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

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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
MHT — CHI
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from New Hampshire to Chicago

Cheapest flights from New Hampshire to Chicago
Explore the most affordable flight options available from New Hampshire to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This JetBlue deal was found by Cheapflights users on 12/15. 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 12/254:31 pmBOS - ORD
Nonstop3h 15mJetBlue
Mon 12/297:41 pmORD - BOS
Nonstop2h 29mJetBlue
Deal found 12/15$132
This Expedia deal was found by Cheapflights users on 12/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2312:08 pmBOS - ORD
1 stop23h 10mMultiple Airlines
Wed 1/77:45 amORD - BOS
Nonstop2h 25mMultiple Airlines
Deal found 12/15$156
This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:01 amBOS - ORD
Nonstop3h 04mUnited Airlines
Fri 12/197:45 amORD - BOS
Nonstop2h 22mUnited Airlines
Deal found 12/15$157
This Expedia deal was found by Cheapflights users on 12/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2312:08 pmBOS - ORD
1 stop23h 10mFrontier
Wed 1/74:49 pmORD - BOS
1 stop7h 30mFrontier
Deal found 12/15$162
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:19 pmORH - ORD
2 stops20h 11mAmerican Airlines
Sun 1/46:46 pmORD - ORH
1 stop17h 31mAmerican Airlines
Deal found 12/16$164
This Priceline deal was found by Cheapflights users on 12/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2311:02 amBOS - ORD
1 stop8h 50mMultiple Airlines
Thu 12/257:41 pmORD - BOS
Nonstop2h 29mMultiple Airlines
Deal found 12/16$166
This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:40 pmBOS - ORD
Nonstop3h 12mAmerican Airlines
Fri 1/235:25 pmORD - BOS
Nonstop2h 20mAmerican Airlines
Deal found 12/17$177
This American Airlines deal was found by Cheapflights users on 12/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/176:00 amBOS - ORD
Nonstop3h 17mAmerican Airlines
Fri 12/197:25 amORD - BOS
Nonstop2h 33mAmerican Airlines
Deal found 12/14$187
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Mon 12/296:23 pmBOS - ORD
Nonstop3h 02mUnited Airlines
Sun 1/47:45 amORD - BOS
Nonstop2h 23mUnited Airlines
Deal found 12/16$189
This United Airlines deal was found by Cheapflights users on 12/17. 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 12/206:23 pmBOS - ORD
Nonstop3h 02mUnited Airlines
Thu 12/251:55 pmORD - BOS
Nonstop2h 22mUnited Airlines
Deal found 12/17$192
This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:01 amBOS - ORD
Nonstop3h 04mUnited Airlines
Sun 1/49:12 pmORD - BOS
Nonstop2h 33mUnited Airlines
Deal found 12/15$196
This United Airlines deal was found by Cheapflights users on 12/17. 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 12/206:23 pmBOS - ORD
Nonstop3h 02mUnited Airlines
Sun 12/219:12 pmORD - BOS
Nonstop2h 33mUnited Airlines
Deal found 12/17$197

Find flight deals from New Hampshire to Chicago

Keep the following information in mind while searching for New Hampshire to Chicago flight deals. Data was last updated December 18, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$124
(Kiwi.com)

One-way from

$64
(Southwest)

Popular in

April

Cheapest in

September

Average price

$253

Good round-trip deal

$405 or less

Good one-way deal

$173 or less
Provider with most accurate pricing for Boston Logan Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Chicago (CHI) flights.
Search Deals
From New Hampshire to Chicago (CHI)
Search Deals
One-way flight from New Hampshire to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($2 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from New Hampshire to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from New Hampshire to Chicago (CHI).
Search Deals

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from New Hampshire to Chicago that are best for you.

Fly from

New Hampshire

Fly to

Chicago

Route

Depart

Return

Price

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 2/25

5:30 am-7:20 am

Nonstop2h 50m

Chicago Midway

Fri 2/27

7:40 pm-10:55 pm

Nonstop2h 15m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 2/21

7:00 am-9:10 am

Nonstop3h 10m

Chicago O'Hare Intl

Sat 3/7

10:00 am-1:23 pm

Nonstop2h 23m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 2/26

6:00 am-8:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Mon 3/2

11:05 am-2:30 pm

Nonstop2h 25m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 1/23

7:30 am-9:41 am

Nonstop3h 11m

Chicago O'Hare Intl

Sun 1/25

7:05 am-10:40 am

Nonstop2h 35m

$137

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Sat 2/7

5:30 am-7:20 am

Nonstop2h 50m

Chicago Midway

Sat 2/14

6:10 pm-9:25 pm

Nonstop2h 15m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 1/14

3:35 pm-5:43 pm

Nonstop3h 08m

Chicago O'Hare Intl

Sun 1/18

7:45 am-11:10 am

Nonstop2h 25m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 1/1

6:01 am-8:05 am

Nonstop3h 04m

Chicago O'Hare Intl

Fri 1/2

9:12 pm-12:45 am

Nonstop2h 33m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 1/24

7:30 am-9:41 am

Nonstop3h 11m

Chicago O'Hare Intl

Sun 1/25

7:05 am-10:40 am

Nonstop2h 35m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 2/24

7:00 am-9:10 am

Nonstop3h 10m

Chicago O'Hare Intl

Fri 3/6

10:00 am-1:23 pm

Nonstop2h 23m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 1/7

3:35 pm-5:43 pm

Nonstop3h 08m

Chicago O'Hare Intl

Fri 1/16

7:45 am-11:10 am

Nonstop2h 25m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

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

Have a flexible travel schedule? Discover the best time to fly to Chicago from New Hampshire 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 New Hampshire to Chicago

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

Currently, February is the cheapest month in which you can book a flight from New Hampshire to Chicago (average of $109). Flying from New Hampshire to Chicago in December is currently the most expensive (average of $392). 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 NH to CHI?

Find hourly flight availability from New Hampshire to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 23% on flights from New Hampshire to Chicago by exploring options for tickets in the morning.

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

Use this chart to determine the cheapest time to fly round-trip from New Hampshire to Chicago. Price data was last updated on December 13, 2025.

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

Related info for your journey

Find useful and relevant information for your journey from New Hampshire to Chicago. 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 New Hampshire to Chicago?

    Airlines like Southwest, JetBlue, and United Airlines fly from New Hampshire to Chicago in about 2h 50m. The time it takes to get you to your destination is usually consistent. New Hampshire and Chicago are separated by a distance of 857 mi. All flights are typically nonstop.

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

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

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

    The top 3 most reliable airlines when flying from New Hampshire to Chicago are Qatar Airways (94%), Japan Airlines (82%) and American Airlines (82%).

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

    On average you can expect to pay $734 for a flight from New Hampshire to Chicago. The cheapest flight overall is $298 while the most popular route, (Boston Logan Intl - Chicago O'Hare Intl) is currently priced at $116.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from New Hampshire to Chicago 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 New Hampshire to Chicago?

    Currently, February is the cheapest month in which you can book a flight from New Hampshire to Chicago (average of $109). Flying from New Hampshire to Chicago in December is currently the most expensive (average of $392). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for New Hampshire to Chicago

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

Discover the top 2 airlines that operate flights from New Hampshire to Chicago. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$196Average$434FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$196Average$394FlexibilityNo cancel feeOn-time71%

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