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Midway

$90+ 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 1/17. 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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Cheapflights Tip: The best prices from Manchester to Chicago Midway are usually found in September or August, booked 38 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap 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 November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$289
(Southwest)

One-way from

$90
(Kiwi.com)

Popular in

November

Cheapest in

September

Average price

$464

Good round-trip deal

$430 or less

Good one-way deal

$234 or less
Provider with most accurate pricing for Manchester-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Manchester-Chicago Midway flights.
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From Manchester to Chicago Midway
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One-way flight from Manchester to Chicago Midway
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Highest demand for flights based on searches. 10% potential increase in price ($47 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 November 2025
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Price to beat on a round-trip flight from Manchester to Chicago Midway.
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Price to beat on a one-way flight from Manchester to Chicago Midway.
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Find 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 November 6, 2025.

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.
Wed 12/35:35 pmMHT - MDW
Nonstop2h 30mSouthwest
Fri 12/56:00 pmMDW - MHT
Nonstop2h 05mSouthwest
Deal found 11/4$289
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.
Wed 11/127:36 pmMHT - MDW
1 stop14h 36mMultiple Airlines
Tue 11/181:56 pmMDW - MHT
2 stops28h 00mMultiple Airlines
Deal found 11/6$314
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.
Tue 12/25:35 pmMHT - MDW
Nonstop2h 30mSouthwest
Wed 12/36:00 pmMDW - MHT
Nonstop2h 05mSouthwest
Deal found 11/4$317
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.
Wed 12/35:35 pmMHT - MDW
Nonstop2h 30mSouthwest
Thu 12/46:00 pmMDW - MHT
Nonstop2h 05mSouthwest
Deal found 11/4$326
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 12/45:35 pmMHT - MDW
Nonstop2h 30mSouthwest
Thu 12/116:00 pmMDW - MHT
Nonstop2h 05mSouthwest
Deal found 11/4$335

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 November 6, 2025.
Use the filters below to find and compare flights from Manchester to Chicago Midway Airport that are best for you.

Fly from

Manchester

Fly to

Midway

Route

Depart

Return

Price

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 12/3

7:05 am-2:30 pm

1 stop8h 25m

Chicago Midway

Fri 12/5

6:00 pm-9:05 pm

Nonstop2h 05m

$299

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Tue 12/2

5:35 pm-7:05 pm

Nonstop2h 30m

Chicago Midway

Wed 12/3

6:00 pm-9:05 pm

Nonstop2h 05m

$317

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Mon 1/5

2:05 pm-8:40 pm

1 stop7h 35m

Chicago Midway

Wed 1/7

10:10 am-10:05 pm

2 stops10h 55m

$323

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 12/10

5:35 pm-7:05 pm

Nonstop2h 30m

Chicago Midway

Mon 12/15

6:00 pm-9:05 pm

Nonstop2h 05m

$326

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 12/3

5:35 pm-7:05 pm

Nonstop2h 30m

Chicago Midway

Thu 12/4

6:00 pm-9:05 pm

Nonstop2h 05m

$326

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 12/3

5:35 pm-7:05 pm

Nonstop2h 30m

Chicago Midway

Tue 12/9

5:35 am-2:55 pm

2 stops8h 20m

$332

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Thu 12/11

5:35 pm-7:05 pm

Nonstop2h 30m

Chicago Midway

Mon 12/15

6:00 pm-9:05 pm

Nonstop2h 05m

$335

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 1/21

5:00 am-6:40 am

Nonstop2h 40m

Chicago Midway

Fri 1/23

5:30 pm-8:35 pm

Nonstop2h 05m

$335

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 2/25

5:55 am-11:35 am

1 stop6h 40m

$141

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 1/21

5:00 am-6:40 am

Nonstop2h 40m

$159

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 17 results
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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Manchester, New Hampshire-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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

How far ahead should I book a flight from Manchester, New Hampshire to Chicago Midway Airport?

Use this chart to determine the optimal time to book a round-trip flight from Manchester to Midway. Price data was last updated on October 31, 2025.

The price you pay for your flight from Manchester, New Hampshire to Chicago Midway Airport may vary depending on when you book. For the best chance of a lower fare, look to book 38 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, June is the cheapest month in which you can book a flight from Manchester, New Hampshire to Chicago Midway Airport (average of $97). Flying from Manchester, New Hampshire to Chicago Midway Airport in April is currently the most expensive (average of $175). 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 November 6, 2025.

It’s optimal to fly from Manchester, New Hampshire to Chicago Midway Airport in the evening. By choosing this option you can save up to 6% on the cost of your flight, compared to a flight at noon.

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 November 6, 2025.
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
8.0
Very good
4,241 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 0 outbound flights 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 8h 25m. Your travel time can differ by up to . There are 834 mi between Manchester, New Hampshire and Chicago Midway Airport.

  • 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 52% 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 $402, our data shows the cheapest flight currently is $154. When looking at the most popular route, (Manchester - Chicago Midway), you can expect to pay $261 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, June is the cheapest month in which you can book a flight from Manchester, New Hampshire to Chicago Midway Airport (average of $97). Flying from Manchester, New Hampshire to Chicago Midway Airport in April is currently the most expensive (average of $175). 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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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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$196Average$432FlexibilityNo cancel feeOn-time63%

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