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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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
MHT — CHI
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap 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 September 16, 2025.

Round-trip from

$123
(Southwest)

One-way from

$64
(Southwest)

Popular in

March

Cheapest in

January

Average price

$199

Good round-trip deal

$342 or less

Good one-way deal

$178 or less
From New Hampshire to Chicago (CHI)
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One-way flight from New Hampshire to Chicago (CHI)
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Highest demand for flights based on searches. 6% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($2 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 New Hampshire to Chicago (CHI).
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Price to beat on a one-way flight from New Hampshire to Chicago (CHI).
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Find 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 September 16, 2025.

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 11/115:35 pmBOS - MDW
1 stop4h 30mSouthwest
Fri 11/147:15 pmMDW - BOS
Nonstop2h 15mSouthwest
Deal found 9/15$123
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:16 amBOS - ORD
1 stop13h 22mSpirit Airlines
Tue 10/216:00 amORD - BOS
1 stop6h 20mSpirit Airlines
Deal found 9/14$126
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.
Thu 10/25:35 amBOS - MDW
1 stop5h 40mSouthwest
Mon 10/66:05 amMDW - BOS
Nonstop2h 15mSouthwest
Deal found 9/15$127
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.
Tue 9/307:00 amBOS - ORD
Nonstop2h 56mJetBlue
Wed 10/17:50 pmORD - BOS
Nonstop2h 35mJetBlue
Deal found 9/14$127
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/153:00 pmBOS - ORD
1 stop9h 45mSpirit Airlines
Sat 10/1811:55 amORD - BOS
1 stop11h 04mSpirit Airlines
Deal found 9/14$129
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.
Sat 10/48:38 amBOS - ORD
1 stop9h 07mMultiple Airlines
Tue 10/76:00 amORD - BOS
1 stop6h 20mMultiple Airlines
Deal found 9/14$131
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.
Fri 9/264:40 pmBOS - ORD
Nonstop3h 15mJetBlue
Fri 10/37:50 pmORD - BOS
Nonstop2h 35mJetBlue
Deal found 9/15$132
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.
Thu 10/305:15 amBOS - MDW
Nonstop2h 40mSouthwest
Sun 11/25:45 amMDW - BOS
1 stop10h 25mSouthwest
Deal found 9/15$133
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/186:00 amBOS - ORD
Nonstop2h 56mUnited Airlines
Sun 10/196:30 amORD - BOS
Nonstop2h 26mUnited Airlines
Deal found 9/15$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.
Wed 10/157:09 amBOS - ORD
Nonstop3h 13mJetBlue
Wed 10/157:13 pmORD - BOS
Nonstop2h 33mJetBlue
Deal found 9/15$135
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/83:00 pmBOS - ORD
1 stop9h 45mSpirit Airlines
Sat 10/1111:55 amORD - BOS
1 stop11h 04mSpirit Airlines
Deal found 9/14$136
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.
Fri 11/146:50 pmBOS - MDW
1 stop5h 40mSouthwest
Sun 11/165:00 amMDW - BOS
1 stop6h 50mSouthwest
Deal found 9/15$137

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 September 16, 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

Sat 10/25

10:30 am-12:10 pm

Nonstop2h 40m

Chicago Midway

Tue 10/28

6:10 am-1:15 pm

1 stop6h 05m

$127

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Thu 10/2

5:35 am-10:15 am

1 stop5h 40m

Chicago Midway

Mon 10/6

5:50 pm-9:05 pm

Nonstop2h 15m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 10/18

6:00 am-7:56 am

Nonstop2h 56m

Chicago O'Hare Intl

Sun 10/19

6:30 am-9:56 am

Nonstop2h 26m

$133

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 11/20

10:40 am-12:40 pm

Nonstop3h 00m

Chicago O'Hare Intl

Wed 11/26

9:25 pm-12:45 am

Nonstop2h 20m

$137

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 10/31

5:15 am-10:40 am

1 stop6h 25m

Chicago Midway

Mon 11/3

6:40 am-12:55 pm

1 stop5h 15m

$137

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 12/5

1:35 pm-3:20 pm

Nonstop2h 45m

Chicago Midway

Sun 12/7

7:15 pm-10:30 pm

Nonstop2h 15m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 10/18

5:05 am-11:50 am

1 stop7h 45m

Chicago O'Hare Intl

Wed 10/22

1:50 pm-9:10 pm

1 stop6h 20m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 9/26

4:40 pm-6:55 pm

Nonstop3h 15m

Chicago O'Hare Intl

Sat 9/27

9:51 am-1:20 pm

Nonstop2h 29m

$142

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 12/11

7:50 pm-9:46 pm

Nonstop2h 56m

Chicago O'Hare Intl

Sun 12/14

7:10 am-10:37 am

Nonstop2h 27m

$147

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Sat 11/22

5:25 am-7:10 am

Nonstop2h 45m

Chicago Midway

Fri 11/28

2:55 pm-11:15 pm

1 stop7h 20m

$147

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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, August is the cheapest month in which you can book a flight from New Hampshire to Chicago (average of $245). Flying from New Hampshire to Chicago in March is currently the most expensive (average of $321). 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 September 16, 2025.

When flying from New Hampshire to Chicago, 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 New Hampshire to Chicago

Explore weekly flight availability from New Hampshire to Chicago. 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 USNH to CHI are scheduled on a Monday (8 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (4 on average).

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, United Airlines, and JetBlue fly from New Hampshire to Chicago in about 2h 40m. 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 cheapest airlines to fly from New Hampshire to Chicago one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $69. Users have also found prices from $69 and $69 on Delta and JetBlue, respectively.

  • 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 Japan Airlines (84%), Qatar Airways (69%) and American Airlines (63%).

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

    On average you can expect to pay $404 for a flight from New Hampshire to Chicago. The cheapest flight overall is $143 while the most popular route, (Boston Logan Intl - Chicago O'Hare Intl) is currently priced at $117.

  • 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, August is the cheapest month in which you can book a flight from New Hampshire to Chicago (average of $245). Flying from New Hampshire to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$196Average$426FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$196Average$402FlexibilityNo cancel feeOn-time71%

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