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New Hampshire

$74+ Cheap flights from Midway (MDW) to New Hampshire

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MHT
Apr 9 — Apr 161
Mi 4/9
Mi 4/16
1 adult, Economy
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Cheap flight deals from Midway to New Hampshire

Keep the following information in mind while searching for Midway to New Hampshire flight deals. Data was last updated April 4, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$117
(Southwest)

One-way from

$74
(Southwest)

Popular in

April

Cheapest in

September

Average price

$293

Good round-trip deal

$277 or less

Good one-way deal

$218 or less
Provider with most accurate pricing for Chicago (CHI)-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Boston Logan Intl flights.
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From Chicago Midway to New Hampshire
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One-way flight from Chicago Midway to New Hampshire
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Highest demand for flights based on searches. 14% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Chicago Midway to New Hampshire.
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Price to beat on a one-way flight from Chicago Midway to New Hampshire.
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Find flight deals from Midway to New Hampshire

Cheapest flights from Midway to New Hampshire
Explore the most affordable flight options available from Midway to New Hampshire. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 4, 2025.

This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sa 4/126:30 pmMDW - BOS
Nonstop2h 15mSouthwest
Mo 4/149:35 amBOS - MDW
Nonstop2h 35mSouthwest
Deal found 4/3$117
This CheapOair deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 5/84:00 pmMDW - BOS
1 stop16h 34mFrontier
So 5/1110:14 amBOS - MDW
1 stop13h 26mFrontier
Deal found 4/3$200
This Mytrip deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fr 6/68:36 pmMDW - BOS
1 stop11h 36mAllegiant Air
Do 6/1211:31 amBOS - MDW
1 stop20h 44mAllegiant Air
Deal found 4/3$215
This CheapOair deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fr 4/118:56 amMDW - PWM
1 stop8h 26mFrontier
Sa 4/1210:12 amPWM - MDW
1 stop24h 12mFrontier
Deal found 4/3$240
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mi 4/305:59 pmMDW - PWM
1 stop4h 15mDelta
Sa 5/106:35 amPWM - MDW
2 stops9h 55mDelta
Deal found 4/3$244
This Southwest deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 8/1211:45 amMDW - PWM
1 stop5h 35mSouthwest
Di 8/195:50 amPWM - MDW
1 stop6h 55mSouthwest
Deal found 4/2$274
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 5/86:25 pmMDW - BOS
1 stop4h 21mDelta
Di 5/274:25 pmBOS - MDW
1 stop6h 02mDelta
Deal found 4/3$317
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 5/81:35 pmMDW - MHT
Nonstop2h 05mSouthwest
Di 5/133:00 pmMHT - MDW
Nonstop2h 30mSouthwest
Deal found 4/3$320
This Mytrip deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 6/198:09 pmMDW - PWM
3 stops38h 48mMultiple Airlines
So 6/2212:40 pmPWM - MDW
2 stops22h 04mMultiple Airlines
Deal found 4/3$668

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to New Hampshire 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, Cheapflights users made 2,558,603 searches. Data last updated April 4, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to New Hampshire that are best for you.

Fly from

Midway

Fly to

New Hampshire

Route

Depart

Return

Price

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Di 5/6

6:25 pm-9:45 pm

Nonstop2h 20m

Boston Logan Intl

So 5/11

7:40 am-9:15 am

Nonstop2h 35m

$117

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Do 5/8

4:00 pm-9:34 am

1 stop16h 34m

Boston Logan Intl

So 5/11

10:14 am-10:40 pm

1 stop13h 26m

$200

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fr 6/6

8:36 pm-9:12 am

1 stop11h 36m

Boston Logan Intl

Do 6/12

11:31 am-7:15 am

1 stop20h 44m

$215

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Mi 4/30

5:59 pm-11:14 pm

1 stop4h 15m

Portland

Sa 5/10

6:35 am-3:30 pm

2 stops9h 55m

$244

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Di 8/12

11:45 am-6:20 pm

1 stop5h 35m

Portland

Di 8/19

5:50 am-11:45 am

1 stop6h 55m

$274

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Mo 4/14

1:23 pm-2:05 pm

1 stop23h 42m

Portland

Fr 4/18

5:53 pm-4:15 pm

1 stop23h 22m

$310

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Do 5/8

6:25 pm-11:46 pm

1 stop4h 21m

Boston Logan Intl

Di 5/27

4:25 pm-9:27 pm

1 stop6h 02m

$317

ChicagoManchester

MDW - MHT

MDWMHT

Chicago Midway

Do 5/8

1:35 pm-4:40 pm

Nonstop2h 05m

Manchester

Di 5/13

3:00 pm-4:30 pm

Nonstop2h 30m

$320

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Do 6/19

8:09 pm-11:57 am

3 stops38h 48m

Portland

So 6/22

12:40 pm-9:44 am

2 stops22h 04m

$668

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Sa 5/3

6:35 am-4:25 pm

1 stop8h 50m

$74

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/3

Showing 1-10 of 20 results
1
2

Best time to book a flight from Midway to New Hampshire

Have a flexible travel schedule? Discover the best time to fly to New Hampshire from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to New Hampshire

What is the cheapest time of day to fly from MDW to NH?

Find hourly flight availability from Midway to New Hampshire. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 4, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to New Hampshire as you normally would.

Reviews of airlines servicing New Hampshire

Get insights into the airlines that provide service to New Hampshire. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to New Hampshire. Reviews last updated April 4, 2025.
Read through reviews of airlines operating flights from Chicago to New Hampshire, such as Southwest, Delta and Allegiant Air. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,276 reviews

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,276 reviews
Southwest
8.0
Very good
4,276 reviews

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,901 reviews
Southwest
8.0
Very good
4,276 reviews

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
732 reviews
Southwest
8.0
Very good
4,276 reviews

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
6.0
Okay
3,276 reviews
Southwest
8.0
Very good
4,276 reviews

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Midway to New Hampshire. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago Midway Airport to New Hampshire one-way?

    One-way options have recently been found by users for as low as $74 on Southwest. Other airlines that offer cheap prices include Allegiant Air from $104 and Frontier from $106 one-way.

  • What are the most popular routes from Chicago Midway Airport to New Hampshire?

    The most popular route from Chicago Midway Airport to New Hampshire is Chicago Midway - Boston Logan Intl. You may also consider Chicago Midway - Portland or Chicago Midway - Manchester.

  • What are the cheapest flights from Chicago Midway Airport to New Hampshire?

    On average you can expect to pay $303 for a flight from Chicago Midway Airport to New Hampshire. The cheapest flight overall is $123 while the most popular route, (Chicago Midway - Boston Logan Intl) is currently priced at $117.

  • Can I find deals for flights from Midway to New Hampshire that include hotel bookings?

    Yes. In addition to deals on Midway to New Hampshire flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to New Hampshire?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to New Hampshire.

  • Can I find deals for business class flights from Midway to New Hampshire?

    Yes. Cheapflights offers flight deals from Midway to New Hampshire by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to New Hampshire?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to New Hampshire (average of $334). Flying from Chicago Midway Airport to New Hampshire in June is currently the most expensive (average of $442). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Midway to New Hampshire

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Midway to New Hampshire

Discover the top airline that operate flights from Midway to New Hampshire. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$277Average$430FlexibilityNo cancel feeOn-time63%

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