What is the cheapest airline that flies from Chicago Midway to New Hampshire?

Southwest and Delta are the most popular carriers operating from Chicago Midway to New Hampshire

How many flights depart from Chicago Midway Airport to New Hampshire on average per week?

4 flights are operational weekly from Chicago Midway Airport to New Hampshire as of March 2026. The most popular departure day for this route is Tue, with 75% of flights per week taking off on this day.

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

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

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

As of March 2026, there is 1 operator available to choose from for flights from Chicago Midway Airport to New Hampshire.

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

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 Chicago Midway Airport to New Hampshire.

What documentation or ID do you need to fly to New Hampshire?

The travel and health documents required for your trip to New Hampshire can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at New Hampshire. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$67 Cheap Flights from Chicago Midway Airport to New Hampshire in 2026

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Find the cheapest flights from Chicago Midway Airport to New Hampshire

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:40 pm - 11:10 pm

MDW

BOS

4h 30m

1 stop

6:55 pm - 8:45 pm

BOS

MDW

2h 50mnonstop

$127Southwest

Fri, May 1 - Mon, May 4

2:15 pm - 1:31 am

MDW

BOS

10h 16m

1 stop

6:00 am - 10:19 pm

BOS

MDW

17h 19m

1 stop

$130Frontier

Tue, Apr 28 - Mon, May 4

6:00 am - 1:13 am

MDW

BOS

18h 13m

1 stop

12:42 pm - 10:19 pm

BOS

MDW

10h 37m

1 stop

$131Frontier

Tue, Mar 31 - Tue, Apr 7

2:10 pm - 11:55 pm

MDW

BOS

8h 45m

2 stops

6:10 am - 7:55 am

BOS

MDW

2h 45mnonstop

$132Southwest

Thu, Apr 9 - Sun, Apr 12

2:10 pm - 11:10 pm

MDW

BOS

8h 00m

1 stop

6:50 pm - 8:40 pm

BOS

MDW

2h 50mnonstop

$133Southwest

Thu, Apr 30 - Sun, May 3

4:40 pm - 10:20 pm

MDW

BOS

4h 40m

1 stop

5:15 am - 5:15 pm

BOS

MDW

13h 00m

2 stops

$134Southwest

Wed, Apr 29 - Sat, May 2

5:40 pm - 11:10 pm

MDW

BOS

4h 30m

1 stop

2:30 pm - 8:20 pm

BOS

MDW

6h 50m

1 stop

$137Southwest

Fri, May 1 - Mon, May 4

6:23 am - 1:10 pm

MDW

PWM

5h 47m

1 stop

12:55 pm - 6:33 pm

PWM

MDW

6h 38m

1 stop

$220Delta

Sun, May 10 - Fri, May 15

9:35 am - 4:06 pm

MDW

PWM

5h 31m

1 stop

6:03 am - 12:29 pm

PWM

MDW

7h 26m

2 stops

$234Delta

Fri, Apr 3 - Tue, Apr 7

6:23 am - 1:10 pm

MDW

PWM

5h 47m

1 stop

12:55 pm - 6:33 pm

PWM

MDW

6h 38m

1 stop

$249Delta

Sun, May 10 - Sat, May 16

Southwest flights from Chicago Midway Airport to New Hampshire

Our best Southwest deals on Chicago Midway Airport to New Hampshire flight tickets

Southwest

May 1

MDW5:40 pmChicago Midway

4h 30m

1 stop

BOS11:10 pmBoston Logan Intl

May 4

BOS6:55 pmBoston Logan Intl

2h 50m

MDW8:45 pmChicago Midway

$127

Southwest

May 12

MDW7:50 amChicago Midway

8h 25m

2 stops

BOS5:15 pmBoston Logan Intl

May 12

BOS6:20 pmBoston Logan Intl

2h 50m

MDW8:10 pmChicago Midway

$132

Southwest

Apr 30

MDW2:10 pmChicago Midway

8h 00m

1 stop

BOS11:10 pmBoston Logan Intl

May 4

BOS3:45 pmBoston Logan Intl

2h 45m

MDW5:30 pmChicago Midway

$133

Frontier flights from Chicago Midway Airport to New Hampshire

Our best Frontier deals on Chicago Midway Airport to New Hampshire flight tickets

Frontier

Apr 28

MDW2:15 pmChicago Midway

10h 16m

1 stop

BOS1:31 amBoston Logan Intl

May 4

BOS6:00 amBoston Logan Intl

17h 19m

1 stop

MDW10:19 pmChicago Midway

$130

Frontier

Mar 31

MDW6:00 amChicago Midway

18h 13m

1 stop

BOS1:13 amBoston Logan Intl

Apr 7

BOS12:42 pmBoston Logan Intl

10h 37m

1 stop

MDW10:19 pmChicago Midway

$131

Frontier

Apr 8

MDW2:56 pmChicago Midway

9h 30m

1 stop

BOS1:26 amBoston Logan Intl

Apr 14

BOS12:40 pmBoston Logan Intl

7h 51m

1 stop

MDW7:31 pmChicago Midway

$151

momondo Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to New Hampshire that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fri 5/1

