$66 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 2/25. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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$130
Portland
Portlandnonstop$209
Boston
Boston1 stop$130
Portland
Portlandnonstop$209

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

Sat, Mar 7 - Sun, Mar 8
Southwest Logo
5:40 pm - 11:05 pm
MDW
-
BOS
4h 25m
1 stop
Southwest Logo
7:05 am - 9:00 am
BOS
-
MDW
2h 55mnonstop
$130Southwest
Fri, Apr 17 - Sun, Apr 19
United Airlines Logo
6:00 am - 9:25 am
ORD
-
BOS
2h 25mnonstop
United Airlines Logo
7:00 am - 9:00 am
BOS
-
ORD
3h 00mnonstop
$131United Airlines
Thu, Feb 26 - Mon, Mar 2
JetBlue Logo
10:00 am - 1:20 pm
ORD
-
BOS
2h 20mnonstop
JetBlue Logo
5:32 pm - 10:59 pm
BOS
-
ORD
6h 27m
1 stop
$132JetBlue
Sat, Feb 14 - Wed, Feb 18
JetBlue Logo
10:00 am - 1:20 pm
ORD
-
BOS
2h 20mnonstop
JetBlue Logo
7:00 am - 9:10 am
BOS
-
ORD
3h 10mnonstop
$133JetBlue
Sat, Feb 14 - Wed, Feb 18
Frontier Logo
6:00 am - 12:29 am
MDW
-
BOS
17h 29m
1 stop
Frontier Logo
6:00 am - 7:07 pm
BOS
-
MDW
14h 07m
1 stop
$134Frontier
Tue, Mar 3 - Tue, Mar 10
Multiple Airlines Logo
11:56 am - 11:44 pm
ORD
-
BOS
10h 48m
2 stops
Multiple Airlines Logo
12:36 pm - 6:41 pm
BOS
-
ORD
7h 05m
1 stop
$134Multiple Airlines
Sun, Feb 15 - Thu, Feb 19
American Airlines Logo
7:20 am - 10:48 am
ORD
-
BOS
2h 28mnonstop
American Airlines Logo
6:52 am - 9:03 am
BOS
-
ORD
3h 11mnonstop
$135American Airlines
Mon, Mar 2 - Tue, Mar 3
Frontier Logo
4:42 pm - 1:13 am
ORD
-
BOS
7h 31m
1 stop
Frontier Logo
6:00 am - 4:52 pm
BOS
-
ORD
11h 52m
1 stop
$136Frontier
Fri, Apr 3 - Mon, Apr 6
American Airlines Logo
8:51 pm - 12:11 am
ORD
-
BOS
2h 20mnonstop
American Airlines Logo
5:31 pm - 7:48 pm
BOS
-
ORD
3h 17mnonstop
$137American Airlines
Tue, May 5 - Sat, May 9
Multiple Airlines Logo
3:49 pm - 11:14 pm
ORD
-
BOS
6h 25m
1 stop
Multiple Airlines Logo
7:35 pm - 9:36 pm
BOS
-
ORD
3h 01mnonstop
$138Multiple 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.

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 $312 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 $336.

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 $387, 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 January, when tickets cost $207 (return) on average. On the other hand, the most expensive months are April and February, when the average cost of round-trip tickets is $265 and $237 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 Wednesdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from New Hampshire, Wednesday 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 2 weeks before departure, which saves you about 38% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$66
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 3% 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 $211 on average. Morning departures are around 15% 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 $297.

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.
8.0
SouthwestOverall score based on 4267 reviews
8.6Crew
7.5Entertainment
7.0Food
8.0Comfort
8.1Boarding
Airline reviews

Flight attendants very hospitable and friendly. Pilot flew a smooth take off and landing.

10.0 ExcellentAnonymous, Feb 2026
MSY - PHX
Read more Southwest reviews

Flight attendants very hospitable and friendly. Pilot flew a smooth take off and landing.

Paid for premium extra leg room but the bin space for rows 1-3 had to go in rows 4-6 and 4-6 had to go to 7-9 because flight attendants have snacks and their luggage upfront. So we pay extra to have to fight thru traffic to get our bags. Only 2nd day of new seating so hope they fix this.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

We were upgraded to First Class and it was a great flight

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

We loved the steward on the plane. He made the night enjoyable

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.

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.