$95 Find Cheap Flights from Chicago to New Hampshire

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to New Hampshire departing on 7/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to New Hampshire

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to New Hampshire, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to New Hampshire, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Chicago to New Hampshire

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$179
Portland
Portland1 stop$281
Boston
Boston1 stop$179
Portland
Portland1 stop$281

Book Cheap Chicago to New Hampshire Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to New Hampshire that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to New Hampshire

Tue, Aug 25 - Wed, Aug 26
JetBlue Logo
9:39 am - 6:45 pm
ORD
-
BOS
8h 06m
1 stop
JetBlue Logo
4:30 pm - 9:55 pm
BOS
-
ORD
6h 25m
1 stop
$179JetBlue
Tue, Jun 30 - Sat, Jul 4
JetBlue Logo
6:00 am - 2:22 pm
ORD
-
BOS
7h 22m
1 stop
JetBlue Logo
4:43 pm - 9:30 pm
BOS
-
ORD
5h 47m
1 stop
$181JetBlue
Mon, Jun 29 - Sat, Jul 4
Southwest Logo
7:35 pm - 10:50 pm
MDW
-
BOS
2h 15mnonstop
Southwest Logo
5:40 pm - 7:30 pm
BOS
-
MDW
2h 50mnonstop
$182Southwest
Tue, Aug 25 - Sat, Aug 29
Southwest Logo
8:40 am - 4:00 pm
MDW
-
BOS
6h 20m
2 stops
Southwest Logo
7:05 am - 8:40 am
BOS
-
MDW
2h 35mnonstop
$183Southwest
Sat, Jul 11 - Mon, Jul 13
Delta Logo
6:59 am - 10:30 am
ORD
-
BOS
2h 31mnonstop
Delta Logo
7:30 am - 9:26 am
BOS
-
ORD
2h 56mnonstop
$183Delta
Fri, Jul 3 - Fri, Jul 10
Delta Logo
4:00 pm - 7:43 pm
ORD
-
BOS
2h 43mnonstop
Delta Logo
8:45 pm - 10:39 pm
BOS
-
ORD
2h 54mnonstop
$187Delta
Thu, Jul 2 - Tue, Jul 7
American Airlines Logo
8:29 pm - 12:05 am
ORD
-
BOS
2h 36mnonstop
American Airlines Logo
5:38 pm - 7:59 pm
BOS
-
ORD
3h 21mnonstop
$189American Airlines
Wed, Aug 19 - Mon, Aug 24
American Airlines Logo
6:45 am - 4:58 pm
ORD
-
ORH
9h 13m
1 stop
American Airlines Logo
5:23 pm - 11:44 pm
ORH
-
ORD
7h 21m
1 stop
$196American Airlines
Tue, Aug 4 - Wed, Aug 12
United Airlines Logo
6:30 am - 2:02 pm
ORD
-
MHT
6h 32m
1 stop
United Airlines Logo
2:46 pm - 9:30 pm
MHT
-
ORD
7h 44m
1 stop
$241United Airlines
Thu, Aug 6 - Thu, Aug 13
United Airlines Logo
6:30 am - 2:02 pm
ORD
-
MHT
6h 32m
1 stop
United Airlines Logo
9:25 am - 2:27 pm
MHT
-
ORD
6h 02m
1 stop
$316United Airlines
Booking Insights

KAYAK's insights & trends for Chicago to New Hampshire flights

Get data-powered insights and trends into flights from Chicago to New Hampshire to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to New Hampshire?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to New Hampshire departing in August.

What is the cheapest Chicago to New Hampshire flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to New Hampshire from Chicago found in the last 5 days was to Manchester, at $329 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Manchester (MHT), and the cheapest round-trip airline ticket found on this route in the last 5 days was $329.

What is the cheapest time of day to fly to New Hampshire?

The average price for all round-trip flights from Chicago to New Hampshire depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to New Hampshire is generally at night, when round-trip flights cost $227 on average. Morning departures are around 14% cheaper than evening flights, on average. The most expensive time of day to fly to New Hampshire is generally in the evening, which is peak travel time and where the average cost of a ticket is $297.

Can I save money by flying with a layover from Chicago to New Hampshire?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $422, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to New Hampshire, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to New Hampshire is September, when tickets cost $105 (return) on average. On the other hand, the most expensive months are February and December, when the average cost of round-trip tickets is $552 and $386 respectively.

What’s the cheapest day of the week to fly from Chicago to New Hampshire?

The average price of all round-trip flights from Chicago to New Hampshire clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago to New Hampshire, look for departures on Thursdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from New Hampshire, Friday is the cheapest day to fly and Sunday is the most expensive.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to New Hampshire, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to New Hampshire, you should book around 3 weeks before departure, which saves you about 31% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$95
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from Chicago O'Hare Airport to Boston

FAQs - booking New Hampshire flights

  • How does KAYAK find such low prices on flights from Chicago to New Hampshire?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to New Hampshire.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to New Hampshire?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to New Hampshire is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to New Hampshire?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago to New Hampshire with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to New Hampshire?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to New Hampshire up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Chicago to New Hampshire

 
See real verified KAYAK customer reviews for airlines flying from Chicago to New Hampshire. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to New Hampshire? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4237 reviews
7.0Food
7.5Entertainment
8.6Crew
8.1Boarding
8.0Comfort
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

Everything you need to know for your flight from Chicago to New Hampshire

Cabin class types available on flights to New Hampshire

Cabin classes available on flights to New Hampshire. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.