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New Hampshire

$69+ 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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MHT
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 September 16, 2025.

Round-trip from

$127
(JetBlue)

One-way from

$69
(United Airlines)

Popular in

April

Cheapest in

September

Average price

$207

Good round-trip deal

$309 or less

Good one-way deal

$148 or less
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 ($14 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 September 2025
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Price to beat on a round-trip flight from Chicago (CHI) to New Hampshire.
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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 September 16, 2025.

This JetBlue deal was found by Cheapflights users on 9/15. 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.
Mon 9/297:50 pmORD - BOS
Nonstop2h 35mJetBlue
Sat 10/47:00 amBOS - ORD
Nonstop2h 56mJetBlue
Deal found 9/15$127
This Southwest deal was found by Cheapflights users on 9/15. 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.
Tue 10/216:05 amMDW - BOS
Nonstop2h 15mSouthwest
Tue 10/215:05 pmBOS - MDW
1 stop8h 00mSouthwest
Deal found 9/15$127
This JetBlue deal was found by Cheapflights users on 9/15. 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 10/19:51 amORD - BOS
Nonstop2h 29mJetBlue
Wed 10/14:40 pmBOS - ORD
Nonstop3h 15mJetBlue
Deal found 9/15$130
This Priceline deal was found by Cheapflights users on 9/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/267:50 pmORD - BOS
Nonstop2h 35mJetBlue
Wed 10/17:00 amBOS - ORD
Nonstop2h 56mJetBlue
Deal found 9/14$132
This Southwest deal was found by Cheapflights users on 9/16. 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 11/79:30 amMDW - BOS
2 stops7h 45mSouthwest
Sun 11/95:15 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 9/16$132
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 10/11:30 pmORD - BOS
Nonstop2h 32mUnited Airlines
Sun 10/56:00 amBOS - ORD
Nonstop2h 57mUnited Airlines
Deal found 9/14$133
This Southwest deal was found by Cheapflights users on 9/16. 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 11/79:05 pmMDW - BOS
1 stop10h 00mSouthwest
Mon 11/105:15 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 9/16$133
This JetBlue deal was found by Cheapflights users on 9/15. 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 11/611:20 amORD - BOS
Nonstop2h 24mJetBlue
Wed 11/123:55 pmBOS - ORD
Nonstop3h 00mJetBlue
Deal found 9/15$135
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Wed 10/86:00 amORD - BOS
1 stop6h 20mSpirit Airlines
Wed 10/156:16 amBOS - ORD
1 stop18h 29mSpirit Airlines
Deal found 9/15$136
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 9/2311:05 amORD - BOS
Nonstop2h 35mUnited Airlines
Wed 9/244:27 pmBOS - ORD
Nonstop2h 54mUnited Airlines
Deal found 9/16$137
This Southwest deal was found by Cheapflights users on 9/15. 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 11/264:05 pmMDW - BOS
Nonstop2h 15mSouthwest
Fri 11/285:15 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 9/15$137
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 10/309:25 pmORD - BOS
Nonstop2h 20mUnited Airlines
Sat 11/16:26 pmBOS - ORD
Nonstop2h 59mUnited Airlines
Deal found 9/16$138

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 September 16, 2025.
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

Mon 10/20

9:20 pm-12:40 am

Nonstop2h 20m

Boston Logan Intl

Wed 10/22

1:35 pm-6:10 pm

1 stop5h 35m

$127

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Sat 10/18

6:30 am-9:45 am

Nonstop2h 15m

Boston Logan Intl

Sat 10/25

6:30 am-4:25 pm

2 stops10h 55m

$132

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Sat 11/15

1:15 pm-7:35 pm

1 stop5h 20m

Boston Logan Intl

Wed 11/19

5:35 pm-9:05 pm

1 stop4h 30m

$132

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 1/7

7:00 am-10:33 am

Nonstop2h 33m

Boston Logan Intl

Sun 1/11

7:00 am-9:10 am

Nonstop3h 10m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 12/13

11:25 am-2:49 pm

Nonstop2h 24m

Boston Logan Intl

Wed 12/17

8:30 am-10:35 am

Nonstop3h 05m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 11/26

1:06 pm-4:34 pm

Nonstop2h 28m

Boston Logan Intl

Sat 11/29

5:35 pm-7:50 pm

Nonstop3h 15m

$137

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 11/26

4:05 pm-7:20 pm

Nonstop2h 15m

Boston Logan Intl

Fri 11/28

5:15 am-7:00 am

Nonstop2h 45m

$137

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Mon 9/29

6:45 pm-10:05 pm

Nonstop2h 20m

Boston Logan Intl

Tue 9/30

3:15 pm-4:50 pm

Nonstop2h 35m

$137

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fri 11/14

9:30 am-6:15 pm

2 stops7h 45m

Boston Logan Intl

Tue 11/18

5:35 pm-9:05 pm

1 stop4h 30m

$138

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Sat 12/13

9:50 am-1:10 pm

Nonstop2h 20m

Boston Logan Intl

Wed 12/17

5:35 pm-9:05 pm

1 stop4h 30m

$143

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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, January is the cheapest month in which you can book a flight from Chicago to New Hampshire (average of $334). Flying from Chicago to New Hampshire in April is currently the most expensive (average of $398). 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 September 16, 2025.

When flying from Chicago to New Hampshire, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago to New Hampshire

Explore weekly flight availability from Chicago to New Hampshire. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 16, 2025.

The most flights from CHI to USNH are scheduled on a Monday (7 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (5 on average).

How much does it cost to fly round-trip from Chicago to New Hampshire?

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 September 16, 2025.
See what other customers who have flown with Southwest, American Airlines, and JetBlue 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
4,242 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,914 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 will be generally consistent. The distance between Chicago and New Hampshire is about 857 mi. Generally, flights for this route are nonstop.

  • What are the cheapest airlines to fly from Chicago to New Hampshire one-way?

    One-way options have recently been found by users for as low as $69 on JetBlue. Other airlines that offer cheap prices include Southwest from $69 and American Airlines from $99 one-way.

  • 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.

  • What are the most reliable airlines from Chicago to New Hampshire?

    No one likes to see their flight delayed. When booking a flight from Chicago to New Hampshire consider choosing Qatar Airways (84%), Japan Airlines (83%) or American Airlines (79%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to New Hampshire?

    Looking for the cheapest flight from Chicago to New Hampshire? While on average our users pay $296, our data indicates the cheapest price to be $148. The most popular route (Chicago O'Hare Intl - Boston Logan Intl), is priced around $112.

  • 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, January is the cheapest month in which you can book a flight from Chicago to New Hampshire (average of $334). Flying from Chicago to New Hampshire in April is currently the most expensive (average of $398). 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$181Average$430FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$197Average$429FlexibilityNo cancel feeOn-time63%

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