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New Hampshire

$81+ Cheap flights from Chicago (CHI) to New Hampshire

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 6/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MHT
May 29 — Jun 51
Fri 5/29
Fri 6/5
1 adult, Economy
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Cheap flight deals from Chicago to New Hampshire

Cheapest flights from Chicago to New Hampshire
Explore the most affordable flight options available from Chicago to New Hampshire. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/25. 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 5/193:55 pm
ORD
-
BOS
1 stop16h 17m
Multiple Airlines
Tue 5/265:45 am
BOS
-
ORD
1 stop31h 52m
Multiple Airlines
Deal found 4/25$155
This Cheapflightsfares deal was found by Cheapflights users on 4/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/410:56 am
ORD
-
BOS
Nonstop2h 27m
JetBlue
Tue 8/45:20 pm
BOS
-
ORD
Nonstop3h 05m
JetBlue
Deal found 4/27$157
This Priceline deal was found by Cheapflights users on 4/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:59 pm
ORD
-
BOS
1 stop10h 25m
Multiple Airlines
Tue 5/265:25 pm
BOS
-
ORD
Nonstop3h 10m
Multiple Airlines
Deal found 4/27$159
This Frontier deal was found by Cheapflights users on 4/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:59 pm
ORD
-
BOS
1 stop10h 25m
Frontier
Wed 5/2712:01 pm
BOS
-
ORD
1 stop8h 40m
Frontier
Deal found 4/28$160
This Expedia deal was found by Cheapflights users on 4/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2012:04 pm
MDW
-
BOS
1 stop12h 20m
Frontier
Mon 6/112:01 pm
BOS
-
MDW
1 stop11h 01m
Frontier
Deal found 4/28$160
This JetBlue deal was found by Cheapflights users on 4/26. 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 7/810:56 am
ORD
-
BOS
Nonstop2h 27m
JetBlue
Wed 7/85:20 pm
BOS
-
ORD
Nonstop3h 05m
JetBlue
Deal found 4/26$162
This Priceline deal was found by Cheapflights users on 4/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:59 pm
ORD
-
BOS
1 stop10h 25m
Multiple Airlines
Mon 6/16:00 am
BOS
-
ORD
Nonstop3h 00m
Multiple Airlines
Deal found 4/28$164
This Expedia deal was found by Cheapflights users on 4/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:59 pm
ORD
-
BOS
1 stop10h 25m
Frontier
Tue 5/269:12 am
BOS
-
ORD
1 stop11h 29m
Frontier
Deal found 4/28$165
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:59 pm
ORD
-
BOS
1 stop10h 25m
Multiple Airlines
Wed 5/275:45 am
BOS
-
ORD
1 stop31h 52m
Multiple Airlines
Deal found 4/27$166
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/206:00 am
ORD
-
BOS
Nonstop2h 25m
United Airlines
Sat 5/236:40 pm
BOS
-
ORD
Nonstop3h 00m
United Airlines
Deal found 4/28$167
This Southwest deal was found by Cheapflights users on 4/27. 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.
Tue 6/97:40 am
MDW
-
BOS
Nonstop2h 15m
Southwest
Tue 6/165:35 am
BOS
-
MDW
Nonstop2h 35m
Southwest
Deal found 4/27$167
This Priceline deal was found by Cheapflights users on 4/25. 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.
Thu 5/147:20 am
ORD
-
BOS
Nonstop2h 26m
Multiple Airlines
Sat 5/1612:01 pm
BOS
-
ORD
1 stop8h 50m
Multiple Airlines
Deal found 4/25$169

Find flight deals from Chicago to New Hampshire

Keep the following information in mind while searching for Chicago to New Hampshire flight deals. Data was last updated April 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$155
(Kiwi.com)

One-way from

$81
(SmartFares)

Popular in

April

Cheapest in

January

Average price

$272

Good round-trip deal

$489 or less

Good one-way deal

$197 or less
Provider with most accurate pricing for Chicago (CHI)-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Boston Logan Intl flights.
Search Deals
From Chicago (CHI) to New Hampshire
Search Deals
One-way flight from Chicago (CHI) to New Hampshire
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to New Hampshire.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to New Hampshire.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to New Hampshire 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 April 29, 2026.
Use the filters below to find and compare flights from Chicago to New Hampshire that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Tue 6/9

