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$59+ Cheap flights from New Hampshire to Midway (MDW)

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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
MHT — MDW
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheap flight deals from New Hampshire to Midway

Keep the following information in mind while searching for New Hampshire to Midway flight deals. Data was last updated May 1, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$117
(Southwest)

One-way from

$59
(Southwest)

Popular in

April

Cheapest in

September

Average price

$275

Good round-trip deal

$384 or less

Good one-way deal

$189 or less
Provider with most accurate pricing for Boston Logan Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Chicago (CHI) flights.
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From New Hampshire to Chicago Midway
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One-way flight from New Hampshire to Chicago Midway
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Highest demand for flights based on searches. 12% potential increase in price ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Price to beat on a round-trip flight from New Hampshire to Chicago Midway.
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Price to beat on a one-way flight from New Hampshire to Chicago Midway.
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Find flight deals from New Hampshire to Midway

Cheapest flights from New Hampshire to Midway
Explore the most affordable flight options available from New Hampshire to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.

This Southwest deal was found by Cheapflights users on 4/30. 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.
Thu 6/57:00 amBOS - MDW
Nonstop2h 40mSouthwest
Sun 6/86:00 amMDW - BOS
Nonstop2h 15mSouthwest
Deal found 4/30$117
This Mytrip deal was found by Cheapflights users on 5/1. 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.
Thu 6/1211:31 amBOS - MDW
1 stop20h 44mAllegiant Air
Mon 6/162:53 pmMDW - BOS
1 stop17h 24mAllegiant Air
Deal found 5/1$206
This Frontier deal was found by Cheapflights users on 5/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2810:45 amBOS - MDW
1 stop12h 51mFrontier
Sun 6/19:12 pmMDW - BOS
1 stop10h 23mFrontier
Deal found 5/1$208
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/35:30 amPWM - MDW
1 stop7h 23mDelta
Sat 6/74:15 pmMDW - PWM
1 stop6h 44mDelta
Deal found 4/30$229
This eDestinos deal was found by Cheapflights users on 4/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/3010:40 amBOS - MDW
1 stop12h 34mMultiple Airlines
Fri 6/69:12 amMDW - BOS
1 stop25h 49mMultiple Airlines
Deal found 4/30$239
This Southwest deal was found by Cheapflights users on 4/30. 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 7/306:55 pmPWM - MDW
Nonstop2h 35mSouthwest
Tue 8/511:40 amMDW - PWM
Nonstop2h 15mSouthwest
Deal found 4/30$249
This Southwest deal was found by Cheapflights users on 4/30. 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 6/43:00 pmMHT - MDW
Nonstop2h 30mSouthwest
Sat 6/77:00 pmMDW - MHT
Nonstop2h 10mSouthwest
Deal found 4/30$297
This Booking.com deal was found by Cheapflights users on 4/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/19:29 pmPWM - MDW
1 stop15h 55mFrontier
Fri 5/91:19 pmMDW - PWM
1 stop28h 07mFrontier
Deal found 4/29$310
This Delta deal was found by Cheapflights users on 5/1. 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 7/25:10 amBOS - MDW
1 stop4h 31mDelta
Wed 7/91:09 pmMDW - BOS
1 stop5h 35mDelta
Deal found 5/1$316

Cheapflights Fare Finder

Customize your flight search to find flights from New Hampshire to Midway 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 May 1, 2025.
Use the filters below to find and compare flights from New Hampshire to Chicago Midway Airport that are best for you.

Fly from

New Hampshire

Fly to

Midway

Route

Depart

Return

Price

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Thu 6/5

5:15 am-6:50 am

Nonstop2h 35m

Chicago Midway

Wed 6/11

7:30 pm-10:45 pm

Nonstop2h 15m

$117

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Thu 6/12

11:31 am-7:15 am

1 stop20h 44m

Chicago Midway

Mon 6/16

2:53 pm-9:17 am

1 stop17h 24m

$206

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 5/28

10:45 am-10:36 pm

1 stop12h 51m

Chicago Midway

Sun 6/1

9:12 pm-8:35 am

1 stop10h 23m

$208

PortlandChicago

PWM - MDW

PWMMDW

Portland

Tue 6/3

5:30 am-11:53 am

1 stop7h 23m

Chicago Midway

Fri 6/6

4:15 pm-11:59 pm

1 stop6h 44m

$229

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 5/30

10:40 am-10:14 pm

1 stop12h 34m

Chicago Midway

Fri 6/6

9:12 am-12:01 pm

1 stop25h 49m

$239

PortlandChicago

PWM - MDW

PWMMDW

Portland

Wed 7/30

6:55 pm-8:30 pm

Nonstop2h 35m

Chicago Midway

Tue 8/5

11:40 am-2:55 pm

Nonstop2h 15m

$249

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 6/4

3:00 pm-4:30 pm

Nonstop2h 30m

Chicago Midway

Sat 6/7

7:00 pm-10:10 pm

Nonstop2h 10m

$297

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 7/2

5:10 am-8:41 am

1 stop4h 31m

Chicago Midway

Wed 7/9

1:09 pm-7:44 pm

1 stop5h 35m

$316

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 5/7

5:50 am-7:30 am

Nonstop2h 40m

$59

PortlandChicago

PWM - MDW

PWMMDW

Portland

Tue 7/1

6:55 pm-8:30 pm

Nonstop2h 35m

$90

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 18 results
1
2

Best time to book a flight from New Hampshire to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from New Hampshire 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 New Hampshire to Chicago Midway Airport

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

Currently, April is the cheapest month in which you can book a flight from New Hampshire to Chicago Midway Airport (average of $160). Flying from New Hampshire to Chicago Midway Airport in November is currently the most expensive (average of $249). 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.

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

Find hourly flight availability from New Hampshire to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 1, 2025.

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

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated May 1, 2025.
Get a feel of what it's like to fly with Southwest, Delta and Allegiant Air from New Hampshire to Chicago by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,293 reviews

Entertainment

7.6

Overall

8.0

Food

7.1

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,293 reviews
Southwest
8.0
Very good
4,293 reviews

Entertainment

7.6

Overall

8.0

Food

7.1

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,293 reviews

Entertainment

7.6

Overall

8.0

Food

7.1

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,293 reviews

Entertainment

7.6

Overall

8.0

Food

7.1

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Frontier
6.0
Okay
3,287 reviews
Southwest
8.0
Very good
4,293 reviews

Entertainment

7.6

Overall

8.0

Food

7.1

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Related info for your journey

Find useful and relevant information for your journey from New Hampshire to Midway. 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 New Hampshire to Chicago Midway Airport one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $59. Users have also found prices from $93 and $100 on Allegiant Air and Frontier, respectively.

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

    Most travelers choose Boston Logan Intl - Chicago Midway, Portland - Chicago Midway or Manchester - Chicago Midway when deciding on the best route from New Hampshire to Chicago Midway Airport.

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

    While on average a flight from New Hampshire to Chicago Midway Airport is generally $335, our data shows the cheapest flight currently is $151. When looking at the most popular route, (Boston Logan Intl - Chicago Midway), you can expect to pay $117 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from New Hampshire to Midway 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 New Hampshire to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from New Hampshire to Chicago Midway Airport (average of $160). Flying from New Hampshire to Chicago Midway Airport in November is currently the most expensive (average of $249). 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

Traveling to a place near New Hampshire?

Book flights to New Hampshire if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for New Hampshire to Midway

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

Discover the top airline that operate flights from New Hampshire to Midway. 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$313Average$437FlexibilityNo cancel feeOn-time63%

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