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Cheap flights from New Hampshire to Chicago from $97

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New Hampshire to Chicago departing on 9/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from New Hampshire to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
6:40 pm - 8:25 pmBOS  Boston Logan Intl-MDW Chicago Midway
2h 45mnonstop
Southwest Logo
5:45 am - 9:00 amMDW  Chicago Midway-BOS Boston Logan Intl
2h 15mnonstop
$165Southwest
Thu, Sep 10 - Mon, Sep 14
Southwest Logo
10:00 pm - 11:35 pmBOS  Boston Logan Intl-MDW Chicago Midway
2h 35mnonstop
Southwest Logo
7:50 am - 11:10 amMDW  Chicago Midway-BOS Boston Logan Intl
2h 20mnonstop
$165Southwest
Thu, Oct 15 - Tue, Oct 20
Southwest Logo
7:15 pm - 8:55 pmBOS  Boston Logan Intl-MDW Chicago Midway
2h 40mnonstop
Southwest Logo
6:40 am - 9:55 amMDW  Chicago Midway-BOS Boston Logan Intl
2h 15mnonstop
$165Southwest
Wed, Sep 9 - Wed, Sep 16
Southwest Logo
9:40 am - 11:15 amBOS  Boston Logan Intl-MDW Chicago Midway
2h 35mnonstop
Southwest Logo
7:50 am - 11:10 amMDW  Chicago Midway-BOS Boston Logan Intl
2h 20mnonstop
$165Southwest
Sat, Oct 24 - Mon, Oct 26
Delta Logo
5:39 am - 9:17 amBOS  Boston Logan Intl-MDW Chicago Midway
4h 38m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:44 pm - 11:59 pmMDW  Chicago Midway-BOS Boston Logan Intl
4h 15m1 stop Detroit Metropolitan Wayne County
$185Delta
Thu, Oct 29 - Mon, Nov 2
Delta Logo
5:39 am - 9:17 amBOS  Boston Logan Intl-MDW Chicago Midway
4h 38m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:04 am - 1:49 pmMDW  Chicago Midway-BOS Boston Logan Intl
6h 45m1 stop Atlanta Hartsfield-Jackson
$185Delta
Thu, Oct 15 - Tue, Oct 20
Delta Logo
9:15 am - 12:47 pmBOS  Boston Logan Intl-MDW Chicago Midway
4h 32m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:31 pm - 12:20 amMDW  Chicago Midway-BOS Boston Logan Intl
5h 49m1 stop Minneapolis St Paul
$185Delta
Wed, Oct 21 - Sat, Oct 24
Allegiant Air Logo
10:32 am - 1:36 pmBOS  Boston Logan Intl-MDW Chicago Midway
28h 04m1 stop Knoxville McGhee Tyson
Allegiant Air Logo
1:26 pm - 10:42 amMDW  Chicago Midway-BOS Boston Logan Intl
20h 16m1 stop Knoxville McGhee Tyson
$229Allegiant Air
Thu, Oct 29 - Mon, Nov 2
Frontier Logo
12:54 pm - 11:44 pmBOS  Boston Logan Intl-MDW Chicago Midway
11h 50m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
5:10 pm - 1:17 amMDW  Chicago Midway-BOS Boston Logan Intl
7h 07m1 stop Atlanta Hartsfield-Jackson
$252Frontier
Thu, Sep 24 - Thu, Oct 1
Frontier Logo
11:57 am - 7:02 pmBOS  Boston Logan Intl-MDW Chicago Midway
8h 05m1 stop Orlando
Frontier Logo
9:23 pm - 8:40 amMDW  Chicago Midway-BOS Boston Logan Intl
10h 17m1 stop Atlanta Hartsfield-Jackson
$330Frontier
Mon, Dec 7 - Wed, Dec 16

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Southwest flights from New Hampshire to Chicago Midway Airport

Our best Southwest deals on New Hampshire to Chicago Midway Airport flight tickets
Southwest
Sep 10
BOS6:40 pmBoston Logan Intl
2h 45m
MDW8:25 pmChicago Midway
Sep 15
MDW6:40 amChicago Midway
2h 15m
BOS9:55 amBoston Logan Intl
$165
Southwest
Sep 3
BOS8:20 pmBoston Logan Intl
2h 45m
MDW10:05 pmChicago Midway
Sep 7
MDW5:45 amChicago Midway
2h 15m
BOS9:00 amBoston Logan Intl
$166
Southwest
Sep 10
BOS8:20 pmBoston Logan Intl
2h 40m
MDW10:00 pmChicago Midway
Sep 15
MDW12:45 pmChicago Midway
4h 50m
1 stop
BOS6:35 pmBoston Logan Intl
$175

Delta flights from New Hampshire to Chicago Midway Airport

Our best Delta deals on New Hampshire to Chicago Midway Airport flight tickets
Delta
Sep 5
BOS8:55 amBoston Logan Intl
7h 49m
1 stop
MDW3:44 pmChicago Midway
Sep 8
MDW5:37 pmChicago Midway
5h 21m
1 stop
BOS11:58 pmBoston Logan Intl
$185
Delta
Sep 4
BOS3:14 pmBoston Logan Intl
8h 22m
1 stop
MDW10:36 pmChicago Midway
Sep 5
MDW5:45 pmChicago Midway
5h 14m
1 stop
BOS11:59 pmBoston Logan Intl
$207
Delta
Oct 24
PWM6:25 amPortland
11h 22m
2 stops
MDW4:47 pmChicago Midway
Oct 27
MDW5:15 pmChicago Midway
5h 20m
1 stop
PWM11:35 pmPortland
$258

momondo Fare Finder

 
Customize your flight search to find flights from New Hampshire to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 13, 2026.
Use the filters below to find and compare flights from New Hampshire to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonChicago

