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$69+ 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 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
MHT — CHI
Aug 7 — Aug 141
Thu 8/7
Thu 8/14
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 August 2, 2025.

Round-trip from

$137
(Southwest)

One-way from

$69
(Southwest)

Popular in

March

Cheapest in

September

Average price

$199

Good round-trip deal

$196 or less

Good one-way deal

$198 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. 9% potential increase in price ($22 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 August 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 August 2, 2025.

This Southwest deal was found by Cheapflights users on 7/31. 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 9/58:35 amBOS - MDW
Nonstop2h 35mSouthwest
Sun 9/710:00 amMDW - BOS
Nonstop2h 25mSouthwest
Deal found 7/31$137
This JetBlue deal was found by Cheapflights users on 8/1. 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 9/267:00 amBOS - ORD
Nonstop2h 56mJetBlue
Tue 9/309:51 amORD - BOS
Nonstop2h 29mJetBlue
Deal found 8/1$137
This American Airlines deal was found by Cheapflights users on 8/1. 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.
Sun 9/145:00 amBOS - ORD
Nonstop2h 51mAmerican Airlines
Sun 9/216:05 amORD - BOS
Nonstop2h 27mAmerican Airlines
Deal found 8/1$138
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 8/206:05 amBOS - ORD
1 stop14h 02mSpirit Airlines
Wed 8/2711:36 amORD - BOS
1 stop11h 13mSpirit Airlines
Deal found 8/1$146
This Delta deal was found by Cheapflights users on 7/31. 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 9/611:34 amBOS - ORD
Nonstop2h 53mDelta
Tue 9/166:59 pmORD - BOS
Nonstop2h 41mDelta
Deal found 7/31$147
This United Airlines deal was found by Cheapflights users on 8/1. 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 8/226:16 pmBOS - ORD
Nonstop2h 54mUnited Airlines
Mon 8/259:15 pmORD - BOS
Nonstop2h 30mUnited Airlines
Deal found 8/1$148
This Trip.com deal was found by Cheapflights users on 8/1. 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.
Thu 9/411:00 amBOS - ORD
Nonstop2h 50mMultiple Airlines
Tue 9/911:57 amORD - BOS
1 stop11h 00mMultiple Airlines
Deal found 8/1$151
This Southwest deal was found by Cheapflights users on 7/31. 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 8/221:45 pmBOS - ORD
1 stop10h 20mSouthwest
Mon 8/257:30 amORD - BOS
1 stop9h 15mSouthwest
Deal found 7/31$157
This American Airlines deal was found by Cheapflights users on 7/31. 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.
Sat 9/61:49 pmMHT - ORD
Nonstop2h 52mAmerican Airlines
Wed 9/106:49 pmORD - MHT
Nonstop2h 35mAmerican Airlines
Deal found 7/31$181
This Southwest deal was found by Cheapflights users on 7/31. 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 8/306:00 amMHT - MDW
Nonstop2h 25mSouthwest
Sat 9/65:40 pmMDW - MHT
Nonstop2h 10mSouthwest
Deal found 7/31$181
This United Airlines deal was found by Cheapflights users on 7/31. 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 9/69:40 amMHT - ORD
1 stop5h 49mUnited Airlines
Wed 9/108:50 amORD - MHT
1 stop5h 07mUnited Airlines
Deal found 7/31$201
This Mytrip deal was found by Cheapflights users on 7/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/58:59 amBOS - MDW
1 stop8h 44mAllegiant Air
Mon 9/87:50 pmMDW - BOS
1 stop12h 53mAllegiant Air
Deal found 7/31$204

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 August 2, 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

Fri 9/5

8:35 am-10:10 am

Nonstop2h 35m

Chicago Midway

Sun 9/7

10:00 am-1:25 pm

Nonstop2h 25m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 9/26

7:00 am-8:56 am

Nonstop2h 56m

Chicago O'Hare Intl

Tue 9/30

9:51 am-1:20 pm

Nonstop2h 29m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 9/14

5:00 am-6:51 am

Nonstop2h 51m

Chicago O'Hare Intl

Sun 9/21

6:05 am-9:32 am

Nonstop2h 27m

$138

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 8/20

6:05 am-7:07 pm

1 stop14h 02m

Chicago O'Hare Intl

Wed 8/27

11:36 am-11:49 pm

1 stop11h 13m

$146

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 9/6

7:20 am-9:15 am

Nonstop2h 55m

Chicago O'Hare Intl

Wed 9/17

7:25 am-10:55 am

Nonstop2h 30m

$147

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 8/22

7:45 am-9:41 am

Nonstop2h 56m

Chicago O'Hare Intl

Mon 8/25

9:15 pm-12:45 am

Nonstop2h 30m

$148

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 9/4

11:00 am-12:50 pm

Nonstop2h 50m

Chicago O'Hare Intl

Tue 9/9

11:57 am-11:57 pm

1 stop11h 00m

$151

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 8/22

6:40 am-2:05 pm

1 stop8h 25m

Chicago O'Hare Intl

Mon 8/25

2:55 pm-10:35 pm

1 stop6h 40m

$157

ManchesterChicago

MHT - ORD

MHTORD

Manchester

Sat 9/6

1:49 pm-3:41 pm

Nonstop2h 52m

Chicago O'Hare Intl

Wed 9/10

6:49 pm-10:24 pm

Nonstop2h 35m

$181

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Sat 8/30

6:00 am-7:25 am

Nonstop2h 25m

Chicago Midway

Sat 9/6

5:40 pm-8:50 pm

Nonstop2h 10m

$181

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 56 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 August 2, 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 August 2, 2025.

The most flights from USNH to CHI are scheduled on a Monday (7 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (1 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated August 2, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from New Hampshire to Chicago 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
4,246 reviews

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,983 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,904 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
JetBlue
7.3
Good
2,915 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

  • 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 $70 on United Airlines and American Airlines, 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 (93%), American Airlines (72%) and Envoy Air (72%).

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

    On average you can expect to pay $330 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 $112.

  • 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
Valparaiso
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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Los Angeles to Midway flights
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Minneapolis to Midway flights
George Bush Intcntl to O'Hare Intl flights
Portland to O'Hare Intl flights
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Philadelphia to Midway flights
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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 August 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$196Average$427FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$209Average$402FlexibilityNo cancel feeOn-time71%

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