$118 Find Cheap Flights from Chicago to New Hampshire - Compare and Save

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Cheap Flights from Chicago to New Hampshire

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Boston
2h 15mNonstop
from $220per person
Worcester
5h 07m2 stops
from $230per person
Manchester
2h 05mNonstop
from $297per person
Portland
2h 10mNonstop
from $302per person
Lebanon
7h 44m2 stops
from $478per person
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?

Flight prices are below average for this route right now.

Flights to New Hampshire from Chicago usually cost between $315 and $469 in October.
The lowest price found in the past 5 days was $297 on American Airlines (Oct 1-Oct 6).

What is the cheapest Chicago to New Hampshire flight route?

The cheapest ticket to New Hampshire from Chicago found in the last 5 days was to Manchester, at $257 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 $262.

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 $241 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 $315.

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

No, with an average price for the route of $421, prices are generally cheapest when you fly direct.

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

The cheapest month for flights from Chicago to New Hampshire is January, when tickets cost $312 (return) on average. On the other hand, the most expensive months are February and November, when the average cost of round-trip tickets is $552 and $509 respectively.

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

If you are looking for a flight deal from Chicago to New Hampshire, look for departures on Saturdays and avoid leaving on a Sunday, 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 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 25% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low season

January

Cheapest flight

$118
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Chicago Midway 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

 
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 4190 reviews
7.0Food
8.0Comfort
7.5Entertainment
8.6Crew
8.1Boarding
Airline reviews

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

10.0 ExcellentDenis, Aug 2026
Read more Southwest reviews

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

Overall good, just screaming kids in the area the whole flight.

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.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

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

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

Really full flight, checked in ASAP and still mid Cs.

DELAYED AGAIN and AGAIN and AGAIN - not only that, you delay in 20 minute increments for hours and hours instead of having an accurate delay understanding.

AA was fine....the overall experience was subpar, but not due to the airline due to broader issues

No ground air conditioner for the plane. Very hot and humid prior to take off which was an uncomfortable period of time.

Check-in process was poor, very poor, only one person to check-in all passengers, so if one passenger had a check-in issue, all other passengers were delayed. All check-ins should have two airline staff to check-in passengers.

The flight up was great no issues. The flight back home was a cluster. I was told the plane I was waiting on was giving to another flight which caused me to miss my connection flight. Granted the airline did great with getting hotel and vouchr for food.

Flight was delayed and so much of inconvenience related to the gate change.

Nothing was good about this flight. Although the flight actually departed more than 3 hours late, due to “air traffic control management” we pushed back from gate 2 hours and 20 minutes late and proceeded to sit 100 yards from gate for and then n tarmac for another 1/2 hour additional 20 minutes

One thing you can always count on is your AA flight getting delayed. This is not surprising when they operate these planes like a greyhound bus with wings.

The seats cushion on my seat (exit row) needs to be replaced. It felt like I was sitting on a bar rather than a seat cushion. Also, I was in the middle seat and I sat next to an oversized guy (window seat) and he took up about 25% of my space. Otherwise, the experience was good. :)

The flight was delayed by about an hour due to a maintenance issue which later then required a change of planes. The crew was great and friendly. The in-flight entertainment did not play properly on Apple Vision Pro in a Safari browser. Although the movie trailers would play fine, the actual movies themselves just had a black screen with audio. There must be something with copy protection or something that isn’t compatible with the Safari browser on Apple Vision Pro. The free inflight Wi-Fi for American Airlines Advantage members is a nice bonus. and is great that they aren’t charging extra for things that have become basic utilities in 2026, like internet access.

More options for your flight from Chicago to New Hampshire

Complete your trip to New Hampshire with a hotel stay or car rental