Sheffield

$190+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MAN
Feb 28 — Mar 71
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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 January 29, 2026.

This oojo deal was found by Cheapflights users on 1/27. 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.
Mon 2/236:30 pm
ORD
-
MAN
1 stop10h 15m
Icelandair
Fri 2/2711:55 am
MAN
-
ORD
1 stop11h 25m
Icelandair
Deal found 1/27$500
This CrystalTravel deal was found by Cheapflights users on 1/28. 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 CrystalTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:25 pm
ORD
-
MAN
1 stop10h 15m
Icelandair
Sun 4/191:05 pm
MAN
-
ORD
1 stop11h 10m
Icelandair
Deal found 1/28$502
This oojo deal was found by Cheapflights users on 1/27. 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 2/46:30 pm
ORD
-
MAN
1 stop10h 30m
Icelandair
Wed 2/1111:55 am
MAN
-
ORD
1 stop11h 25m
Icelandair
Deal found 1/27$509
This Scandinavian Airlines deal was found by Cheapflights users on 1/28. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:15 pm
ORD
-
MAN
2 stops34h 30m
Scandinavian Airlines
Sun 4/198:20 pm
MAN
-
ORD
2 stops25h 50m
Scandinavian Airlines
Deal found 1/28$527
This Expedia deal was found by Cheapflights users on 1/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:30 pm
ORD
-
MAN
1 stop10h 15m
Icelandair
Fri 3/611:55 am
MAN
-
ORD
1 stop11h 25m
Icelandair
Deal found 1/28$528
This oojo deal was found by Cheapflights users on 1/27. 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.
Sun 3/87:30 pm
ORD
-
MAN
1 stop10h 15m
Icelandair
Thu 3/1211:55 am
MAN
-
ORD
1 stop11h 25m
Icelandair
Deal found 1/27$538
This oojo deal was found by Cheapflights users on 1/27. 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.
Sun 9/207:25 pm
ORD
-
MAN
1 stop10h 15m
Icelandair
Wed 9/301:05 pm
MAN
-
ORD
1 stop14h 20m
Icelandair
Deal found 1/27$544
This Mytrip deal was found by Cheapflights users on 1/27. 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 3/46:30 pm
ORD
-
MAN
1 stop10h 30m
Multiple Airlines
Mon 3/99:30 pm
MAN
-
ORD
2 stops26h 10m
Multiple Airlines
Deal found 1/27$547
This Mytrip deal was found by Cheapflights users on 1/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/107:15 pm
ORD
-
MAN
2 stops30h 45m
Scandinavian Airlines
Sun 4/127:30 pm
MAN
-
ORD
1 stop26h 40m
Scandinavian Airlines
Deal found 1/28$548
This FlightHub deal was found by Cheapflights users on 1/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/137:25 pm
ORD
-
MAN
1 stop10h 15m
Icelandair
Wed 4/221:05 pm
MAN
-
ORD
1 stop11h 10m
Icelandair
Deal found 1/28$551
This Virgin Atlantic deal was found by Cheapflights users on 1/27. 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.
Wed 1/2812:48 pm
MDW
-
MAN
1 stop15h 42m
Virgin Atlantic
Tue 2/31:30 pm
MAN
-
MDW
1 stop14h 52m
Virgin Atlantic
Deal found 1/27$626
This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/74:30 pm
MDW
-
MAN
1 stop12h 00m
Delta
Thu 2/191:30 pm
MAN
-
MDW
1 stop15h 01m
Delta
Deal found 1/28$627

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$500
(oojo)

One-way from

$190
(CrystalTravel)

Popular in

June

Cheapest in

February

Average price

$616
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. 16% potential increase in price ($136 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($20 potential savings vs. average RT price).
Average for round-trip flights in January 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 January 29, 2026.
Use the filters below to find and compare flights from Chicago to Sheffield that are best for you.

Fly from

Chicago

Fly to

Sheffield

Route

Depart

Return

Price

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Fri 4/17

7:15 pm-11:45 am

2 stops34h 30m

Manchester

Sun 4/19

8:20 pm-4:10 pm

2 stops25h 50m

$527

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Wed 3/4

6:30 pm-11:00 am

1 stop10h 30m

Manchester

Mon 3/9

9:30 pm-6:40 pm

2 stops26h 10m

$547

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Fri 4/24

7:15 pm-11:45 am

2 stops34h 30m

Manchester

Sun 4/26

8:20 pm-4:10 pm

2 stops25h 50m

$567

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Tue 3/17

7:30 pm-10:45 am

1 stop10h 15m

Manchester

Wed 3/25

8:15 am-6:20 pm

2 stops15h 05m

$610

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Fri 2/27

10:35 pm-10:30 pm

1 stop17h 55m

Manchester

Fri 3/6

6:10 am-8:10 pm

2 stops20h 00m

$623

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sat 2/14

7:20 pm-9:20 pm

2 stops20h 00m

Manchester

Sat 2/21

7:25 am-4:45 pm

2 stops15h 20m

$625

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Thu 2/26

12:45 pm-10:30 am

1 stop15h 45m

Manchester

Thu 3/5

1:30 pm-10:31 pm

1 stop15h 01m

$626

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Fri 2/27

10:49 am-10:30 am

1 stop17h 41m

Manchester

Fri 3/6

1:25 pm-10:31 pm

1 stop15h 06m

$627

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Tue 3/17

12:00 pm-10:30 am

2 stops17h 30m

Manchester

Thu 3/26

1:30 pm-11:54 pm

1 stop15h 24m

$629

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Tue 3/17

12:00 pm-10:30 am

2 stops17h 30m

Manchester

Wed 3/25

1:30 pm-1:17 pm

2 stops28h 47m

$629

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 38 results
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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 far ahead should I book a flight from Chicago to Sheffield?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Sheffield. Price data was last updated on January 23, 2026.

To ensure you get the cheapest price possible for a flight from Chicago to Sheffield, you should look to book at least 75 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Sheffield?

Currently, February is the cheapest month in which you can book a flight from Chicago to Sheffield (average of $418). Flying from Chicago to Sheffield in June is currently the most expensive (average of $723). 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.

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 January 29, 2026.
Read reviews from past customers who have flown Delta, American Airlines, and Aer Lingus 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

7.9

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Comfort

7.9

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Comfort

7.9

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Comfort

7.9

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Comfort

7.9

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Comfort

7.9

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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?

    Scandinavian Airlines, Virgin Atlantic, and Delta can get you from Chicago to Sheffield in just under 15h 45m. Your travel time can differ by up to 18h 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 ($183), 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.

  • What is the cheapest month to book a flight from Chicago to Sheffield?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Sheffield (average of $418). Flying from Chicago to Sheffield in June is currently the most expensive (average of $723). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to Sheffield

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

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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
IcelandairCheapest$480Average$624FlexibilityNo cancel feeOn-time76%
Aer LingusCheapest$531Average$807FlexibilityNo cancel feeOn-timeN/A
Scandinavian AirlinesCheapest$532Average$696FlexibilityNo cancel feeOn-time77%
American AirlinesCheapest$594Average$851FlexibilityNo cancel feeOn-time71%
British AirwaysCheapest$609Average$795FlexibilityNo cancel feeOn-time70%
Virgin AtlanticCheapest$620Average$844FlexibilityNo cancel feeOn-time72%
DeltaCheapest$623Average$843FlexibilityNo cancel feeOn-timeN/A
KLMCheapest$625Average$743FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$643Average$846FlexibilityNo cancel feeOn-time69%
LufthansaCheapest$660Average$838FlexibilityNo cancel feeOn-time76%

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