Sheffield

$258+ Cheap flights from Chicago (CHI) 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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MAN
Jul 23 — Jul 301
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Cheap flight deals from Chicago to Sheffield

Cheapest flights from Chicago to Sheffield
Explore the most affordable flight options available from Chicago to Sheffield. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 23, 2026.

This Mytrip deal was found by Cheapflights users on 6/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/23:45 pm
ORD
-
MAN
2 stops17h 40m
Multiple Airlines
Tue 9/810:45 pm
MAN
-
ORD
3 stops27h 27m
Multiple Airlines
Deal found 6/23$753
This oojo deal was found by Cheapflights users on 6/23. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:15 pm
ORD
-
MAN
1 stop17h 15m
Scandinavian Airlines
Sun 8/237:30 pm
MAN
-
ORD
1 stop26h 40m
Scandinavian Airlines
Deal found 6/23$759
This Mytrip deal was found by Cheapflights users on 6/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/95:35 pm
ORD
-
MAN
2 stops22h 35m
Multiple Airlines
Wed 8/1910:25 pm
MAN
-
ORD
3 stops27h 40m
Multiple Airlines
Deal found 6/19$760
This Mytrip deal was found by Cheapflights users on 6/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:30 pm
ORD
-
MAN
2 stops24h 20m
Multiple Airlines
Mon 11/96:00 am
MAN
-
ORD
2 stops17h 20m
Multiple Airlines
Deal found 6/23$762
This Virgin Atlantic deal was found by Cheapflights users on 6/23. 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.
Sun 8/3010:54 am
MDW
-
MAN
1 stop14h 21m
Virgin Atlantic
Sat 9/51:15 pm
MAN
-
MDW
1 stop15h 21m
Virgin Atlantic
Deal found 6/23$762
This Kiwi.com deal was found by Cheapflights users on 6/19. 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.
Mon 9/79:00 pm
ORD
-
MAN
1 stop12h 30m
Multiple Airlines
Thu 9/176:55 am
MAN
-
ORD
2 stops16h 55m
Multiple Airlines
Deal found 6/19$763
This Mytrip deal was found by Cheapflights users on 6/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:25 pm
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Sun 8/2310:25 pm
MAN
-
ORD
2 stops24h 32m
Multiple Airlines
Deal found 6/21$764
This Icelandair deal was found by Cheapflights users on 6/20. 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 Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/206:30 pm
ORD
-
MAN
1 stop10h 15m
Icelandair
Fri 12/411:35 am
MAN
-
ORD
1 stop11h 45m
Icelandair
Deal found 6/20$765
This United Airlines deal was found by Cheapflights users on 6/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/215:35 pm
ORD
-
MAN
1 stop30h 55m
United Airlines
Thu 9/246:05 am
MAN
-
ORD
1 stop11h 55m
United Airlines
Deal found 6/18$766
This Air Canada deal was found by Cheapflights users on 6/18. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2311:05 am
ORD
-
MAN
2 stops17h 20m
Air Canada
Fri 9/259:00 am
MAN
-
ORD
1 stop19h 06m
Air Canada
Deal found 6/18$769
This Icelandair deal was found by Cheapflights users on 6/20. 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 Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/206:30 pm
ORD
-
MAN
1 stop10h 15m
Icelandair
Tue 12/111:55 am
MAN
-
ORD
1 stop11h 25m
Icelandair
Deal found 6/20$770
This FlightHub deal was found by Cheapflights users on 6/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/177:15 pm
ORD
-
MAN
1 stop31h 40m
Scandinavian Airlines
Mon 8/249:35 am
MAN
-
ORD
1 stop12h 35m
Scandinavian Airlines
Deal found 6/22$772

Find flight deals from Chicago to Sheffield

Keep the following information in mind while searching for Chicago to Sheffield flight deals. Data was last updated June 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$759
(Kiwi.com)

One-way from

$258
(oojo)

