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$84+ 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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
MHT — CHI
Jun 12 — Jun 191
Fri 6/12
Fri 6/19
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 May 13, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/10. 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 6/312:01 pm
BOS
-
MDW
1 stop11h 01m
Frontier
Wed 6/106:00 am
MDW
-
BOS
1 stop18h 27m
Frontier
Deal found 5/10$169
This Kiwi.com deal was found by Cheapflights users on 5/9. 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.
Tue 6/29:12 am
BOS
-
ORD
1 stop11h 17m
Frontier
Tue 6/96:55 am
ORD
-
BOS
1 stop17h 32m
Frontier
Deal found 5/9$169
This SmartFares deal was found by Cheapflights users on 5/13. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:00 am
BOS
-
ORD
Nonstop3h 00m
JetBlue
Sun 5/318:30 pm
ORD
-
BOS
Nonstop2h 29m
JetBlue
Deal found 5/13$176
This United Airlines deal was found by Cheapflights users on 5/9. 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 5/236:40 pm
BOS
-
ORD
Nonstop3h 00m
United Airlines
Sat 5/306:20 pm
ORD
-
BOS
Nonstop2h 36m
United Airlines
Deal found 5/9$177
This Flysmarter deal was found by Cheapflights users on 5/12. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:25 pm
BOS
-
ORD
Nonstop3h 10m
JetBlue
Wed 5/278:30 pm
ORD
-
BOS
Nonstop2h 29m
JetBlue
Deal found 5/12$179
This Delta deal was found by Cheapflights users on 5/9. 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 5/305:30 pm
BOS
-
ORD
Nonstop3h 03m
Delta
Sun 5/317:00 am
ORD
-
BOS
Nonstop2h 35m
Delta
Deal found 5/9$182
This Kiwi.com deal was found by Cheapflights users on 5/9. 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.
Sat 6/612:01 pm
BOS
-
MDW
1 stop11h 01m
Frontier
Tue 6/912:27 pm
MDW
-
BOS
1 stop12h 00m
Frontier
Deal found 5/9$183
This Cheapflightsfares deal was found by Cheapflights users on 5/9. 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.
Fri 5/296:00 am
BOS
-
ORD
Nonstop3h 00m
JetBlue
Sat 5/301:56 pm
ORD
-
BOS
Nonstop2h 31m
JetBlue
Deal found 5/9$186
This Southwest deal was found by Cheapflights users on 5/12. 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 6/37:20 am
BOS
-
MDW
Nonstop2h 45m
Southwest
Tue 6/99:00 am
MDW
-
BOS
Nonstop2h 15m
Southwest
Deal found 5/12$187
This JetBlue deal was found by Cheapflights users on 5/12. 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 6/36:00 am
BOS
-
ORD
Nonstop3h 00m
JetBlue
Tue 6/98:30 pm
ORD
-
BOS
Nonstop2h 29m
JetBlue
Deal found 5/12$187
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 6/38:44 am
BOS
-
MDW
2 stops14h 18m
Frontier
Tue 6/912:27 pm
MDW
-
BOS
1 stop12h 00m
Frontier
Deal found 5/9$188
This American Airlines deal was found by Cheapflights users on 5/9. 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 5/305:05 am
BOS
-
ORD
Nonstop2h 57m
American Airlines
Sun 5/316:00 am
ORD
-
BOS
Nonstop2h 27m
American Airlines
Deal found 5/9$188

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 May 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$169
(Kiwi.com)

One-way from

$84
(United Airlines)

Popular in

March

Cheapest in

September

Average price

$248

Good round-trip deal

$456 or less

Good one-way deal

$223 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. 1% potential increase in price ($2 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
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 May 13, 2026.
Use the filters below to find and compare flights from New Hampshire to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 6/6

7:19 am-9:17 am

Nonstop2h 58m

Chicago O'Hare Intl

Sat 6/6

3:55 pm-7:30 pm

Nonstop2h 35m

$197

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 5/28

9:40 am-11:33 am

Nonstop2h 53m

Chicago O'Hare Intl

Sat 6/6

1:55 pm-5:29 pm

Nonstop2h 34m

$197

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 7/20

7:19 am-9:17 am

Nonstop2h 58m

Chicago O'Hare Intl

Tue 7/21

7:45 pm-11:21 pm

Nonstop2h 36m

$201

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 7/22

9:50 am-11:43 am

Nonstop2h 53m

Chicago O'Hare Intl

Sun 7/26

6:05 am-9:29 am

Nonstop2h 24m

$201

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 5/30

5:45 am-9:36 am

1 stop4h 51m

Chicago O'Hare Intl

Tue 6/2

9:41 pm-1:14 am

Nonstop2h 33m

$202

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 6/2

5:45 am-9:36 am

1 stop4h 51m

Chicago O'Hare Intl

Sat 6/6

7:45 pm-11:21 pm

Nonstop2h 36m

$202

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 6/10

5:45 am-9:36 am

1 stop4h 51m

Chicago O'Hare Intl

Sun 6/14

6:05 am-9:29 am

Nonstop2h 24m

$206

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 6/12

2:10 pm-7:10 pm

1 stop6h 00m

Chicago Midway

Sat 6/13

12:00 pm-3:20 pm

Nonstop2h 20m

$211

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 7/3

5:45 am-9:36 am

1 stop4h 51m

Chicago O'Hare Intl

Tue 7/7

6:05 am-9:29 am

Nonstop2h 24m

$211

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 7/7

9:50 am-11:43 am

Nonstop2h 53m

Chicago O'Hare Intl

Thu 7/9

6:00 am-11:16 am

1 stop4h 16m

$211

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/10

Showing 1-10 of 60 resultsSorted by cheapest first
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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

How far ahead should I book a flight from New Hampshire to Chicago?

The best time to book flights from New Hampshire to Chicago is 18 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, November is the cheapest month in which you can book a flight from New Hampshire to Chicago (average of $88). Flying from New Hampshire to Chicago in February is currently the most expensive (average of $380). 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 May 13, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 15% on flights from New Hampshire to Chicago by exploring options for tickets in the afternoon.

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 May 9, 2026.

Travelers seeking maximum savings on their New Hampshire to Chicago flight should consider departing on Friday at noon 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.

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 May 13, 2026.

The most flights from USNH to CHI 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 New Hampshire to Chicago?

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 United Airlines, Southwest, and American Airlines fly from New Hampshire to Chicago in about 2h 58m. The time it takes to get you to your destination can typically vary by up to 4h 03m. New Hampshire and Chicago are separated by a distance of 864 mi. This flight may include one or multiple stops.

  • 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 (100%), American Airlines (90%) and Envoy Air (90%).

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

    On average you can expect to pay $475 for a flight from New Hampshire to Chicago. The cheapest flight overall is $193 while the most popular route, (Boston Logan Intl - Chicago O'Hare Intl) is currently priced at $178.

  • 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, November is the cheapest month in which you can book a flight from New Hampshire to Chicago (average of $88). Flying from New Hampshire to Chicago in February is currently the most expensive (average of $380). 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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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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 May 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$196Average$422FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$196Average$410FlexibilityNo cancel feeOn-time71%

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