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$64+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MHT
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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Cheap flight deals from Midway to New Hampshire

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to New Hampshire (USNH). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$146
(Trip.com)

One-way from

$64
(Trip.com)

Popular in

April

Cheapest in

September

Average price

$227

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. 15% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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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 January 30, 2025.

This Trip.com deal was found by Cheapflights users on 1/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/14:19 pmMDW - BOS
1 stop7h 11mFrontier
Fri 3/75:10 amBOS - MDW
1 stop7h 24mFrontier
Deal found 1/29$146
This Southwest deal was found by Cheapflights users on 1/29. 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.
Wed 2/2610:05 amMDW - BOS
Nonstop2h 15mSouthwest
Fri 2/287:45 pmBOS - MDW
Nonstop2h 50mSouthwest
Deal found 1/29$157
This Delta deal was found by Cheapflights users on 1/29. 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.
Wed 4/22:55 pmMDW - PWM
2 stops6h 57mDelta
Thu 4/37:00 amPWM - MDW
1 stop6h 35mDelta
Deal found 1/29$222
This Southwest deal was found by Cheapflights users on 1/29. 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.
Sat 3/16:20 pmMDW - PWM
1 stop3h 55mSouthwest
Mon 3/34:20 pmPWM - MDW
1 stop6h 40mSouthwest
Deal found 1/29$228
This Kissandfly.com deal was found by Cheapflights users on 1/29. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/154:40 pmMDW - BOS
1 stop7h 04mMultiple Airlines
Sat 3/2210:21 pmBOS - MDW
2 stops15h 41mMultiple Airlines
Deal found 1/29$305
This CheapOair deal was found by Cheapflights users on 1/29. 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.
Sun 5/49:00 amMDW - PWM
1 stop10h 29mFrontier
Sat 5/109:29 pmPWM - MDW
1 stop19h 03mFrontier
Deal found 1/29$310
This Delta deal was found by Cheapflights users on 1/29. 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.
Thu 2/66:00 amMDW - BOS
1 stop6h 39mDelta
Wed 2/126:05 amBOS - MDW
2 stops13h 06mDelta
Deal found 1/29$315
This Mytrip deal was found by Cheapflights users on 1/29. 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.
Fri 5/238:04 pmMDW - BOS
1 stop12h 08mAllegiant Air
Mon 5/269:00 amBOS - MDW
1 stop11h 14mAllegiant Air
Deal found 1/29$345
This Southwest deal was found by Cheapflights users on 1/30. 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.
Wed 3/55:05 pmMDW - MHT
1 stop4h 20mSouthwest
Sun 3/96:45 amMHT - MDW
Nonstop2h 35mSouthwest
Deal found 1/30$395

Find flights from Midway to New Hampshire within your budget

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 January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Sat 3/1

4:19 pm-12:30 am

1 stop7h 11m

Boston Logan Intl

Fri 3/7

5:10 am-11:34 am

1 stop7h 24m

$146

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 2/26

10:05 am-1:20 pm

Nonstop2h 15m

Boston Logan Intl

Fri 2/28

7:45 pm-9:35 pm

Nonstop2h 50m

$157

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Wed 4/2

2:55 pm-10:52 pm

2 stops6h 57m

Portland

Thu 4/3

7:00 am-12:35 pm

1 stop6h 35m

$222

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Sat 3/1

6:20 pm-11:15 pm

1 stop3h 55m

Portland

Mon 3/3

4:20 pm-10:00 pm

1 stop6h 40m

$228

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Sat 3/15

4:40 pm-12:44 am

1 stop7h 04m

Boston Logan Intl

Sat 3/22

10:21 pm-1:02 pm

2 stops15h 41m

$305

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Sun 5/4

9:00 am-8:29 pm

1 stop10h 29m

Portland

Sat 5/10

9:29 pm-3:32 pm

1 stop19h 03m

$310

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Thu 2/6

6:00 am-1:39 pm

1 stop6h 39m

Boston Logan Intl

Wed 2/12

6:05 am-6:11 pm

2 stops13h 06m

$315

ChicagoManchester

MDW - MHT

MDWMHT

Chicago Midway

Sat 3/1

1:05 pm-4:05 pm

Nonstop2h 00m

Manchester

Sat 3/8

6:00 pm-11:00 pm

1 stop6h 00m

$429

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Sat 3/1

12:43 pm-9:18 am

1 stop19h 35m

$64

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fri 2/28

8:20 pm-11:35 pm

Nonstop2h 15m

$79

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 18 results
1
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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.

Travel insights for flights from Midway to New Hampshire

Get recent, data-driven insights about flights from Midway to New Hampshire including ideal travel times, pricing trends, and more.

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 January 30, 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 January 30, 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
8.1
Very good
4,585 reviews

Food

7.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,450 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Allegiant Air
7.3
Good
790 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Frontier
6.0
Okay
3,424 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $64 on Frontier. Other airlines that offer cheap prices include Southwest from $79 and Delta from $109 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 $238 for a flight from Chicago Midway Airport to New Hampshire. The cheapest flight overall is $166 while the most popular route, (Chicago Midway - Boston Logan Intl) is currently priced at $130.

  • 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 $453). 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.

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Alternative routes for Midway to New Hampshire

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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 January 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$309Average$436FlexibilityNo cancel feeOn-time63%
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