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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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
MHT — MDW
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
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 November 6, 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

$248

Good round-trip deal

$430 or less

Good one-way deal

$234 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. 9% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 6, 2025.

This Southwest deal was found by Cheapflights users on 11/5. 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.
Fri 12/55:30 amBOS - MDW
Nonstop2h 45mSouthwest
Mon 12/86:15 pmMDW - BOS
Nonstop2h 20mSouthwest
Deal found 11/5$117
This Southwest deal was found by Cheapflights users on 11/6. 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.
Sun 12/76:55 pmBOS - MDW
Nonstop2h 50mSouthwest
Tue 12/912:55 pmMDW - BOS
1 stop7h 10mSouthwest
Deal found 11/6$118
This Southwest deal was found by Cheapflights users on 11/5. 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 12/45:30 amBOS - MDW
Nonstop2h 45mSouthwest
Mon 12/86:15 pmMDW - BOS
Nonstop2h 20mSouthwest
Deal found 11/5$122
This Southwest deal was found by Cheapflights users on 11/5. 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.
Tue 12/27:45 amBOS - MDW
2 stops6h 15mSouthwest
Wed 12/36:20 amMDW - BOS
1 stop4h 25mSouthwest
Deal found 11/5$124
This Southwest deal was found by Cheapflights users on 11/6. 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 12/35:45 amBOS - MDW
2 stops8h 15mSouthwest
Fri 12/56:15 pmMDW - BOS
Nonstop2h 20mSouthwest
Deal found 11/6$128
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1111:28 amBOS - MDW
1 stop7h 40mFrontier
Sun 12/146:15 amMDW - BOS
1 stop27h 07mFrontier
Deal found 11/6$129
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/411:28 amBOS - MDW
1 stop7h 40mMultiple Airlines
Mon 12/83:10 pmMDW - BOS
1 stop17h 51mMultiple Airlines
Deal found 11/5$130
This Southwest deal was found by Cheapflights users on 11/5. 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 11/205:30 amBOS - MDW
Nonstop2h 45mSouthwest
Tue 11/251:20 pmMDW - BOS
1 stop3h 55mSouthwest
Deal found 11/5$133
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/511:19 amBOS - MDW
1 stop9h 23mFrontier
Sun 12/76:15 amMDW - BOS
1 stop27h 07mFrontier
Deal found 11/5$134
This Southwest deal was found by Cheapflights users on 11/5. 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.
Fri 12/123:00 pmPWM - MDW
2 stops6h 30mSouthwest
Mon 12/159:20 amMDW - PWM
1 stop4h 35mSouthwest
Deal found 11/5$234
This Delta deal was found by Cheapflights users on 11/5. 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 12/34:43 pmPWM - MDW
2 stops8h 04mDelta
Sat 12/69:29 amMDW - PWM
2 stops10h 22mDelta
Deal found 11/5$239
This Southwest deal was found by Cheapflights users on 11/4. 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 12/43:30 pmPWM - MDW
1 stop6h 35mSouthwest
Sat 12/66:40 amMDW - PWM
1 stop4h 25mSouthwest
Deal found 11/4$249

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 November 6, 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

Wed 12/10

8:30 am-12:45 pm

1 stop5h 15m

Chicago Midway

Fri 12/12

7:15 pm-10:30 pm

Nonstop2h 15m

$118

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 12/12

6:50 pm-11:30 pm

1 stop5h 40m

Chicago Midway

Mon 12/15

6:15 pm-9:35 pm

Nonstop2h 20m

$118

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 12/5

6:00 pm-10:35 pm

1 stop5h 35m

Chicago Midway

Sun 12/7

7:15 pm-10:30 pm

Nonstop2h 15m

$127

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Thu 12/11

9:00 am-12:34 pm

1 stop4h 34m

Chicago Midway

Mon 12/15

1:14 pm-8:00 pm

1 stop5h 46m

$137

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 11/19

1:35 pm-3:20 pm

Nonstop2h 45m

Chicago Midway

Thu 11/20

12:55 pm-9:05 pm

1 stop7h 10m

$137

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 12/5

6:00 pm-10:35 pm

1 stop5h 35m

Chicago Midway

Tue 12/9

5:35 am-1:30 pm

1 stop6h 55m

$137

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Thu 12/18

6:50 pm-11:30 pm

1 stop5h 40m

Chicago Midway

Sun 12/21

5:30 am-8:45 am

Nonstop2h 15m

$137

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 2/20

7:25 pm-12:05 am

1 stop5h 40m

Chicago Midway

Sun 2/22

5:50 am-11:20 am

1 stop4h 30m

$142

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 1/2

5:15 am-7:00 am

Nonstop2h 45m

Chicago Midway

Sun 1/4

9:40 pm-8:05 am

1 stop9h 25m

$143

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Thu 12/11

5:30 am-7:15 am

Nonstop2h 45m

Chicago Midway

Sun 12/14

2:25 pm-5:40 pm

Nonstop2h 15m

$168

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 58 results
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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, September is the cheapest month in which you can book a flight from New Hampshire to Chicago Midway Airport (average of $180). Flying from New Hampshire to Chicago Midway Airport in December is currently the most expensive (average of $401). 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 November 6, 2025.

When flying from New Hampshire to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 34% versus a flight at noon.

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.

  • How long is the flight from New Hampshire to Chicago Midway Airport?

    For as low as $137, Southwest can have you in Chicago Midway Airport from New Hampshire in 4h 34m. The distance between New Hampshire and Chicago Midway Airport is about 857 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $402, our data shows the cheapest flight currently is $154. When looking at the most popular route, (Boston Logan Intl - Chicago Midway), you can expect to pay $99 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, September is the cheapest month in which you can book a flight from New Hampshire to Chicago Midway Airport (average of $180). Flying from New Hampshire to Chicago Midway Airport in December is currently the most expensive (average of $401). 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Hammond
Porter
Benton Harbor
Merrillville

Browse thousands of different options on Cheapflights for your next trip

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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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Dallas/Fort Worth to Midway flights
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John F Kennedy Intl to Midway flights
Atlanta to Midway flights
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Baltimore to Midway flights
Sky Harbor Intl to O'Hare Intl flights
Minneapolis to O'Hare Intl flights
Denver to Midway flights
Santa Ana to O'Hare Intl flights
Dulles Intl to Midway flights
Tampa to O'Hare Intl flights
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Minneapolis to Midway flights
Los Angeles to Midway flights
San Francisco to Midway flights
Raleigh to O'Hare Intl flights
LaGuardia to Midway flights
Charlotte to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
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Portland to O'Hare Intl flights
Hobby to Midway flights
Philadelphia to Midway flights
Orlando to O'Hare Intl flights
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Reagan-National to Midway flights
Hartford to O'Hare Intl flights
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George Bush Intcntl to O'Hare Intl flights
Cleveland to O'Hare Intl flights
San Jose to O'Hare Intl flights
Detroit to O'Hare Intl flights
San Antonio to O'Hare Intl flights
Sacramento to O'Hare Intl flights
Orlando to Midway flights

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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$196Average$432FlexibilityNo cancel feeOn-time63%

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