$67 Find Cheap Flights from New Hampshire to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 2/20. 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

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Everything you should know

Cheapest round-trip
$128
Overall average: $219
Frontier
Tue 2/3Wed 2/4
BOS - MDW • 1 stop
Cheapest non-stop
$131
Typical prices: $147-$262
Southwest
Tue 1/27Sat 1/31
BOS - MDW • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from New Hampshire to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New Hampshire to Chicago 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 New Hampshire to Chicago

Tue, Feb 3 - Wed, Feb 4
Frontier Logo
6:00 am - 12:05 pm
BOS
-
MDW
7h 05m
1 stop
Frontier Logo
1:20 pm - 1:03 am
MDW
-
BOS
10h 43m
1 stop
$128Frontier
Tue, Feb 10 - Wed, Feb 11
Frontier Logo
6:00 am - 5:12 pm
BOS
-
ORD
12h 12m
1 stop
Frontier Logo
6:02 pm - 1:13 am
ORD
-
BOS
6h 11m
1 stop
$128Frontier
Sat, Jan 24 - Sat, Jan 31
Southwest Logo
5:30 am - 7:20 am
BOS
-
MDW
2h 50mnonstop
Southwest Logo
12:15 pm - 7:25 pm
MDW
-
BOS
6h 10m
1 stop
$130Southwest
Tue, Jan 27 - Sat, Jan 31
Southwest Logo
5:30 am - 7:20 am
BOS
-
MDW
2h 50mnonstop
Southwest Logo
5:40 pm - 8:55 pm
MDW
-
BOS
2h 15mnonstop
$131Southwest
Tue, Feb 3 - Tue, Feb 10
Spirit Airlines Logo
5:53 pm - 8:18 am
BOS
-
ORD
15h 25m
1 stop
Spirit Airlines Logo
10:48 am - 11:19 pm
ORD
-
BOS
11h 31m
1 stop
$133Spirit Airlines
Wed, Feb 18 - Mon, Mar 2
Multiple Airlines Logo
11:31 am - 11:47 pm
BOS
-
ORD
13h 16m
1 stop
Multiple Airlines Logo
4:42 pm - 1:13 am
ORD
-
BOS
7h 31m
1 stop
$134Multiple Airlines
Mon, Jan 26 - Wed, Jan 28
United Airlines Logo
9:30 am - 11:34 am
BOS
-
ORD
3h 04mnonstop
United Airlines Logo
7:30 am - 10:52 am
ORD
-
BOS
2h 22mnonstop
$135United Airlines
Fri, Jan 30 - Tue, Feb 3
Spirit Airlines Logo
7:00 am - 7:41 pm
BOS
-
ORD
13h 41m
1 stop
Spirit Airlines Logo
10:48 am - 11:19 pm
ORD
-
BOS
11h 31m
1 stop
$140Spirit Airlines
Sat, Jan 31 - Sun, Feb 1
United Airlines Logo
8:40 am - 2:28 pm
PWM
-
ORD
6h 48m
1 stop
United Airlines Logo
11:00 am - 2:39 pm
ORD
-
PWM
2h 39mnonstop
$219United Airlines
Sun, Feb 1 - Tue, Feb 3
Multiple Airlines Logo
11:23 am - 10:41 am
MHT
-
ORD
24h 18m
2 stops
Multiple Airlines Logo
12:44 pm - 5:29 pm
ORD
-
MHT
27h 45m
1 stop
$253Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$67
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Boston to Chicago Midway Airport

FAQs for booking flights from New Hampshire to Chicago

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

    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 Chicago.

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

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

    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 to Chicago with an airline and back to New Hampshire with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from New Hampshire to Chicago?

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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to New Hampshire

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $1,212
Business Class flights to Chicagofrom $1,306
Prem Econ Class flights to Chicagofrom $4,367
Economy Class flights to Chicagofrom $261