$132 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
Boston
Boston1 stop$222
Portland
Portlandnonstop$345
Boston
Boston1 stop$222
Portland
Portlandnonstop$345
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 $327 and $518 in November.
The lowest price found in the past 5 days was $263 on Southwest (Nov 19-Nov 23).

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 $297 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 5 days was $314.

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 $261 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 $333.

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

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 $393 on average.

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 July, when the average cost of round-trip tickets is $552 and $489 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 4 weeks before departure, which saves you about 27% 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

$132
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Chicago Midway Airport to Manchester

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.
7.9
SouthwestOverall score based on 4217 reviews
8.0Comfort
8.6Crew
8.1Boarding
7.4Entertainment
7.0Food
Airline reviews

Multiple delays due to weather in Chicago, but the crew did their best to get flights rescheduled and on to their destination. I felt like the crews handled a frustrating situation very well, kudos to them! I was very glad to not have a cancelled flight.

8.0 ExcellentEmmalee, Oct 2026
Read more Southwest reviews

Multiple delays due to weather in Chicago, but the crew did their best to get flights rescheduled and on to their destination. I felt like the crews handled a frustrating situation very well, kudos to them! I was very glad to not have a cancelled flight.

Southwest’s point to point system caused a 2 hour delay due to the crew being late from their inbound flight. Also, the WiFi and entertainment didn’t work on the plane.

A) Checked my luggage at the gate but never got to pre board B) if we are helping with checking our carryon and waiting 40 minutes for it we should have some privileges c) luggage took 40-45 minutes to come.. d) I asked for another snack and was told the plane is full.. seriously a small snack

I like the staff members they were super nice and helpful very sweet people :)

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.

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

Both departure and return flights had mechanical delays. Their planes are antiquated resulting in a two hour flight taking almost four hours to complete.

Crew were helpful, pilot kept us informed about turbulence, snack choice was awesome!

It was one of the worst I have ever had. The plane was over booked, and I did not have a seat. When I questioned why because I had booked this weeks in advance. I was brushed off to be advised they are trying to find someone to give up their seat. Only to be advised I would be boarding last. I had priority boarding in group 1-4. When I asked why I had to be last because that is not what I paid for I was advised it doesn't matter you will get a seat. The ticket person was very rude and unprofessional. The gate changed several times and it was going from one area to another area far away from where we were at. I feel like I should have been compensated in some kind of way because of the way I was treated. The ticket agent acted like it was my fault that the plane was over booked. Not one time was I apologized to for this inconvenience.

I have posted the comments in the first flight leg.

First class snacks - stewardess gave out multiples to everyone until there was almost no selection left when she got back to me last in first class cabin. Nothing left that I would eat.

My feedback from the trip to Columbia to Chicago was meant for Chicago to Denver.

The WiFi was out gr entire flight. Had to Diane for almost 1 hour to wait for a gate to open up for plane to dock. Very bad experience.

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.

More options for your flight from Chicago to New Hampshire

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