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$248+ 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 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MAN
Aug 20 — Aug 271
Thu 8/20
Thu 8/27
1 adult, Economy
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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 July 21, 2026.

This oojo deal was found by Cheapflights users on 7/16. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:25 pm
ORD
-
MAN
1 stop10h 15m
Icelandair
Tue 10/61:05 pm
MAN
-
ORD
1 stop11h 10m
Icelandair
Deal found 7/16$585
This Mytrip deal was found by Cheapflights users on 7/19. 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.
Wed 9/210:25 pm
ORD
-
MAN
1 stop31h 15m
Multiple Airlines
Wed 9/910:25 pm
MAN
-
ORD
3 stops27h 23m
Multiple Airlines
Deal found 7/19$601
This Mytrip deal was found by Cheapflights users on 7/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1910:25 pm
ORD
-
MAN
1 stop31h 15m
Multiple Airlines
Wed 8/267:55 am
MAN
-
ORD
3 stops18h 10m
Multiple Airlines
Deal found 7/18$628
This Kiwi.com deal was found by Cheapflights users on 7/19. 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.
Fri 11/66:30 pm
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Mon 11/97:45 am
MAN
-
ORD
2 stops15h 35m
Multiple Airlines
Deal found 7/19$645
This Kiwi.com deal was found by Cheapflights users on 7/17. 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.
Fri 10/237:25 pm
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Sun 11/17:05 pm
MAN
-
ORD
2 stops28h 15m
Multiple Airlines
Deal found 7/17$648
This Kiwi.com deal was found by Cheapflights users on 7/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:30 pm
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Mon 11/167:45 am
MAN
-
ORD
2 stops15h 35m
Multiple Airlines
Deal found 7/18$652
This Kiwi.com deal was found by Cheapflights users on 7/19. 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.
Thu 10/87:25 pm
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Sat 10/175:40 pm
MAN
-
ORD
2 stops30h 10m
Multiple Airlines
Deal found 7/19$654
This Kiwi.com deal was found by Cheapflights users on 7/17. 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.
Fri 10/237:25 pm
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Thu 10/298:00 am
MAN
-
ORD
2 stops15h 20m
Multiple Airlines
Deal found 7/17$657
This Kiwi.com deal was found by Cheapflights users on 7/17. 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.
Fri 10/237:25 pm
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Fri 10/306:35 am
MAN
-
ORD
2 stops16h 45m
Multiple Airlines
Deal found 7/17$658
This Icelandair deal was found by Cheapflights users on 7/16. 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 Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/296:30 pm
ORD
-
MAN
1 stop10h 15m
Icelandair
Thu 12/311:55 am
MAN
-
ORD
1 stop11h 25m
Icelandair
Deal found 7/16$662
This Air France deal was found by Cheapflights users on 7/18. 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 France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/912:30 pm
MDW
-
MAN
2 stops13h 50m
Multiple Airlines
Fri 11/131:25 pm
MAN
-
MDW
1 stop14h 45m
Multiple Airlines
Deal found 7/18$867
This Delta deal was found by Cheapflights users on 7/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/810:58 am
MDW
-
MAN
1 stop13h 42m
Delta
Wed 11/1812:40 pm
MAN
-
MDW
1 stop15h 30m
Delta
Deal found 7/18$871

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 July 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$585
(oojo)

One-way from

$248
(oojo)

Popular in

July

Cheapest in

November

Average price

$1,025
Provider with most accurate pricing for Chicago (CHI)-Manchester flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Manchester flights.
Search Deals
From Chicago (CHI) to Sheffield
Search Deals
One-way flight from Chicago (CHI) to Sheffield
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($164 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

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 July 21, 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
Quickest round-trip

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sun 11/29

6:30 pm-10:45 am

1 stop10h 15m

Manchester

Thu 12/3

11:55 am-5:20 pm

1 stop11h 25m

$662

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Fri 11/20

6:30 pm-10:45 am

1 stop10h 15m

Manchester

Sun 11/29

11:55 am-5:20 pm

1 stop11h 25m

$738

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Wed 1/6

7:00 pm-4:15 pm

1 stop15h 15m

Manchester

Tue 1/12

5:10 pm-3:30 pm

1 stop28h 20m

$759

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Thu 8/13

7:50 pm-10:05 am

1 stop32h 15m

Manchester

Thu 8/20

5:55 pm-4:00 pm

1 stop28h 05m

$779

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Mon 1/4

1:00 pm-10:05 am

2 stops15h 05m

Manchester

Thu 1/14

2:55 pm-10:10 pm

1 stop13h 15m

$885

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 1/6

12:30 pm-10:05 am

2 stops15h 35m

Manchester

Tue 1/12

5:50 am-6:37 pm

2 stops18h 47m

$889

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Mon 11/9

7:15 pm-12:15 pm

2 stops35h 00m

Manchester

Mon 11/16

8:55 pm-4:45 pm

2 stops25h 50m

$899

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Wed 10/14

7:15 pm-8:30 pm

2 stops19h 15m

Manchester

Tue 11/24

12:55 pm-4:45 pm

2 stops33h 50m

$899

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Wed 9/9

5:10 pm-2:00 pm

2 stops14h 50m

Manchester

Wed 9/16

8:55 am-2:30 pm

1 stop11h 35m

$928

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 9/9

5:45 pm-2:00 pm

2 stops14h 15m

Manchester

Wed 9/16

8:55 am-6:19 pm

2 stops15h 24m

$938

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/16

Showing 1-10 of 34 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 July 21, 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.
United Airlines
7.4
Good
10,014 reviews

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
United Airlines
7.4
Good
10,014 reviews
United Airlines
7.4
Good
10,014 reviews

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
Aer Lingus
7.3
Good
1,675 reviews
United Airlines
7.4
Good
10,014 reviews

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
Icelandair
7.0
Good
715 reviews
United Airlines
7.4
Good
10,014 reviews

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
Lufthansa
6.8
Okay
8,152 reviews
United Airlines
7.4
Good
10,014 reviews

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
British Airways
6.7
Okay
8,124 reviews
United Airlines
7.4
Good
10,014 reviews

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

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?

    Icelandair, TAP AIR PORTUGAL, and Delta can get you from Chicago to Sheffield in just under 10h 15m. Your travel time can differ by up to 5h. Chicago and Sheffield are separated by a distance of 3812 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), United Airlines ($279), and British Airways ($306).

  • 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 July 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
IcelandairCheapest$481Average$667FlexibilityNo cancel feeOn-time76%
Scandinavian AirlinesCheapest$532Average$718FlexibilityNo cancel feeOn-time77%
Virgin AtlanticCheapest$549Average$926FlexibilityNo cancel feeOn-time72%
Aer LingusCheapest$555Average$1,049FlexibilityNo cancel feeOn-timeN/A
British AirwaysCheapest$596Average$872FlexibilityNo cancel feeOn-time70%
DeltaCheapest$623Average$813FlexibilityNo cancel feeOn-timeN/A
KLMCheapest$625Average$625FlexibilityNo cancel feeOn-time75%
LufthansaCheapest$632Average$895FlexibilityNo cancel feeOn-time76%
United AirlinesCheapest$643Average$817FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$669Average$989FlexibilityNo cancel feeOn-time71%

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