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Midway

$139+ Cheap flights from Manchester, NH (MHT) 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
MHT — MDW
Jul 29 — Aug 51
Wed 7/29
Wed 8/5
1 adult, Economy
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Cheap flight deals from Manchester to Midway

Cheapest flights from Manchester to Midway
Explore the most affordable flight options available from Manchester to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 29, 2026.

This Southwest deal was found by Cheapflights users on 6/28. 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 10/38:05 am
MHT
-
MDW
Nonstop2h 25m
Southwest
Tue 10/66:10 pm
MDW
-
MHT
Nonstop2h 10m
Southwest
Deal found 6/28$277
This Southwest deal was found by Cheapflights users on 6/26. 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 8/276:25 pm
MHT
-
MDW
Nonstop2h 20m
Southwest
Tue 9/88:30 am
MDW
-
MHT
Nonstop2h 20m
Southwest
Deal found 6/26$278
This Southwest deal was found by Cheapflights users on 6/26. 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 9/96:15 pm
MHT
-
MDW
Nonstop2h 20m
Southwest
Thu 9/105:25 pm
MDW
-
MHT
1 stop4h 00m
Southwest
Deal found 6/26$283
This Southwest deal was found by Cheapflights users on 6/25. 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 9/96:15 pm
MHT
-
MDW
Nonstop2h 20m
Southwest
Sat 9/127:55 am
MDW
-
MHT
Nonstop2h 20m
Southwest
Deal found 6/25$289
This Southwest deal was found by Cheapflights users on 6/28. 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 9/38:00 am
MHT
-
MDW
Nonstop2h 20m
Southwest
Tue 9/85:55 pm
MDW
-
MHT
Nonstop2h 15m
Southwest
Deal found 6/28$291
This Southwest deal was found by Cheapflights users on 6/28. 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 10/31:40 pm
MHT
-
MDW
1 stop7h 20m
Southwest
Wed 10/71:35 pm
MDW
-
MHT
1 stop4h 45m
Southwest
Deal found 6/28$297

Find flight deals from Manchester to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Manchester (MHT) to Midway (MDW). 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 June 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$277
(Southwest)

One-way from

$139
(Southwest)

Popular in

January

Cheapest in

September

Average price

$469

Good round-trip deal

$421 or less

Good one-way deal

$244 or less
Provider with most accurate pricing for Manchester-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Manchester-Chicago Midway flights.
Search Deals
From Manchester to Chicago Midway
Search Deals
One-way flight from Manchester to Chicago Midway
Search Deals
Highest demand for flights based on searches. 30% potential increase in price ($213 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease ($49 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals
Price to beat on a round-trip flight from Manchester to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Manchester to Chicago Midway.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Manchester 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 June 29, 2026.
Use the filters below to find and compare flights from Manchester to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Sat 10/3

8:05 am-9:30 am

Nonstop2h 25m

Chicago Midway

Tue 10/6

1:35 pm-7:20 pm

1 stop4h 45m

$287

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Sat 9/26

3:35 pm-5:00 pm

Nonstop2h 25m

Chicago Midway

Tue 9/29

12:45 pm-9:50 pm

2 stops8h 05m

$292

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 9/2

1:25 pm-7:15 pm

1 stop6h 50m

Chicago Midway

Tue 9/8

2:00 pm-9:50 pm

2 stops6h 50m

$302

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 11/4

2:10 pm-9:30 pm

2 stops8h 20m

Chicago Midway

Thu 11/5

6:30 am-3:35 pm

2 stops8h 05m

$321
Quickest round-trip

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Fri 9/4

8:00 am-9:20 am

Nonstop2h 20m

Chicago Midway

Sat 9/5

7:55 am-11:15 am

Nonstop2h 20m

$379

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 7/22

6:15 pm-7:45 pm

Nonstop2h 30m

Chicago Midway

Fri 7/31

2:45 pm-12:10 am

2 stops8h 25m

$394

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Thu 9/10

6:25 pm-7:45 pm

Nonstop2h 20m

Chicago Midway

Sun 9/13

5:00 am-11:05 am

1 stop5h 05m

$397

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Thu 8/6

6:25 pm-7:45 pm

Nonstop2h 20m

Chicago Midway

Mon 8/10

1:20 pm-10:25 pm

2 stops8h 05m

$402
Cheapest one-way
Quickest one-way

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Tue 8/25

7:45 am-9:05 am

Nonstop2h 20m

$139

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Tue 10/6

6:05 pm-7:30 pm

Nonstop2h 25m

$139

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/27

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

Compare providers for flights from Manchester to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Manchester to Midway in June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Manchester, New Hampshire-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Manchester, New Hampshire-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Manchester, New Hampshire-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Manchester, New Hampshire-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Manchester, New Hampshire-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Manchester to Midway

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

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

Currently, September is the cheapest month in which you can book a flight from Manchester, New Hampshire to Chicago Midway Airport (average of $239). Flying from Manchester, New Hampshire to Chicago Midway Airport in January is currently the most expensive (average of $1,027). 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 MHT to MDW?

Find hourly flight availability from Manchester 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 June 29, 2026.

It’s optimal to fly from Manchester, New Hampshire to Chicago Midway Airport at noon. By choosing this option you can save up to 15% on the cost of your flight, compared to a flight in the morning.

How much does it cost to fly round-trip from Manchester, New Hampshire to Chicago Midway Airport?

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 June 29, 2026.
See what other customers who have flown with Southwest from Manchester to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,246 reviews

Crew

8.6

Overall

7.9

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Southwest
7.9
Good
4,246 reviews
Southwest
7.9
Good
4,246 reviews

Crew

8.6

Overall

7.9

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

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

  • What airport do you fly from for flights from Manchester to Chicago Midway?

    For a flight from Manchester to Chicago Midway, you will be flying from Manchester. Manchester (MHT) is just 4.8 mi from the center of the city. Manchester is the only Manchester airport and it handles 1 outbound flight to Chicago Midway per day. 1 airline has flights to Chicago Midway from Manchester on a regular basis.

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

    Southwest can get you from Manchester, New Hampshire to Chicago Midway Airport in just under 2h 25m. Your travel time will be generally consistent. There are 834 mi between Manchester, New Hampshire and Chicago Midway Airport. All flights are typically nonstop.

  • What is the cheapest airline to fly from Manchester, New Hampshire to Chicago Midway Airport round-trip?

    Our cheapest airline available from Manchester, New Hampshire to Chicago Midway Airport is Southwest. Our recent data shows that you can find tickets from as low as $196 on this airline. You may be able to fly from Manchester, New Hampshire to Chicago Midway Airport for 60% less than the average price by searching for this airline.

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

    While on average a flight from Manchester, New Hampshire to Chicago Midway Airport is generally $381, our data shows the cheapest flight currently is $213. When looking at the most popular route, (Manchester - Chicago Midway), you can expect to pay $278 for that flight.

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

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

  • How can I find direct flights from Manchester to Midway?

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Manchester, New Hampshire to Chicago Midway Airport (average of $239). Flying from Manchester, New Hampshire to Chicago Midway Airport in January is currently the most expensive (average of $1,027). 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
Benton Harbor
Hammond
Lansing
Merrillville
Valparaiso
Porter

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Manchester to Midway

Discover the top airline that operate flights from Manchester 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 June 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$196Average$436FlexibilityNo cancel feeOn-time63%

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