$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 4/8. 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$138
Portland
Portland1 stop$239
Boston
Bostonnonstop$138
Portland
Portland1 stop$239

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

Thu, Apr 9 - Sun, Apr 12
JetBlue Logo
8:55 am - 12:25 pm
ORD
-
BOS
2h 30mnonstop
JetBlue Logo
6:05 am - 8:08 am
BOS
-
ORD
3h 03mnonstop
$138JetBlue
Thu, Apr 9 - Sun, Apr 12
JetBlue Logo
8:55 am - 12:25 pm
ORD
-
BOS
2h 30mnonstop
JetBlue Logo
6:05 am - 8:08 am
BOS
-
ORD
3h 03mnonstop
$142JetBlue
Sat, May 23 - Sun, May 31
JetBlue Logo
1:55 pm - 5:24 pm
ORD
-
BOS
2h 29mnonstop
JetBlue Logo
6:00 am - 8:00 am
BOS
-
ORD
3h 00mnonstop
$144JetBlue
Wed, Apr 8 - Sun, Apr 12
Multiple Airlines Logo
7:17 am - 3:28 pm
ORD
-
BOS
7h 11m
1 stop
Multiple Airlines Logo
6:05 am - 8:08 am
BOS
-
ORD
3h 03mnonstop
$149Multiple Airlines
Wed, Apr 8 - Wed, Apr 8
American Airlines Logo
8:05 am - 11:32 am
ORD
-
BOS
2h 27mnonstop
American Airlines Logo
3:16 pm - 5:30 pm
BOS
-
ORD
3h 14mnonstop
$151American Airlines
Tue, May 12 - Tue, May 12
Southwest Logo
12:45 pm - 4:05 pm
MDW
-
BOS
2h 20mnonstop
Southwest Logo
6:20 pm - 8:10 pm
BOS
-
MDW
2h 50mnonstop
$157Southwest
Thu, Apr 9 - Mon, Apr 13
Southwest Logo
7:40 am - 10:55 am
MDW
-
BOS
2h 15mnonstop
Southwest Logo
6:45 pm - 10:45 pm
BOS
-
MDW
5h 00m
1 stop
$167Southwest
Wed, Apr 22 - Tue, Apr 28
Frontier Logo
2:15 pm - 1:31 am
MDW
-
BOS
10h 16m
1 stop
Frontier Logo
12:52 pm - 7:31 pm
BOS
-
MDW
7h 39m
1 stop
$180Frontier
Fri, Jul 3 - Tue, Jul 7
American Airlines Logo
5:00 am - 4:51 pm
ORD
-
ORH
10h 51m
1 stop
American Airlines Logo
5:16 pm - 12:29 am
ORH
-
ORD
8h 13m
1 stop
$192American Airlines
Fri, Apr 17 - Sun, May 17
Multiple Airlines Logo
6:30 am - 9:15 am
ORD
-
MHT
25h 45m
1 stop
Multiple Airlines Logo
12:25 pm - 7:55 am
MHT
-
ORD
44h 30m
2 stops
$339Multiple 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 $372 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 $372.

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 $209 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 $289.

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 $413 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 January, when tickets cost $190 (return) on average. On the other hand, the most expensive months are April and October, when the average cost of round-trip tickets is $253 and $234 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$69
Best time to beat the crowds with an average 3% drop 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.
8.0
SouthwestOverall score based on 4318 reviews
8.1Boarding
8.6Crew
8.0Comfort
7.0Food
7.5Entertainment
Airline reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

4.0 OkayKenny, Mar 2026
TPA - BWI
Read more Southwest reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

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.