$59 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 12/7. 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
Bostonnonstop$117
Portland
Portland2 stops$244
Boston
Bostonnonstop$117
Portland
Portland2 stops$244

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

Fri, Dec 5 - Mon, Dec 8
Delta Logo
3:50 pm - 7:14 pmORD-BOS
2h 24mnonstop
Delta Logo
4:05 pm - 6:02 pmBOS-ORD
2h 57mnonstop
$117Delta
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Thu, Nov 27 - Wed, Dec 3
Southwest Logo
6:55 am - 10:10 amMDW-BOS
2h 15mnonstop
Southwest Logo
5:30 am - 7:15 amBOS-MDW
2h 45mnonstop
$117Southwest
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Thu, Dec 4 - Sun, Dec 7
Frontier Logo
7:23 pm - 10:22 amMDW-BOS
13h 59m1 stop
Frontier Logo
11:28 am - 9:52 amBOS-MDW
23h 24m1 stop
$120Frontier
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Thu, Nov 13 - Sat, Nov 15
Frontier Logo
5:25 am - 8:28 amORD-BOS
26h 03m1 stop
Frontier Logo
11:43 am - 11:29 pmBOS-ORD
12h 46m1 stop
$121Frontier
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Tue, Nov 25 - Fri, Nov 28
JetBlue Logo
1:00 pm - 4:28 pmORD-BOS
2h 28mnonstop
JetBlue Logo
5:40 pm - 7:55 pmBOS-ORD
3h 15mnonstop
$122JetBlue
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Wed, Nov 5 - Wed, Nov 12
JetBlue Logo
6:55 pm - 10:27 pmORD-BOS
2h 32mnonstop
JetBlue Logo
8:30 am - 10:35 amBOS-ORD
3h 05mnonstop
$125JetBlue
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Tue, Nov 18 - Tue, Nov 18
American Airlines Logo
7:00 am - 10:25 amORD-BOS
2h 25mnonstop
American Airlines Logo
1:42 pm - 3:46 pmBOS-ORD
3h 04mnonstop
$128American Airlines
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Thu, Dec 18 - Sun, Dec 21
United Airlines Logo
9:20 am - 12:53 pmORD-BOS
2h 33mnonstop
United Airlines Logo
12:20 pm - 2:23 pmBOS-ORD
3h 03mnonstop
$131United Airlines
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Tue, Dec 2 - Thu, Dec 4
American Airlines Logo
3:03 pm - 6:24 pmORD-BOS
2h 21mnonstop
American Airlines Logo
6:00 am - 8:17 amBOS-ORD
3h 17mnonstop
$141American Airlines
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Wed, Nov 26 - Fri, Nov 28
United Airlines Logo
6:15 am - 9:30 amORD-BOS
2h 15mnonstop
United Airlines Logo
8:30 pm - 10:31 pmBOS-ORD
3h 01mnonstop
$142United 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?

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 February.

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 $329 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Manchester (MHT), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $413.

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $440 on average.

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 42% 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$59
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 2% 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.

  • 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 $221 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 afternoon, which is peak travel time and where the average cost of a ticket is $308.

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
8.1Boarding
8.0Comfort
8.6Crew
7.0Food
7.5Entertainment
Airline reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

8.0 ExcellentGreg, Oct 2025OAK - BUR
Read more Southwest reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

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.

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

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

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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