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Cheap flights from New Hampshire to Chicago from $99

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 9/9. 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
5:20 am - 6:55 am
BOS
-
MDW
2h 35mnonstop
Southwest Logo
5:25 am - 8:40 am
MDW
-
BOS
2h 15mnonstop
$175Southwest
Sat, Jul 25 - Sat, Aug 1
Southwest Logo
5:25 am - 7:00 am
BOS
-
MDW
2h 35mnonstop
Southwest Logo
5:45 pm - 9:10 pm
MDW
-
BOS
2h 25mnonstop
$178Southwest
Fri, Jul 24 - Sat, Jul 25
Southwest Logo
5:25 am - 7:00 am
BOS
-
MDW
2h 35mnonstop
Southwest Logo
6:05 pm - 9:25 pm
MDW
-
BOS
2h 20mnonstop
$179Southwest
Mon, Jul 13 - Tue, Jul 28
Southwest Logo
5:35 am - 7:10 am
BOS
-
MDW
2h 35mnonstop
Southwest Logo
4:40 pm - 10:15 pm
MDW
-
BOS
4h 35m
1 stop
$180Southwest
Tue, Jul 28 - Tue, Aug 4
Southwest Logo
8:20 pm - 10:00 pm
BOS
-
MDW
2h 40mnonstop
Southwest Logo
3:10 pm - 6:30 pm
MDW
-
BOS
2h 20mnonstop
$181Southwest
Fri, Aug 28 - Sat, Sep 12
Southwest Logo
7:30 am - 9:05 am
BOS
-
MDW
2h 35mnonstop
Southwest Logo
9:05 am - 12:25 pm
MDW
-
BOS
2h 20mnonstop
$182Southwest
Wed, Aug 19 - Sat, Aug 22
Southwest Logo
5:20 am - 6:55 am
BOS
-
MDW
2h 35mnonstop
Southwest Logo
7:35 pm - 10:55 pm
MDW
-
BOS
2h 20mnonstop
$183Southwest
Sat, Jul 25 - Mon, Jul 27
Southwest Logo
5:25 am - 7:00 am
BOS
-
MDW
2h 35mnonstop
Southwest Logo
12:05 pm - 5:45 pm
MDW
-
BOS
4h 40m
1 stop
$185Southwest
Mon, Jul 20 - Wed, Jul 22
Delta Logo
6:30 am - 4:15 pm
PWM
-
MDW
10h 45m
2 stops
Delta Logo
9:24 am - 4:01 pm
MDW
-
PWM
5h 37m
1 stop
$315Delta
Wed, Aug 5 - Thu, Aug 6
Delta Logo
6:30 am - 4:15 pm
PWM
-
MDW
10h 45m
2 stops
Delta Logo
12:46 pm - 12:59 am
MDW
-
PWM
11h 13m
2 stops
$320Delta
Wed, Aug 5 - Thu, Aug 6

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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
Jul 25
BOS5:20 amBoston Logan Intl
2h 35m
MDW6:55 amChicago Midway
Jul 28
MDW6:05 pmChicago Midway
2h 20m
BOS9:25 pmBoston Logan Intl
$175
Southwest
Jul 24
BOS5:25 amBoston Logan Intl
2h 35m
MDW7:00 amChicago Midway
Jul 25
MDW5:45 pmChicago Midway
2h 25m
BOS9:10 pmBoston Logan Intl
$178
Southwest
Jul 13
BOS5:25 amBoston Logan Intl
2h 35m
MDW7:00 amChicago Midway
Jul 28
MDW6:05 pmChicago Midway
2h 20m
BOS9:25 pmBoston Logan Intl
$179

Delta flights from New Hampshire to Chicago Midway Airport

Our best Delta deals on New Hampshire to Chicago Midway Airport flight tickets
Delta
Aug 5
PWM6:30 amPortland
10h 45m
2 stops
MDW4:15 pmChicago Midway
Aug 6
MDW9:24 amChicago Midway
5h 37m
1 stop
PWM4:01 pmPortland
$315
Delta
Aug 22
PWM6:00 amPortland
10h 38m
2 stops
MDW3:38 pmChicago Midway
Aug 24
MDW1:25 pmChicago Midway
8h 48m
2 stops
PWM11:13 pmPortland
$320
Delta
Oct 1
PWM11:35 amPortland
7h 58m
2 stops
MDW6:33 pmChicago Midway
Oct 5
MDW1:19 pmChicago Midway
9h 11m
2 stops
PWM11:30 pmPortland
$339

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 June 30, 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
Quickest round-trip

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Sat 7/25

5:20 am-6:55 am

Nonstop2h 35m

Chicago Midway

Sat 8/1

5:25 am-8:40 am

Nonstop2h 15m

$175

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 7/24

5:25 am-7:00 am

Nonstop2h 35m

Chicago Midway

Sat 7/25

5:45 pm-9:10 pm

Nonstop2h 25m

$178

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Mon 7/13

5:25 am-7:00 am

Nonstop2h 35m

Chicago Midway

Tue 7/28

6:05 pm-9:25 pm

Nonstop2h 20m

$179

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Tue 7/28

5:35 am-7:10 am

Nonstop2h 35m

Chicago Midway

Tue 8/4

4:40 pm-10:15 pm

1 stop4h 35m

$180

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 8/28

8:20 pm-10:00 pm

Nonstop2h 40m

Chicago Midway

Sat 9/12

3:10 pm-6:30 pm

Nonstop2h 20m

$181

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 8/19

7:30 am-9:05 am

Nonstop2h 35m

Chicago Midway

Sat 8/22

9:05 am-12:25 pm

Nonstop2h 20m

$182

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Sat 7/25

5:20 am-6:55 am

Nonstop2h 35m

Chicago Midway

Mon 7/27

7:35 pm-10:55 pm

Nonstop2h 20m

$183

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Mon 7/20

5:25 am-7:00 am

Nonstop2h 35m

Chicago Midway

Wed 7/22

12:05 pm-5:45 pm

1 stop4h 40m

$185

PortlandChicago

PWM - MDW

PWMMDW

Portland

Wed 8/5

6:30 am-4:15 pm

2 stops10h 45m

Chicago Midway

Thu 8/6

9:24 am-4:01 pm

1 stop5h 37m

$315

PortlandChicago

PWM - MDW

PWMMDW

Portland

Wed 8/5

6:30 am-4:15 pm

2 stops10h 45m

Chicago Midway

Thu 8/6

12:46 pm-12:59 am

2 stops11h 13m

$320

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 November is, on average, the cheapest month to fly to Chicago Midway Airport from New Hampshire, with most prices found around $121. If you are unable to visit Chicago Midway Airport during the month of November, then departing from New Hampshire during the month September is also very affordable. Most momondo users find prices during this month for around $175.

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 $338. 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 $446.

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 $282 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $382. 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 $269 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 $130 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

$244

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 $244. The best round-trip flight deal from New Hampshire to Chicago Midway Airport found on momondo in the last 72 hours is $421.
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 $196Free CancellationRating
7.9
4,247 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
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Crown Point
Monticello
Chesterton
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.

An easier way to manage your Chicago Midway Airport trip

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