
Deal found 1/7$130
This Southwest deal was found by Cheapflights users on 1/8. 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 1/299:50 amMDW - BOS
1 stop5h 20mSouthwest
Mon 2/25:50 amBOS - MDW
2 stops9h 05mSouthwest
Deal found 1/8$130
This Delta deal was found by Cheapflights users on 1/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2910:45 amORD - BOS
1 stop4h 38mDelta
Mon 2/28:25 pmBOS - ORD
Nonstop3h 04mDelta
Deal found 1/8$131
This Southwest deal was found by Cheapflights users on 1/6. 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.
Wed 1/282:00 pmMDW - BOS
Nonstop2h 10mSouthwest
Sun 2/15:55 pmBOS - MDW
Nonstop2h 55mSouthwest
Deal found 1/6$131
This JetBlue deal was found by Cheapflights users on 1/8. 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 5/26:00 amORD - BOS
Nonstop2h 15mJetBlue
Mon 5/46:52 amBOS - ORD
Nonstop2h 59mJetBlue
Deal found 1/8$132
This Southwest deal was found by Cheapflights users on 1/6. 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.
Wed 1/286:50 amMDW - BOS
1 stop6h 30mSouthwest
Sat 1/3112:55 pmBOS - MDW
2 stops6h 45mSouthwest
Deal found 1/6$132
This Delta deal was found by Cheapflights users on 1/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2210:29 amORD - BOS
1 stop7h 01mDelta
Sat 2/77:30 amBOS - ORD
Nonstop3h 11mDelta
Deal found 1/7$133
This Southwest deal was found by Cheapflights users on 1/7. 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 1/235:35 pmMDW - BOS
Nonstop2h 15mSouthwest
Mon 1/265:50 amBOS - MDW
1 stop6h 45mSouthwest
Deal found 1/7$133

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 8, 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

Thu 1/29

1:50 pm-9:25 pm

1 stop6h 35m

Boston Logan Intl

Mon 2/2

5:30 am-7:20 am

Nonstop2h 50m

$130

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 1/29

9:35 am-3:22 pm

1 stop4h 47m

Boston Logan Intl

Mon 2/2

8:25 pm-10:29 pm

Nonstop3h 04m

$131

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fri 1/23

2:00 pm-5:10 pm

Nonstop2h 10m

Boston Logan Intl

Tue 1/27

3:20 pm-7:00 pm

1 stop4h 40m

$131

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 3/4

5:35 pm-8:50 pm

Nonstop2h 15m

Boston Logan Intl

Sat 3/7

6:35 pm-8:30 pm

Nonstop2h 55m

$131

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 2/19

10:00 am-1:20 pm

Nonstop2h 20m

Boston Logan Intl

Mon 3/2

7:00 am-9:10 am

Nonstop3h 10m

$132

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 1/28

6:50 am-2:20 pm

1 stop6h 30m

Boston Logan Intl

Sat 1/31

12:55 pm-6:40 pm

2 stops6h 45m

$132

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 1/30

2:25 pm-5:54 pm

Nonstop2h 29m

Boston Logan Intl

Mon 2/9

5:26 pm-11:56 pm

1 stop7h 30m

$133

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 2/24

10:45 am-4:20 pm

1 stop4h 35m

Boston Logan Intl

Mon 3/2

5:00 pm-10:05 pm

1 stop6h 05m

$135

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 1/24

7:00 am-1:22 pm

1 stop5h 22m

Boston Logan Intl

Sat 1/31

7:30 am-9:41 am

Nonstop3h 11m

$136

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 2/12

5:15 pm-12:10 am

1 stop5h 55m

Boston Logan Intl

Mon 2/16

9:45 pm-12:15 pm

2 stops15h 30m

$136

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

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 8, 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 3, 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 8, 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
4,250 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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
4,250 reviews
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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
11,094 reviews
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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 20m. Your travel time can differ by up to 4h 15m. 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 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$181Average$387FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$181Average$417FlexibilityNo cancel feeOn-time71%

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