$69 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 9/23. 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

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
Bostonnonstop$127
Portland
Portlandnonstop$238
Boston
Bostonnonstop$127
Portland
Portlandnonstop$238

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

Mon, Sep 29 - Fri, Oct 3
United Airlines Logo
7:30 am - 11:02 amORD-BOS
2h 32mnonstop
United Airlines Logo
6:00 am - 7:56 amBOS-ORD
2h 56mnonstop
$127United Airlines
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Tue, Oct 21 - Tue, Oct 21
Southwest Logo
6:05 am - 9:20 amMDW-BOS
2h 15mnonstop
Southwest Logo
5:05 pm - 12:05 amBOS-MDW
8h 00m1 stop
$127Southwest
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Wed, Oct 1 - Wed, Oct 1
JetBlue Logo
9:51 am - 1:20 pmORD-BOS
2h 29mnonstop
JetBlue Logo
4:40 pm - 6:55 pmBOS-ORD
3h 15mnonstop
$130JetBlue
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Fri, Sep 26 - Wed, Oct 1
JetBlue Logo
7:50 pm - 11:25 pmORD-BOS
2h 35mnonstop
JetBlue Logo
7:00 am - 8:56 amBOS-ORD
2h 56mnonstop
$132JetBlue
Find Deal
Wed, Oct 8 - Wed, Oct 15
Spirit Airlines Logo
6:00 am - 1:20 pmORD-BOS
6h 20m1 stop
Spirit Airlines Logo
6:16 am - 11:45 pmBOS-ORD
18h 29m1 stop
$136Spirit Airlines
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Sat, Oct 4 - Wed, Oct 8
Spirit Airlines Logo
11:57 am - 11:57 pmORD-BOS
11h 00m1 stop
Spirit Airlines Logo
3:00 pm - 11:45 pmBOS-ORD
9h 45m1 stop
$137Spirit Airlines
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Sat, Mar 7 - Mon, Mar 9
American Airlines Logo
7:00 am - 10:20 amORD-BOS
2h 20mnonstop
American Airlines Logo
7:02 am - 9:05 amBOS-ORD
3h 03mnonstop
$138American Airlines
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Fri, Oct 3 - Tue, Oct 7
Multiple Airlines Logo
5:50 pm - 7:43 amORD-BOS
12h 53m1 stop
Multiple Airlines Logo
3:00 pm - 11:45 pmBOS-ORD
9h 45m1 stop
$140Multiple Airlines
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Fri, Oct 17 - Wed, Oct 22
American Airlines Logo
8:25 pm - 11:54 pmORD-BOS
2h 29mnonstop
American Airlines Logo
3:51 pm - 5:52 pmBOS-ORD
3h 01mnonstop
$145American Airlines
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Fri, Sep 26 - Wed, Oct 1
Multiple Airlines Logo
6:21 pm - 7:43 amORD-BOS
12h 22m1 stop
Multiple Airlines Logo
3:00 pm - 10:48 pmBOS-ORD
8h 48m1 stop
$164Multiple Airlines
Find Deal
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?

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 72 hours was to Manchester, at $148 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 72 hours was $203.

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 $414, 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 $207 (return) on average. On the other hand, the most expensive months are April and December, when the average cost of round-trip tickets is $272 and $251 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 41% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$69
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly and prices are also 5% lower on average.
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.

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

    The cheapest time of day to fly to New Hampshire is generally at night, when round-trip flights cost $225 on average. Morning departures are around 13% cheaper than evening flights, on average. The most expensive time of day to fly to New Hampshire is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $299.

Reviews of the top 3 airlines serving 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.
8.0
SouthwestOverall score based on 4242 reviews
8.0Comfort
7.5Entertainment
8.6Crew
8.1Boarding
7.0Food
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

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.

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