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$290+ Cheap flights from Midway (MDW) to Sheffield, England

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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MAN
Aug 22 — Aug 291
Fri 8/22
Fri 8/29
1 adult, Economy
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Cheap flight deals from Midway to Sheffield

Keep the following information in mind while searching for Midway to Sheffield flight deals. Data was last updated August 17, 2025.

Round-trip from

$735
(Delta)

One-way from

$290
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$688
From Chicago Midway to Sheffield
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One-way flight from Chicago Midway to Sheffield
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Highest demand for flights based on searches. 16% potential increase in price ($140 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Midway to Sheffield

Cheapest flights from Midway to Sheffield
Explore the most affordable flight options available from Midway to Sheffield. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 17, 2025.

This Virgin Atlantic deal was found by Cheapflights users on 8/15. 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 Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/86:00 amMDW - MAN
1 stop20h 35mVirgin Atlantic
Tue 9/2312:35 pmMAN - MDW
1 stop15h 01mVirgin Atlantic
Deal found 8/15$736
This Delta deal was found by Cheapflights users on 8/15. 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.
Sat 9/610:31 amMDW - MAN
1 stop16h 04mDelta
Fri 10/312:35 pmMAN - MDW
1 stop15h 01mDelta
Deal found 8/15$744
This Delta deal was found by Cheapflights users on 8/16. 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 11/252:00 pmMDW - MAN
2 stops14h 10mDelta
Wed 12/31:30 pmMAN - MDW
1 stop14h 14mDelta
Deal found 8/16$745
This Delta deal was found by Cheapflights users on 8/15. 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.
Sun 11/231:05 pmMDW - MAN
1 stop11h 25mDelta
Mon 12/86:00 amMAN - MDW
2 stops18h 36mDelta
Deal found 8/15$763
This Virgin Atlantic deal was found by Cheapflights users on 8/16. 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 Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2912:43 pmMDW - MAN
1 stop13h 52mVirgin Atlantic
Tue 10/145:55 amMAN - MDW
2 stops16h 14mVirgin Atlantic
Deal found 8/16$781

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Sheffield 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 August 17, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Sheffield that are best for you.

Fly from

Midway

Fly to

Sheffield

Route

Depart

Return

Price

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 9/30

12:43 pm-8:35 am

1 stop13h 52m

Manchester

Tue 10/7

12:35 pm-10:14 pm

1 stop15h 39m

$736

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Mon 9/8

10:31 am-8:35 am

1 stop16h 04m

Manchester

Tue 10/7

12:35 pm-10:14 pm

1 stop15h 39m

$736

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Mon 9/8

6:00 am-8:35 am

1 stop20h 35m

Manchester

Tue 9/23

12:35 pm-9:36 pm

1 stop15h 01m

$736

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 9/21

10:35 am-8:35 am

1 stop16h 00m

Manchester

Sun 9/28

12:35 pm-9:36 pm

1 stop15h 01m

$744

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Mon 9/8

10:31 am-8:35 am

1 stop16h 04m

Manchester

Mon 9/29

12:35 pm-9:36 pm

1 stop15h 01m

$744

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sat 9/6

10:31 am-8:35 am

1 stop16h 04m

Manchester

Fri 10/3

12:35 pm-9:36 pm

1 stop15h 01m

$744

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 9/3

3:03 pm-5:45 pm

3 stops44h 42m

$290

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Thu 9/4

4:56 pm-10:35 pm

3 stops47h 39m

$298

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Fri 9/5

5:15 pm-9:20 am

3 stops58h 05m

$300

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Mon 9/8

9:47 pm-7:30 am

3 stops27h 43m

$364

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/15

Showing 1-10 of 13 results
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Best time to book a flight from Midway to Sheffield

Have a flexible travel schedule? Discover the best time to fly to Sheffield 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Sheffield

What is the cheapest time of day to fly from MDW to SH9?

Find hourly flight availability from Midway to Sheffield. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 17, 2025.

When flying from Chicago Midway Airport to Sheffield, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Sheffield 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 Sheffield?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Sheffield (average of $645). Flying from Chicago Midway Airport to Sheffield in June is currently the most expensive (average of $1,008). 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

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