Popular in

June

Cheapest in

November

Average price

$1,000
Provider with most accurate pricing for Chicago (CHI)-Manchester flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Manchester flights.
From Chicago (CHI) to Sheffield
One-way flight from Chicago (CHI) to Sheffield
Highest demand for flights based on searches. 18% potential increase in price ($166 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($24 potential savings vs. average RT price).
Average for round-trip flights in June 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago 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 June 23, 2026.
Use the filters below to find and compare flights from Chicago to Sheffield that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 8/30

9:24 am-7:15 am

2 stops15h 51m

Manchester

Sat 9/5

5:55 am-10:36 pm

2 stops22h 41m

$766

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Mon 9/21

10:50 am-10:25 am

2 stops17h 35m

Manchester

Wed 9/23

6:05 am-4:34 pm

2 stops16h 29m

$780

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 11/4

10:35 am-10:30 am

1 stop17h 55m

Manchester

Wed 11/11

1:30 pm-10:10 pm

1 stop14h 40m

$868
Quickest round-trip

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 11/17

5:25 pm-10:30 am

1 stop11h 05m

Manchester

Thu 12/3

1:30 pm-10:10 pm

1 stop14h 40m

$868

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sun 9/20

8:42 am-10:25 am

2 stops19h 43m

Manchester

Fri 9/25

9:00 am-2:55 pm

1 stop11h 55m

$888

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 11/17

1:05 pm-10:30 am

1 stop15h 25m

Manchester

Wed 12/2

1:30 pm-10:10 pm

1 stop14h 40m

$895

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Thu 9/17

7:15 pm-8:55 am

1 stop31h 40m

Manchester

Tue 9/22

9:35 am-4:10 pm

1 stop12h 35m

$897

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 8/9

6:05 am-7:15 am

1 stop19h 10m

Manchester

Thu 8/27

1:00 pm-10:36 pm

1 stop15h 36m

$925

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sun 8/9

5:20 pm-2:00 pm

2 stops14h 40m

Manchester

Wed 8/19

8:55 am-2:30 pm

1 stop11h 35m

$927

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Thu 10/8

10:35 am-8:50 am

1 stop16h 15m

Manchester

Tue 10/13

1:00 pm-10:10 pm

1 stop15h 10m

$930

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/23

Showing 1-10 of 36 resultsSorted by cheapest first
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Best time to book a flight from Chicago to Sheffield

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

How much does it cost to fly round-trip from Chicago to Sheffield?

Reviews of airlines servicing Sheffield

Get insights into the airlines that provide service to Sheffield. 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 Sheffield. Reviews last updated June 23, 2026.
Read reviews from past customers who have flown United Airlines,Aer Lingus, andIcelandair from Chicago to Sheffield. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

Related info for your journey

Find useful and relevant information for your journey from Chicago 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 to Sheffield?

    Virgin Atlantic, United Airlines, and Delta can get you from Chicago to Sheffield in just under 11h 50m. Your travel time can differ by up to 5h 45m. Chicago and Sheffield are separated by a distance of 3816 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Chicago to Sheffield one-way?

    The cheapest airlines for a one-way flight from Chicago to Sheffield are Icelandair ($174), American Airlines ($228), and United Airlines ($279).

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago 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

Browse thousands of different options on Cheapflights for your next trip

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Top 10 airlines flying from Chicago to Sheffield

Discover the top 10 airlines that operate flights from Chicago to Sheffield. 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 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
IcelandairCheapest$481Average$660FlexibilityNo cancel feeOn-time76%
Scandinavian AirlinesCheapest$532Average$696FlexibilityNo cancel feeOn-time77%
Aer LingusCheapest$549Average$1,018FlexibilityNo cancel feeOn-timeN/A
British AirwaysCheapest$592Average$862FlexibilityNo cancel feeOn-time70%
Virgin AtlanticCheapest$622Average$1,177FlexibilityNo cancel feeOn-time72%
KLMCheapest$625Average$625FlexibilityNo cancel feeOn-time75%
DeltaCheapest$632Average$813FlexibilityNo cancel feeOn-timeN/A
LufthansaCheapest$632Average$895FlexibilityNo cancel feeOn-time76%
United AirlinesCheapest$643Average$788FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$707Average$938FlexibilityNo cancel feeOn-time71%

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