2:40 pm-6:00 pm

Nonstop2h 20m

Boston Logan Intl

Tue 6/16

5:30 pm-7:20 pm

Nonstop2h 50m

$167

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 7/28

10:56 am-2:23 pm

Nonstop2h 27m

Boston Logan Intl

Thu 8/20

5:20 pm-7:25 pm

Nonstop3h 05m

$172

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 5/20

6:00 am-9:25 am

Nonstop2h 25m

Boston Logan Intl

Sun 5/24

12:30 pm-2:23 pm

Nonstop2h 53m

$172

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 5/20

7:30 am-11:01 am

Nonstop2h 31m

Boston Logan Intl

Mon 5/25

7:19 am-9:17 am

Nonstop2h 58m

$172

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Sat 6/20

5:25 am-8:40 am

Nonstop2h 15m

Boston Logan Intl

Wed 6/24

5:35 am-7:10 am

Nonstop2h 35m

$172

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 6/12

7:25 pm-11:02 pm

Nonstop2h 37m

Boston Logan Intl

Wed 6/17

7:30 am-9:28 am

Nonstop2h 58m

$186

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fri 7/10

7:35 pm-10:50 pm

Nonstop2h 15m

Boston Logan Intl

Tue 7/14

3:45 pm-5:30 pm

Nonstop2h 45m

$186
Quickest round-trip

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Sun 7/12

5:15 am-8:25 am

Nonstop2h 10m

Boston Logan Intl

Tue 7/21

5:35 am-7:10 am

Nonstop2h 35m

$186

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 5/28

6:00 am-11:16 am

1 stop4h 16m

Boston Logan Intl

Sun 5/31

6:00 am-7:58 am

Nonstop2h 58m

$187

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 7/2

9:35 pm-1:08 am

Nonstop2h 33m

Boston Logan Intl

Sat 7/11

6:00 am-7:58 am

Nonstop2h 58m

$191

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Chicago to New Hampshire

Have a flexible travel schedule? Discover the best time to fly to New Hampshire from Chicago 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 Chicago to New Hampshire

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

Currently, September is the cheapest month in which you can book a flight from Chicago to New Hampshire (average of $105). Flying from Chicago to New Hampshire in February is currently the most expensive (average of $552). 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 CHI to NH?

Find hourly flight availability from Chicago to New Hampshire. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 29, 2026.

A simple way to save on the total cost of your ticket is to fly from Chicago to New Hampshire in the morning. If you’re flexible enough to do this you can expect to save up to 11% on your trip compared to booking a flight in the afternoon.

What is the cheapest day to fly from Chicago to New Hampshire?

Use this chart to determine the cheapest time to fly round-trip from Chicago to New Hampshire. Price data was last updated on April 25, 2026.

Travelers seeking maximum savings on their Chicago to New Hampshire flight should consider departing on Saturday mornings when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to New Hampshire

Explore weekly flight availability from Chicago to New Hampshire. 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 April 29, 2026.

The most flights from CHI to USNH are scheduled on a Monday (5 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).

How much does it cost to fly round-trip from Chicago to New Hampshire?

Reviews of airlines servicing New Hampshire

Get insights into the airlines that provide service to New Hampshire. 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 New Hampshire. Reviews last updated April 29, 2026.
See what other customers who have flown with Southwest and American Airlines from Chicago to New Hampshire 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
4,314 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,314 reviews
Southwest
8.0
Very good
4,314 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,678 reviews
Southwest
8.0
Very good
4,314 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Chicago to New Hampshire. 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 Chicago to New Hampshire?

    Southwest, JetBlue, and United Airlines can get you from Chicago to New Hampshire in just under 2h 20m. Your travel time will be generally consistent. The distance between Chicago and New Hampshire is about 857 mi. Generally, flights for this route are nonstop.

  • What are the most popular routes from Chicago to New Hampshire?

    Most travelers choose Chicago O'Hare Intl - Boston Logan Intl, Chicago O'Hare Intl - Portland or Chicago Midway - Boston Logan Intl when deciding on the best route from Chicago to New Hampshire.

  • What are the most reliable airlines from Chicago to New Hampshire?

    No one likes to see their flight delayed. When booking a flight from Chicago to New Hampshire consider choosing Qatar Airways (100%), American Airlines (85%) or Envoy Air (85%) as they are the most reliable in getting you off to your destination on time.

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

    Looking for the cheapest flight from Chicago to New Hampshire? While on average our users pay $382, our data indicates the cheapest price to be $234. The most popular route (Chicago O'Hare Intl - Boston Logan Intl), is priced around $146.

  • Can I find deals for flights from Chicago to New Hampshire that include hotel bookings?

    Yes. In addition to deals on Chicago to New Hampshire flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to New Hampshire?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to New Hampshire.

  • Can I find deals for business class flights from Chicago to New Hampshire?

    Yes. Cheapflights offers flight deals from Chicago to New Hampshire 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 Chicago to New Hampshire?

    Currently, September is the cheapest month in which you can book a flight from Chicago to New Hampshire (average of $105). Flying from Chicago to New Hampshire in February is currently the most expensive (average of $552). 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

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Alternative routes for Chicago to New Hampshire

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Chicago to New Hampshire

Discover the top 2 airlines that operate flights from Chicago to New Hampshire. 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 April 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$181Average$423FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$181Average$452FlexibilityNo cancel feeOn-time71%

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