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$294+ 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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MAN
Nov 5 — Nov 121
Wed 11/5
Wed 11/12
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 October 6, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$620
(Delta)

One-way from

$294
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$749
Provider with most accurate pricing for Chicago (CHI)-Manchester flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Manchester flights.
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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. 15% potential increase in price ($128 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 October 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 October 6, 2025.

This Delta deal was found by Cheapflights users on 10/5. 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.
Tue 11/46:23 pmMDW - MAN
2 stops15h 42mDelta
Tue 11/111:30 pmMAN - MDW
1 stop16h 10mDelta
Deal found 10/5$620
This KLM deal was found by Cheapflights users on 10/4. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/181:15 pmMDW - MAN
2 stops13h 05mKLM
Tue 11/259:05 amMAN - MDW
2 stops15h 03mKLM
Deal found 10/4$626
This Delta deal was found by Cheapflights users on 10/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1812:47 pmMDW - MAN
2 stops15h 23mDelta
Tue 11/259:05 amMAN - MDW
2 stops15h 03mDelta
Deal found 10/4$630
This Expedia deal was found by Cheapflights users on 10/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/181:15 pmMDW - MAN
2 stops13h 05mMultiple Airlines
Tue 11/251:30 pmMAN - MDW
1 stop16h 10mMultiple Airlines
Deal found 10/4$642
This Delta deal was found by Cheapflights users on 10/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1610:47 amMDW - MAN
1 stop13h 43mDelta
Tue 12/21:30 pmMAN - MDW
1 stop16h 19mDelta
Deal found 10/6$645
This KLM deal was found by Cheapflights users on 10/4. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/171:15 pmMDW - MAN
2 stops13h 05mKLM
Tue 12/29:05 amMAN - MDW
2 stops14h 55mKLM
Deal found 10/4$657
This Delta deal was found by Cheapflights users on 10/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/181:47 pmMDW - MAN
2 stops14h 23mDelta
Sun 11/239:05 amMAN - MDW
1 stop13h 33mDelta
Deal found 10/4$677
This Delta deal was found by Cheapflights users on 10/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2312:47 pmMDW - MAN
2 stops15h 23mDelta
Mon 12/85:50 amMAN - MDW
2 stops16h 53mDelta
Deal found 10/6$680

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 October 6, 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 11/4

6:23 pm-4:05 pm

2 stops15h 42m

Manchester

Tue 11/11

1:30 pm-11:40 pm

1 stop16h 10m

$620

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 1/11

10:35 am-8:40 am

1 stop16h 05m

Manchester

Tue 1/27

1:30 pm-9:46 pm

1 stop14h 16m

$623

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 11/18

1:15 pm-8:20 am

2 stops13h 05m

Manchester

Tue 11/25

9:05 am-6:08 pm

2 stops15h 03m

$626

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 11/18

12:47 pm-10:10 am

2 stops15h 23m

Manchester

Tue 11/25

9:05 am-6:08 pm

2 stops15h 03m

$630

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 11/16

10:47 am-6:30 am

1 stop13h 43m

Manchester

Tue 12/2

1:30 pm-11:49 pm

1 stop16h 19m

$645

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Mon 11/17

1:15 pm-8:20 am

2 stops13h 05m

Manchester

Tue 12/2

9:05 am-6:00 pm

2 stops14h 55m

$657

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 1/21

1:05 pm-10:30 am

1 stop15h 25m

Manchester

Mon 1/26

5:50 am-6:08 pm

2 stops18h 18m

$661

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 11/18

1:47 pm-10:10 am

2 stops14h 23m

Manchester

Sun 11/23

9:05 am-4:38 pm

1 stop13h 33m

$677

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Thu 10/23

5:56 pm-11:55 pm

3 stops23h 59m

$294

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Fri 1/16

9:43 pm-11:40 pm

3 stops43h 57m

$295

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/4

Showing 1-10 of 15 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 October 6, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Sheffield in the evening. If you’re flexible enough to do this you can expect to save up to 33% on your trip compared to booking a flight in the afternoon.

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.

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

    Delta, Virgin Atlantic, and KLM can get you from Chicago Midway Airport to Sheffield in just under 13h 05m. Your travel time can differ by up to 3h. Airlines will cover a distance of 3816 mi. This flight may include one or multiple stops.

  • 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.

See more FAQs

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Alternative routes for Midway to Sheffield

See prices for flight routes from nearby airports that may be better suited for you.
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