5:40 pm-11:10 pm

1 stop4h 30m

Boston Logan Intl

Mon 5/4

6:55 pm-8:45 pm

Nonstop2h 50m

$127

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Tue 4/28

2:15 pm-1:31 am

1 stop10h 16m

Boston Logan Intl

Mon 5/4

6:00 am-10:19 pm

1 stop17h 19m

$130

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Tue 3/31

6:00 am-1:13 am

1 stop18h 13m

Boston Logan Intl

Tue 4/7

12:42 pm-10:19 pm

1 stop10h 37m

$131

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Thu 4/9

2:10 pm-11:55 pm

2 stops8h 45m

Boston Logan Intl

Sun 4/12

6:10 am-7:55 am

Nonstop2h 45m

$132

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Thu 4/30

2:10 pm-11:10 pm

1 stop8h 00m

Boston Logan Intl

Sun 5/3

6:50 pm-8:40 pm

Nonstop2h 50m

$133

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 4/29

4:40 pm-10:20 pm

1 stop4h 40m

Boston Logan Intl

Sat 5/2

5:15 am-5:15 pm

2 stops13h 00m

$134

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fri 5/1

5:40 pm-11:10 pm

1 stop4h 30m

Boston Logan Intl

Mon 5/4

2:30 pm-8:20 pm

1 stop6h 50m

$137

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Sun 5/10

6:23 am-1:10 pm

1 stop5h 47m

Portland

Fri 5/15

12:55 pm-6:33 pm

1 stop6h 38m

$220

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Fri 4/3

9:35 am-4:06 pm

1 stop5h 31m

Portland

Tue 4/7

6:03 am-12:29 pm

2 stops7h 26m

$234

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Sun 5/10

6:23 am-1:10 pm

1 stop5h 47m

Portland

Sat 5/16

12:55 pm-6:33 pm

1 stop6h 38m

$249

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

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

Prices

Airlines

Other information

What is the cheapest month to fly to New Hampshire?

The month of September is another great option to travel to New Hampshire, with average flight prices from Chicago Midway Airport averaging around $255.

What is the cheapest day to depart on your flight to New Hampshire?

The cheapest day to depart on your flight to New Hampshire is on a Saturday when prices can be found for as low as $218. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to New Hampshire is Sunday, with ticket prices averaging around $295.

What is the cheapest time of day to depart on your flight to New Hampshire?

According to our data, the cheapest time of day to fly to New Hampshire is in the afternoon. momondo users have found flights departing from Chicago Midway Airport to New Hampshire in the afternoon for as low as $211. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the morning because they tend to be around $253. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

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

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

You are more likely to see cheaper flights to New Hampshire from Chicago Midway Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to New Hampshire for around $294 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to New Hampshire from Chicago Midway Airport for as low as $192 on momondo.

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

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

Cheap Chicago Midway Airport to New Hampshire flight deals and tips

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

Fastest flight time	2h 05m
Direct flights	Every day
Airports in New Hampshire	52 airports

The fastest flight from Chicago Midway Airport to New Hampshire takes 2h 05m

Direct flights go from Chicago Midway Airport to New Hampshire every day.

There are 52 airports in New Hampshire. From Chicago Midway Airport there are direct flights to Boston Logan Intl (BOS), Manchester (MHT).

Search flight deals

When did momondo last update prices for flights from Chicago Midway Airport to New Hampshire?
Prices for flights from Chicago Midway Airport to New Hampshire are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago Midway Airport to New Hampshire?
As of March 2026, there is 1 operator available to choose from for flights from Chicago Midway Airport to New Hampshire.
How old do you have to be to fly from Chicago Midway Airport to New Hampshire?
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 Chicago Midway Airport to New Hampshire.
What documentation or ID do you need to fly to New Hampshire?
The travel and health documents required for your trip to New Hampshire can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at New Hampshire. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago Midway Airport to New Hampshire?
momondo data reveals that the most frequently booked plane model on the route from Chicago Midway Airport to New Hampshire is Boeing 737 MAX 8, representing 14.00% of all bookings. The subsequent popular models are Boeing 737-700 Passenger/BBJ1 (winglets) at 10.00%, Airbus A220-300 at 10.00%, and Boeing 737-800 at 8.00%.

Best airlines flying from Chicago Midway Airport to New Hampshire

Compare and see reviews for airlines that fly from Chicago Midway Airport to New Hampshire with momondo

Airline	Rating	Free Cancellation	Price
Southwest	PriceFrom $181	Free Cancellation	Rating 8.0 4,302 reviews		Search Southwest flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to New Hampshire for you.

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

All flight searches from Chicago to New Hampshire on momondo can be filtered to show those which offer flexible booking policies.

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

Once all potential Chicago to New Hampshire 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 Chicago to New Hampshire right now. Can momondo alert me if prices change?

Price alerts on flights to New Hampshire from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.