$55 Find Cheap Flights from New Hampshire to Illinois

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Low seasonJanuary
High seasonAugust
Cheapest flight$55
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Boston to Chicago O'Hare Airport

FAQs for booking flights from New Hampshire to Illinois

  • How does KAYAK find such low prices on flights from New Hampshire to Illinois?

    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 New Hampshire to Illinois.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New Hampshire to Illinois?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from New Hampshire to Illinois 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 New Hampshire to Illinois?

    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 New Hampshire to Illinois 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 New Hampshire to Illinois?

    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 New Hampshire to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which is the cheapest airport to fly into in Illinois?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Illinois is Chicago Midway Airport (MDW), with an average flight price of $223.

  • What is the cheapest day to fly to Illinois?

    Based on KAYAK data, the cheapest day to fly to Illinois is Thursday where round-trip tickets can be as cheap as $433. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $508 on average.

  • What is the cheapest time of day to fly to Illinois?

    The cheapest time of day to fly to Illinois is generally at night, when round-trip flights cost $424 on average. Morning departures are around 6% more expensive than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the morning, which is peak travel time and where the average cost of a ticket is $462.

  • What is the cheapest flight to Illinois?

    The cheapest ticket to Illinois from New Hampshire found in the last 72 hours was to Chicago Midway Airport, at $290 round-trip. The most popular route is Manchester (MHT) to Chicago Midway Airport (MDW) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $290.

  • What is the cheapest month to fly from New Hampshire to Illinois?

    The cheapest month for flights from New Hampshire to Illinois is September, when tickets cost $396 (return) on average. On the other hand, the most expensive months are July and December, when the average cost of round-trip tickets is $457 and $453 respectively.

  • How far in advance should I book a flight from New Hampshire to Illinois?

    To get a below average price on the flight from New Hampshire to Illinois, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

  • How long is the flight to Illinois?

    An average nonstop flight from New Hampshire to Illinois takes 8h 54m, covering a distance of 950 miles. The shortest route is Manchester (MHT) to Chicago Midway Airport (MDW) with an average flight time of 2h 25m.

  • What are the most popular destinations in Illinois?

    Based on KAYAK flight searches, the most popular destination is Chicago (92% of total searches to Illinois). The next most popular destinations are St. Louis (6%) and Moline (1%). Searches for flights to Peoria (0%), to Bloomington (0%) and to Springfield (0%) are also popular.

Top airlines flying from New Hampshire to Illinois

 
Need help choosing which airline to fly with from New Hampshire to Illinois? 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 4278 reviews
7.1Food
8.2Boarding
8.0Comfort
8.6Crew
7.6Entertainment
Airline reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

10.0 ExcellentMichael, Jun 2025SMF - SEA
Read more Southwest reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

Everything was on time, we arrived early, everything worked well.

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

Book cheap flights from New Hampshire to Illinois

Recent round-trip flight deals

7/8Tue
1 stopSpirit Airlines
8h 01mBOS-ORD
7/9Wed
1 stopSpirit Airlines
8h 30mORD-BOS
$121
7/1Tue
nonstopSouthwest
2h 45mBOS-MDW
7/12Sat
nonstopSouthwest
2h 15mMDW-BOS
$123
9/5Fri
nonstopJetBlue
2h 57mBOS-ORD
9/8Mon
nonstopJetBlue
2h 28mORD-BOS
$125
9/13Sat
nonstopJetBlue
2h 57mBOS-ORD
9/25Thu
nonstopJetBlue
2h 33mORD-BOS
$131
7/1Tue
1 stopUnited Airlines
5h 33mBOS-ORD
7/4Fri
nonstopUnited Airlines
2h 30mORD-BOS
$143
7/3Thu
nonstopUnited Airlines
2h 58mBOS-ORD
7/7Mon
nonstopUnited Airlines
2h 26mORD-BOS
$155
10/30Thu
nonstopAmerican Airlines
2h 58mBOS-ORD
11/2Sun
nonstopAmerican Airlines
2h 19mORD-BOS
$156
7/1Tue
nonstopDelta
2h 58mBOS-ORD
7/5Sat
nonstopDelta
2h 31mORD-BOS
$160
7/14Mon
nonstopAmerican Airlines
2h 58mBOS-ORD
7/21Mon
nonstopAmerican Airlines
2h 44mORD-BOS
$173
6/30Mon
nonstopDelta
2h 58mBOS-ORD
7/24Thu
nonstopDelta
2h 31mORD-BOS
$188

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Recent one-way flight deals

7/9Wed
1 stopSpirit Airlines
13h 16mBOS-ORD
$55
7/8Tue
1 stopSpirit Airlines
8h 01mBOS-ORD
$56
8/20Wed
nonstopSouthwest
2h 35mBOS-MDW
$63
8/18Mon
nonstopJetBlue
2h 55mBOS-ORD
$63
11/20Thu
1 stopSouthwest
4h 30mBOS-MDW
$68
7/2Wed
nonstopJetBlue
2h 55mBOS-ORD
$69
7/1Tue
1 stopUnited Airlines
5h 33mBOS-ORD
$74
7/27Sun
nonstopUnited Airlines
2h 58mBOS-ORD
$82
9/19Fri
nonstopAmerican Airlines
2h 51mBOS-ORD
$93
8/7Thu
nonstopAmerican Airlines
2h 56mBOS-ORD
$94

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Last minute flights from New Hampshire to Illinois

Last minute flight, train and bus deals

6/20Fri
nonstopSouthwest
2h 45mBOS-MDW
6/25Wed
nonstopSouthwest
2h 10mMDW-BOS
$177
6/20Fri
nonstopAmerican Airlines
2h 54mBOS-ORD
6/24Tue
nonstopAmerican Airlines
2h 23mORD-BOS
$177
6/20Fri
multi-stopAmerican Airlines
4h 40mBOS-ORD
6/24Tue
nonstopAmerican Airlines
2h 40mORD-BOS
$197
6/20Fri
multi-stopSouthwest
5h 20mBOS-ORD
6/25Wed
multi-stopSouthwest
8h 30mORD-BOS
$202
6/21Sat
multi-stopFrontier
14h 03mBOS-ORD
6/26Thu
multi-stopFrontier
16h 38mORD-BOS
$210
6/21Sat
nonstopUnited Airlines
2h 58mBOS-ORD
6/21Sat
nonstopUnited Airlines
2h 39mORD-BOS
$217
6/21Sat
multi-stopUnited Airlines
5h 03mBOS-ORD
6/21Sat
nonstopUnited Airlines
2h 27mORD-BOS
$227
6/21Sat
multi-stopDelta
5h 53mBOS-ORD
6/25Wed
nonstopDelta
2h 31mORD-BOS
$233
6/20Fri
multi-stopFrontier
12h 53mBOS-ORD
6/21Sat
multi-stopFrontier
11h 24mORD-BOS
$248
6/20Fri
nonstopDelta
2h 59mBOS-ORD
6/25Wed
nonstopDelta
2h 31mORD-BOS
$273

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Everything you need to know for your flight to Illinois

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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