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$85+ 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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
MHT — CHI
Jul 31 — Aug 71
Fri 7/31
Fri 8/7
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 July 1, 2026.

This Southwest deal was found by Cheapflights users on 7/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:30 am
BOS
-
MDW
Nonstop2h 35m
Southwest
Wed 8/194:40 pm
MDW
-
BOS
1 stop4h 35m
Southwest
Deal found 7/1$172
This United Airlines deal was found by Cheapflights users on 6/30. 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 7/225:45 am
BOS
-
ORD
1 stop4h 51m
United Airlines
Sat 7/257:45 pm
ORD
-
BOS
Nonstop2h 36m
United Airlines
Deal found 6/30$172
This Cheapflightsfares deal was found by Cheapflights users on 6/29. 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 8/215:21 pm
BOS
-
ORD
Nonstop3h 06m
JetBlue
Wed 9/99:38 am
ORD
-
BOS
Nonstop2h 28m
JetBlue
Deal found 6/29$173
This Southwest deal was found by Cheapflights users on 6/28. 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 7/255:20 am
BOS
-
MDW
Nonstop2h 35m
Southwest
Mon 7/277:35 pm
MDW
-
BOS
Nonstop2h 20m
Southwest
Deal found 6/28$175
This JetBlue deal was found by Cheapflights users on 6/29. 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.
Mon 8/174:55 pm
BOS
-
ORD
1 stop6h 03m
JetBlue
Fri 8/218:20 pm
ORD
-
BOS
Nonstop2h 31m
JetBlue
Deal found 6/29$175
This Jettzy deal was found by Cheapflights users on 6/29. 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 Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:15 am
BOS
-
ORD
Nonstop2h 56m
JetBlue
Sat 8/159:40 am
ORD
-
BOS
1 stop6h 37m
JetBlue
Deal found 6/29$176
This JetBlue deal was found by Cheapflights users on 6/27. 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.
Mon 8/104:30 pm
BOS
-
ORD
1 stop6h 28m
JetBlue
Sat 8/159:40 am
ORD
-
BOS
1 stop8h 19m
JetBlue
Deal found 6/27$177
This Southwest deal was found by Cheapflights users on 7/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/185:20 am
BOS
-
MDW
Nonstop2h 35m
Southwest
Mon 7/277:35 pm
MDW
-
BOS
Nonstop2h 20m
Southwest
Deal found 7/1$178
This United Airlines deal was found by Cheapflights users on 6/28. 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 7/158:15 am
BOS
-
ORD
Nonstop2h 57m
United Airlines
Mon 7/209:41 pm
ORD
-
BOS
Nonstop2h 33m
United Airlines
Deal found 6/28$178
This Southwest deal was found by Cheapflights users on 6/27. 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.
Mon 7/135:25 am
BOS
-
MDW
Nonstop2h 35m
Southwest
Tue 7/286:05 pm
MDW
-
BOS
Nonstop2h 20m
Southwest
Deal found 6/27$179
This Delta deal was found by Cheapflights users on 6/28. 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.
Thu 7/167:30 am
BOS
-
ORD
Nonstop2h 56m
Delta
Wed 7/227:25 pm
ORD
-
BOS
Nonstop2h 35m
Delta
Deal found 6/28$179
This Southwest deal was found by Cheapflights users on 7/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:50 pm
BOS
-
MDW
1 stop5h 30m
Southwest
Tue 8/258:45 am
MDW
-
BOS
Nonstop2h 30m
Southwest
Deal found 7/1$180

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 July 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$172
(Southwest)

One-way from

$85
(Priceline)

Popular in

June

Cheapest in

January

Average price

$238

Good round-trip deal

$416 or less

Good one-way deal

$244 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. 7% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 1, 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
Quickest round-trip

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Sat 8/22

7:05 am-8:40 am

Nonstop2h 35m

Chicago Midway

Sat 8/29

7:40 am-11:00 am

Nonstop2h 20m

$182

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 7/31

8:45 pm-10:39 pm

Nonstop2h 54m

Chicago O'Hare Intl

Wed 8/5

10:30 am-1:59 pm

Nonstop2h 29m

$183

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 9/4

5:01 am-8:52 am

1 stop4h 51m

Chicago O'Hare Intl

Fri 9/4

8:20 pm-12:16 am

Nonstop2h 56m

$183

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 8/25

12:44 pm-5:35 pm

1 stop5h 51m

Chicago O'Hare Intl

Sat 8/29

9:40 am-6:59 pm

1 stop8h 19m

$185

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 7/20

7:19 am-9:17 am

Nonstop2h 58m

Chicago O'Hare Intl

Mon 8/10

7:33 am-11:05 am

Nonstop2h 32m

$187

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Mon 7/20

5:25 am-7:00 am

Nonstop2h 35m

Chicago Midway

Wed 7/22

8:10 am-1:45 pm

1 stop4h 35m

$188

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 8/8

7:30 am-9:26 am

Nonstop2h 56m

Chicago O'Hare Intl

Mon 8/10

7:55 am-11:24 am

Nonstop2h 29m

$191

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 8/1

7:59 pm-9:59 pm

Nonstop3h 00m

Chicago O'Hare Intl

Fri 8/7

10:30 am-1:59 pm

Nonstop2h 29m

$191

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Mon 8/10

5:23 pm-9:05 am

1 stop16h 42m

Chicago O'Hare Intl

Mon 8/17

6:45 am-4:58 pm

1 stop9h 13m

$192

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 9/4

4:55 pm-9:58 pm

1 stop6h 03m

Chicago O'Hare Intl

Tue 9/8

6:00 am-2:41 pm

1 stop7h 41m

$193

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/28

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

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 July 1, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 13% on flights from New Hampshire to Chicago by exploring options for tickets in the afternoon.

How much does it cost to fly round-trip 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 41 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 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 June 27, 2026.

Travelers seeking maximum savings on their New Hampshire to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Friday at noon 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, Delta, and JetBlue fly from New Hampshire to Chicago in about 2h 35m. The time it takes to get you to your destination can typically vary by up to 2h 16m. New Hampshire and Chicago are separated by a distance of 857 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 (98%), Qatar Airways (91%) and American Airlines (90%).

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

    On average you can expect to pay $849 for a flight from New Hampshire to Chicago. The cheapest flight overall is $180 while the most popular route, (Boston Logan Intl - Chicago O'Hare Intl) is currently priced at $149.

  • 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
Hammond
Lansing
Merrillville
Valparaiso
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.
Newark to O'Hare Intl flights
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Dallas/Fort Worth to Midway flights
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Hobby to O'Hare Intl flights
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George Bush Intcntl to O'Hare Intl flights
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Raleigh to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Atlanta to Midway flights
Charlotte to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
San Diego to O'Hare Intl flights
Miami to O'Hare Intl flights
Dulles Intl to Midway flights
Austin to O'Hare Intl flights
San Francisco to Midway flights
John F Kennedy Intl to Midway flights
Baltimore to Midway flights
LaGuardia to Midway flights
Los Angeles to Midway flights
Fort Lauderdale to O'Hare Intl flights
Minneapolis to Midway flights
Portland to O'Hare Intl flights
Newark to St. Louis flights
Minneapolis to O'Hare Intl flights
Reagan-National to Midway flights
Hobby to Midway flights
Seattle to Midway flights
Salt Lake City to O'Hare Intl flights
LaGuardia to St. Louis flights
San Jose to O'Hare Intl flights
Philadelphia to Midway flights
New Orleans to O'Hare Intl 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 July 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$196Average$436FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$196Average$422FlexibilityNo cancel feeOn-time71%

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