BOS Boston Logan Intl - MDW Chicago Midway

BOSMDW

Boston Logan Intl

Thu 9/10

6:40 pm-8:25 pm

Nonstop2h 45m

Chicago Midway

Mon 9/14

5:45 am-9:00 am

Nonstop2h 15m

$165
Quickest round-trip

BostonChicago

BOS Boston Logan Intl - MDW Chicago Midway

BOSMDW

Boston Logan Intl

Thu 10/15

10:00 pm-11:35 pm

Nonstop2h 35m

Chicago Midway

Tue 10/20

7:50 am-11:10 am

Nonstop2h 20m

$165

BostonChicago

BOS Boston Logan Intl - MDW Chicago Midway

BOSMDW

Boston Logan Intl

Wed 9/9

7:15 pm-8:55 pm

Nonstop2h 40m

Chicago Midway

Wed 9/16

6:40 am-9:55 am

Nonstop2h 15m

$165

BostonChicago

BOS Boston Logan Intl - MDW Chicago Midway

BOSMDW

Boston Logan Intl

Sat 10/24

9:40 am-11:15 am

Nonstop2h 35m

Chicago Midway

Mon 10/26

7:50 am-11:10 am

Nonstop2h 20m

$165

BostonChicago

BOS Boston Logan Intl - MDW Chicago Midway

BOSMDW

Boston Logan Intl

Thu 10/29

5:39 am-9:17 am

1 stop4h 38m

Chicago Midway

Mon 11/2

6:44 pm-11:59 pm

1 stop4h 15m

$185

BostonChicago

BOS Boston Logan Intl - MDW Chicago Midway

BOSMDW

Boston Logan Intl

Thu 10/15

5:39 am-9:17 am

1 stop4h 38m

Chicago Midway

Tue 10/20

6:04 am-1:49 pm

1 stop6h 45m

$185

BostonChicago

BOS Boston Logan Intl - MDW Chicago Midway

BOSMDW

Boston Logan Intl

Wed 10/21

9:15 am-12:47 pm

1 stop4h 32m

Chicago Midway

Sat 10/24

5:31 pm-12:20 am

1 stop5h 49m

$185

BostonChicago

BOS Boston Logan Intl - MDW Chicago Midway

BOSMDW

Boston Logan Intl

Thu 10/29

10:32 am-1:36 pm

1 stop28h 04m

Chicago Midway

Mon 11/2

1:26 pm-10:42 am

1 stop20h 16m

$229

BostonChicago

BOS Boston Logan Intl - MDW Chicago Midway

BOSMDW

Boston Logan Intl

Thu 9/24

12:54 pm-11:44 pm

1 stop11h 50m

Chicago Midway

Thu 10/1

5:10 pm-1:17 am

1 stop7h 07m

$252

BostonChicago

BOS Boston Logan Intl - MDW Chicago Midway

BOSMDW

Boston Logan Intl

Mon 12/7

11:57 am-7:02 pm

1 stop8h 05m

Chicago Midway

Wed 12/16

9:23 pm-8:40 am

1 stop10h 17m

$330

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from New Hampshire to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of April is, on average, the cheapest month to fly to Chicago Midway Airport from New Hampshire, with most prices found around $376. If you are unable to visit Chicago Midway Airport during the month of April, then departing from New Hampshire during the month September is also very affordable. Most momondo users find prices during this month for around $390.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from New Hampshire. The lowest ticket price found for a Thursday departure recently was $348. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from New Hampshire because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $452.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from New Hampshire in the evening is the least expensive time of day to depart. momondo users have found prices as low as $296 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $399. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest New Hampshire to Chicago Midway flight route?

Fly from Manchester to Chicago Midway for the best New Hampshire - Chicago Midway flight prices

How far in advance should I book a flight from New Hampshire to Chicago Midway Airport?

You are more likely to see cheaper flights to Chicago Midway Airport from New Hampshire when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $274 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from New Hampshire for as low as $233 on momondo.

What cabin class options are available on New Hampshire to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on New Hampshire to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on New Hampshire to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between New Hampshire to Chicago Midway Airport.

Cheap New Hampshire to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New Hampshire to Chicago Midway Airport

Best Price Found

$214

Fastest flight time

2h 20m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from New Hampshire in the past 72 hours is $214. The best round-trip flight deal from New Hampshire to Chicago Midway Airport found on momondo in the last 72 hours is $401.
The fastest flight from New Hampshire to Chicago Midway Airport takes 2h 20m
Direct flights go from New Hampshire to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from New Hampshire to Chicago Midway Airport

  • When did momondo last update prices for flights from New Hampshire to Chicago Midway Airport?

    Prices for flights from New Hampshire to Chicago Midway Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from New Hampshire to Chicago Midway Airport?

  • How old do you have to be to fly from New Hampshire to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from New Hampshire to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from New Hampshire to Chicago Midway Airport?

Best airlines flying from New Hampshire to Chicago Midway Airport

Compare and see reviews for airlines that fly from New Hampshire to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $253Free CancellationRating
8.0
4,218 reviews
Search Southwest flights

Traveling to a place near Chicago?

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

Why use momondo?

Why should I use momondo to find a flight deal from New Hampshire to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from New Hampshire to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from New Hampshire to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from New Hampshire on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from New Hampshire to Chicago?

Once all potential New Hampshire to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from New Hampshire to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from New Hampshire and alert you when they change.

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