$53 Find Cheap Flights from New Hampshire to Illinois

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Good to know

Low seasonJanuary
High seasonMay
Cheapest flight$53
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 10% 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 O'Hare Intl Airport (ORD), with an average flight price of $208.

  • 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 $447. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $522 on average.

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

    The cheapest time of day to fly to Illinois is generally in the afternoon, when round-trip flights cost $436 on average. Morning departures are around 7% 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 $487.

  • 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 $283 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 $283.

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

    The cheapest month for flights from New Hampshire to Illinois is August, when tickets cost $391 (return) on average. On the other hand, the most expensive months are July and December, when the average cost of round-trip tickets is $462 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 23 weeks before departure.

  • How long is the flight to Illinois?

    An average nonstop flight from New Hampshire to Illinois takes 8h 06m, 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 (91% of total searches to Illinois). The next most popular destinations are St. Louis (8%) and Moline (1%). Searches for flights to Peoria (0%), to Springfield (0%) and to Bloomington (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 4294 reviews
8.0Comfort
8.2Boarding
7.6Entertainment
7.1Food
8.6Crew
Airline reviews

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

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

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.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

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.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

Delayed due to no crew. On a major holiday travel day.

Book cheap flights from New Hampshire to Illinois

Recent round-trip flight deals

10/23Thu
nonstopSpirit Airlines
2h 53mBOS-ORD
10/28Tue
1 stopSpirit Airlines
8h 10mORD-BOS
$113
5/29Thu
nonstopSouthwest
2h 35mBOS-MDW
6/1Sun
nonstopSouthwest
2h 15mMDW-BOS
$117
6/12Thu
nonstopJetBlue
2h 55mBOS-ORD
6/16Mon
nonstopJetBlue
2h 24mORD-BOS
$117
6/7Sat
nonstopAmerican Airlines
2h 55mBOS-ORD
6/10Tue
nonstopAmerican Airlines
2h 40mORD-BOS
$118
7/1Tue
1 stopUnited Airlines
5h 38mBOS-ORD
7/8Tue
nonstopUnited Airlines
2h 27mORD-BOS
$123
5/25Sun
nonstopUnited Airlines
2h 58mBOS-ORD
5/28Wed
nonstopUnited Airlines
2h 27mORD-BOS
$134
5/27Tue
nonstopDelta
2h 54mBOS-ORD
5/31Sat
nonstopDelta
2h 25mORD-BOS
$137
5/25Sun
nonstopDelta
3h 04mBOS-ORD
5/31Sat
nonstopDelta
2h 25mORD-BOS
$138
5/13Tue
nonstopJetBlue
3h 00mBOS-ORD
5/21Wed
1 stopJetBlue
7h 14mORD-BOS
$140
5/21Wed
nonstopAmerican Airlines
2h 56mBOS-ORD
5/28Wed
nonstopAmerican Airlines
2h 23mORD-BOS
$141

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Recent one-way flight deals

10/16Thu
nonstopSpirit Airlines
2h 53mBOS-ORD
$53
9/23Tue
1 stopSpirit Airlines
12h 27mBOS-ORD
$58
6/1Sun
nonstopSouthwest
2h 35mBOS-MDW
$59
6/8Sun
nonstopJetBlue
3h 00mBOS-ORD
$59
7/15Tue
1 stopUnited Airlines
5h 38mBOS-ORD
$64
5/28Wed
1 stopSouthwest
7h 05mBOS-MDW
$68
5/18Sun
nonstopUnited Airlines
2h 57mBOS-ORD
$76
5/10Sat
1 stopAmerican Airlines
21h 53mORH-ORD
$81
5/20Tue
1 stopJetBlue
7h 19mPWM-ORD
$82
5/20Tue
1 stopAmerican Airlines
5h 44mBOS-ORD
$103

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Last minute flights from New Hampshire to Illinois

Last minute flight, train and bus deals

5/5Mon
nonstopJetBlue
2h 59mBOS-ORD
5/10Sat
nonstopJetBlue
2h 28mORD-BOS
$117
5/5Mon
nonstopDelta
2h 56mBOS-ORD
5/7Wed
nonstopDelta
2h 25mORD-BOS
$137
5/5Mon
multi-stopFrontier
11h 13mBOS-ORD
5/10Sat
multi-stopFrontier
7h 29mORD-BOS
$209
5/5Mon
multi-stopFrontier
11h 49mBOS-MDW
5/9Fri
multi-stopFrontier
10h 25mMDW-BOS
$218
5/1Thu
multi-stopSpirit Airlines
11h 55mBOS-ORD
5/6Tue
multi-stopSpirit Airlines
24h 59mORD-BOS
$243
5/4Sun
nonstopSouthwest
2h 35mBOS-MDW
5/7Wed
nonstopSouthwest
2h 20mMDW-BOS
$253
5/4Sun
nonstopAmerican Airlines
2h 58mBOS-ORD
5/7Wed
nonstopAmerican Airlines
2h 22mORD-BOS
$254
5/4Sun
nonstopAmerican Airlines
3h 08mBOS-ORD
5/7Wed
nonstopAmerican Airlines
2h 21mORD-BOS
$255
5/4Sun
multi-stopSpirit Airlines
11h 55mBOS-ORD
5/8Thu
multi-stopSpirit Airlines
12h 34mORD-BOS
$258
5/4Sun
multi-stopSouthwest
5h 05mBOS-MDW
5/7Wed
nonstopSouthwest
2h 20mMDW-BOS
$263

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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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