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Sheffield

$299+ 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MAN
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Sheffield are usually found in January or February, booked 59 days in advance, depart on a Sunday or Wednesday and return on a Wednesday

Cheap flight deals from Chicago to Sheffield

Keep the following information in mind while searching for Chicago to Sheffield flight deals. Data was last updated September 15, 2025.

Round-trip from

$409
(oojo)

One-way from

$299
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$692
From Chicago (CHI) to Sheffield
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One-way flight from Chicago (CHI) to Sheffield
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Highest demand for flights based on searches. 16% potential increase in price ($135 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 September 2025
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Find 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 September 15, 2025.

This oojo deal was found by Cheapflights users on 9/15. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/98:25 pmORD - MAN
1 stop13h 50mTAP AIR PORTUGAL
Sat 11/155:10 pmMAN - ORD
1 stop27h 35mTAP AIR PORTUGAL
Deal found 9/15$409
This TAP AIR PORTUGAL deal was found by Cheapflights users on 9/13. 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 TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/256:15 pmORD - MAN
1 stop18h 00mTAP AIR PORTUGAL
Sat 11/85:10 pmMAN - ORD
1 stop27h 35mTAP AIR PORTUGAL
Deal found 9/13$433
This CrystalTravel deal was found by Cheapflights users on 9/14. 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.
Sun 11/306:30 pmORD - MAN
1 stop10h 15mIcelandair
Thu 12/411:55 amMAN - ORD
1 stop11h 25mIcelandair
Deal found 9/14$484
This oojo deal was found by Cheapflights users on 9/13. 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.
Thu 12/46:30 pmORD - MAN
1 stop10h 15mIcelandair
Sun 12/711:55 amMAN - ORD
1 stop11h 25mIcelandair
Deal found 9/13$498
This oojo deal was found by Cheapflights users on 9/13. 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 11/236:30 pmORD - MAN
1 stop10h 15mIcelandair
Mon 12/811:55 amMAN - ORD
1 stop11h 25mIcelandair
Deal found 9/13$500
This Mytrip deal was found by Cheapflights users on 9/13. 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.
Tue 10/287:30 pmORD - MAN
2 stops14h 45mMultiple Airlines
Tue 11/47:35 amMAN - ORD
2 stops15h 45mMultiple Airlines
Deal found 9/13$503
This oojo deal was found by Cheapflights users on 9/15. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/127:25 pmORD - MAN
1 stop10h 15mIcelandair
Fri 10/1712:40 pmMAN - ORD
1 stop14h 35mIcelandair
Deal found 9/15$511
This Mytrip deal was found by Cheapflights users on 9/14. 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 10/17:25 pmORD - MAN
1 stop9h 50mIcelandair
Tue 10/1412:40 pmMAN - ORD
1 stop11h 35mIcelandair
Deal found 9/14$513
This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/96:30 pmORD - MAN
2 stops15h 30mMultiple Airlines
Sat 11/157:25 amMAN - ORD
2 stops15h 55mMultiple Airlines
Deal found 9/15$517
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/257:30 pmORD - MAN
1 stop10h 15mIcelandair
Mon 11/311:55 amMAN - ORD
1 stop11h 25mIcelandair
Deal found 9/13$523
This Booking.com deal was found by Cheapflights users on 9/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/810:15 pmORD - MAN
1 stop31h 25mIcelandair
Tue 10/1412:40 pmMAN - ORD
1 stop11h 35mIcelandair
Deal found 9/15$525
This Mytrip deal was found by Cheapflights users on 9/13. 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 9/287:25 pmORD - MAN
1 stop10h 15mIcelandair
Tue 10/1412:40 pmMAN - ORD
1 stop11h 35mIcelandair
Deal found 9/13$531

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 September 15, 2025.
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

Sat 10/25

6:15 pm-6:15 pm

1 stop18h 00m

Manchester

Sat 11/8

5:10 pm-2:45 pm

1 stop27h 35m

$433

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sun 11/30

6:30 pm-10:45 am

1 stop10h 15m

Manchester

Thu 12/4

11:55 am-5:20 pm

1 stop11h 25m

$484

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Thu 12/4

6:30 pm-10:45 am

1 stop10h 15m

Manchester

Sun 12/7

11:55 am-5:20 pm

1 stop11h 25m

$498

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sun 11/23

6:30 pm-10:45 am

1 stop10h 15m

Manchester

Mon 12/8

11:55 am-5:20 pm

1 stop11h 25m

$500

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Wed 11/19

6:30 pm-10:45 am

1 stop10h 15m

Manchester

Wed 12/10

11:55 am-5:20 pm

1 stop11h 25m

$533

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Thu 12/4

7:20 pm-12:15 pm

2 stops34h 55m

Manchester

Sun 12/7

10:10 am-4:45 pm

1 stop12h 35m

$537

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Tue 10/28

4:50 pm-7:35 am

1 stop9h 45m

Manchester

Tue 11/4

8:05 am-4:00 pm

1 stop13h 55m

$558

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Wed 10/1

9:15 pm-1:50 pm

1 stop10h 35m

Manchester

Tue 10/14

2:20 pm-7:00 pm

1 stop10h 40m

$567

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 9/28

12:43 pm-8:35 am

1 stop13h 52m

Manchester

Tue 10/14

12:35 pm-10:14 pm

1 stop15h 39m

$577

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Wed 10/22

7:05 pm-5:55 pm

1 stop16h 50m

Manchester

Mon 10/27

2:05 pm-5:20 pm

1 stop32h 15m

$580

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 31 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 September 12, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Sheffield, you should look to book at least 59 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, January is the cheapest month in which you can book a flight from Chicago to Sheffield (average of $645). Flying from Chicago to Sheffield in June is currently the most expensive (average of $1,010). 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.

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

Find hourly flight availability from Chicago 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 September 15, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Sheffield as you normally would.

What is the cheapest day to fly from Chicago to Sheffield?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Sheffield. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Sheffield flight should consider departing on Sunday evenings when fares are most often at their lowest. Wednesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 September 15, 2025.
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.
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Aer Lingus
7.2
Good
1,270 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Icelandair
7.0
Good
544 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
British Airways
6.7
Okay
7,361 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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?

    TAP AIR PORTUGAL, Icelandair, and Virgin Atlantic can get you from Chicago to Sheffield in just under 10h 15m. Your travel time can differ by up to 7h 45m. 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 ($361), Virgin Atlantic ($460), and Delta ($553).

  • 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, January is the cheapest month in which you can book a flight from Chicago to Sheffield (average of $645). Flying from Chicago to Sheffield in June is currently the most expensive (average of $1,010). 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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Alternative routes for Chicago to Sheffield

See prices for flight routes from nearby airports that may be better suited for you.
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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
IcelandairCheapest$478Average$656FlexibilityNo cancel feeOn-time76%
Aer LingusCheapest$531Average$735FlexibilityNo cancel feeOn-timeN/A
Scandinavian AirlinesCheapest$566Average$621FlexibilityNo cancel feeOn-time77%
American AirlinesCheapest$607Average$814FlexibilityNo cancel feeOn-time71%
British AirwaysCheapest$607Average$792FlexibilityNo cancel feeOn-time70%
KLMCheapest$625Average$858FlexibilityNo cancel feeOn-time75%
LufthansaCheapest$635Average$832FlexibilityNo cancel feeOn-time76%
FinnairCheapest$636Average$734FlexibilityNo cancel feeOn-time76%
United AirlinesCheapest$639Average$882FlexibilityNo cancel feeOn-time69%
Virgin AtlanticCheapest$653Average$913FlexibilityNo cancel feeOn-time72%

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