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$67+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
MHT — CHI
Mar 13 — Mar 201
Fri 3/13
Fri 3/20
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 February 11, 2026.

This Southwest deal was found by Cheapflights users on 2/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/810:45 am
BOS
-
MDW
Nonstop2h 40m
Southwest
Sat 4/117:45 am
MDW
-
BOS
Nonstop2h 15m
Southwest
Deal found 2/9$132
This Southwest deal was found by Cheapflights users on 2/8. 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 3/286:35 pm
BOS
-
MDW
Nonstop2h 55m
Southwest
Mon 3/307:00 pm
MDW
-
BOS
Nonstop2h 15m
Southwest
Deal found 2/8$133
This Super.com deal was found by Cheapflights users on 2/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/237:00 am
BOS
-
ORD
Nonstop3h 10m
JetBlue
Thu 2/2610:00 am
ORD
-
BOS
Nonstop2h 20m
JetBlue
Deal found 2/8$133
This Southwest deal was found by Cheapflights users on 2/8. 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 2/285:00 am
BOS
-
MDW
1 stop5h 25m
Southwest
Mon 3/26:35 pm
MDW
-
BOS
Nonstop2h 15m
Southwest
Deal found 2/8$134
This United Airlines deal was found by Cheapflights users on 2/8. 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 5/26:00 am
BOS
-
ORD
Nonstop3h 00m
United Airlines
Tue 5/57:00 am
ORD
-
BOS
1 stop4h 51m
United Airlines
Deal found 2/8$134
This United Airlines deal was found by Cheapflights users on 2/8. 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 2/1110:30 am
BOS
-
ORD
Nonstop3h 04m
United Airlines
Wed 2/116:05 pm
ORD
-
BOS
Nonstop2h 33m
United Airlines
Deal found 2/8$135
This Southwest deal was found by Cheapflights users on 2/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:45 pm
BOS
-
MDW
Nonstop2h 50m
Southwest
Tue 3/32:00 pm
MDW
-
BOS
Nonstop2h 10m
Southwest
Deal found 2/10$136
This American Airlines deal was found by Cheapflights users on 2/9. 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 2/286:52 am
BOS
-
ORD
Nonstop3h 11m
American Airlines
Tue 3/37:18 am
ORD
-
BOS
Nonstop2h 28m
American Airlines
Deal found 2/9$136
This Southwest deal was found by Cheapflights users on 2/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/146:30 am
BOS
-
MDW
Nonstop2h 50m
Southwest
Tue 3/176:10 pm
MDW
-
BOS
Nonstop2h 15m
Southwest
Deal found 2/9$137
This Delta deal was found by Cheapflights users on 2/9. 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.
Tue 2/243:50 pm
BOS
-
ORD
Nonstop3h 03m
Delta
Thu 2/267:05 am
ORD
-
BOS
Nonstop2h 32m
Delta
Deal found 2/9$137
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Thu 4/26:52 am
BOS
-
ORD
Nonstop3h 11m
American Airlines
Mon 4/67:40 pm
ORD
-
BOS
Nonstop2h 21m
American Airlines
Deal found 2/9$138
This American Airlines deal was found by Cheapflights users on 2/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/26:52 am
BOS
-
ORD
Nonstop3h 11m
American Airlines
Sun 4/57:20 am
ORD
-
BOS
Nonstop2h 28m
American Airlines
Deal found 2/10$139

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 February 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$132
(Southwest)

One-way from

$67
(Super.com)

Popular in

March

Cheapest in

September

Average price

$227

Good round-trip deal

$429 or less

Good one-way deal

$209 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. 6% potential increase in price ($16 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 February 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 February 11, 2026.
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 - ORD

BOSORD

Boston Logan Intl

Sun 3/1

7:45 am-9:50 am

Nonstop3h 05m

Chicago O'Hare Intl

Tue 3/10

7:30 am-10:50 am

Nonstop2h 20m

$136

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 4/3

7:00 am-9:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Sun 4/5

6:00 am-9:25 am

Nonstop2h 25m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 3/9

7:16 am-9:22 am

Nonstop3h 06m

Chicago O'Hare Intl

Mon 3/9

9:15 pm-12:35 am

Nonstop2h 20m

$140

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 3/3

7:00 am-9:10 am

Nonstop3h 10m

Chicago O'Hare Intl

Fri 3/6

6:04 am-2:35 pm

1 stop7h 31m

$142

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 3/8

7:00 am-9:10 am

Nonstop3h 10m

Chicago O'Hare Intl

Wed 3/11

6:04 am-2:20 pm

1 stop7h 16m

$142

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 3/7

5:10 pm-11:00 pm

1 stop6h 50m

Chicago O'Hare Intl

Tue 3/10

10:00 am-1:20 pm

Nonstop2h 20m

$142

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Thu 2/26

1:55 pm-3:45 pm

Nonstop2h 50m

Chicago Midway

Sun 3/1

6:05 am-9:25 am

Nonstop2h 20m

$145

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 3/5

7:15 am-9:28 am

Nonstop3h 13m

Chicago O'Hare Intl

Mon 3/9

7:00 am-10:25 am

Nonstop2h 25m

$147

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 5/7

7:30 am-9:30 am

Nonstop3h 00m

Chicago O'Hare Intl

Wed 5/13

6:15 pm-11:59 pm

1 stop4h 44m

$147

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 4/9

7:00 am-9:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Sun 4/12

6:00 am-9:25 am

Nonstop2h 25m

$147

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/9

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 $129). Flying from New Hampshire to Chicago in December 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 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 February 11, 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 14% 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 February 7, 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.

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, JetBlue, and Southwest 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 cheapest flights from New Hampshire to Chicago?

    On average you can expect to pay $422 for a flight from New Hampshire to Chicago. The cheapest flight overall is $168 while the most popular route, (Boston Logan Intl - Chicago O'Hare Intl) is currently priced at $107.

  • 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 $129). Flying from New Hampshire to Chicago in December 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

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 February 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$196Average$432FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$196Average$391FlexibilityNo cancel feeOn-time71%

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