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Cheap flights from Sheffield to Chicago from £198

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 30/9. Fares are subject to change and may not be available on all flights or dates of travel.
MAN — CHI
20 Jul — 27 Jul1
1 adult

Cheapflights Tip: The best prices from Sheffield to Chicago are usually found in February or January, booked 77 days in advance, depart on a Wednesday or Tuesday and return on a Tuesday

Cheap flight deals from Sheffield to Chicago

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

Round-trip from

£484

One-way from

£232

Popular in

July

Cheapest in

February

Average price

£721
Scandinavian Airlines
  • Scandinavian Airlines
  • 24/9-9/10
  • 3 total stops
  • 58h 15m total
  • Sheffield to Chicago
27/8
  • 27/8
  • 2 total stops
  • 31h 35m total
  • Sheffield to Chicago
Highest demand for flights based on searches. 15% potential increase in price (£78 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (£11 potential savings vs. average return price).
Average for round-trip flights in July 2025

Find flight deals from Sheffield to Chicago

Cheapest flights from Sheffield to Chicago
Explore the most affordable flight options available from Sheffield to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 July 2025.

Wed 24/919:10MAN - ORD
1 stop27h 00mScandinavian Airlines
Thu 9/1019:15ORD - MAN
2 stops31h 15mScandinavian Airlines
Deal found 14/7£484
Thu 28/812:00MAN - ORD
2 stops15h 15mMultiple Airlines
Sun 31/819:25ORD - MAN
3 stops32h 05mMultiple Airlines
Deal found 13/7£498
Mon 1/908:00MAN - ORD
1 stop11h 50mBritish Airways
Mon 15/919:15ORD - MAN
1 stop12h 00mBritish Airways
Deal found 13/7£507
Mon 1/912:35MAN - MDW
1 stop14h 51mVirgin Atlantic
Mon 15/912:43MDW - MAN
1 stop13h 52mVirgin Atlantic
Deal found 13/7£524
Fri 7/1106:25MAN - ORD
2 stops31h 33mUnited Airlines
Wed 12/1108:50ORD - MAN
2 stops19h 40mUnited Airlines
Deal found 13/7£530
Mon 3/1105:50MAN - MDW
2 stops18h 17mDelta
Mon 10/1113:00MDW - MAN
2 stops15h 20mDelta
Deal found 14/7£542
Mon 1/906:50MAN - ORD
1 stop13h 15mLufthansa
Fri 12/915:05ORD - MAN
1 stop11h 20mLufthansa
Deal found 14/7£542
Mon 1/906:05MAN - ORD
2 stops31h 56mAir Canada
Mon 15/910:40ORD - MAN
2 stops17h 45mAir Canada
Deal found 13/7£546
Mon 1/908:55MAN - ORD
1 stop11h 45mDelta
Wed 24/913:00ORD - MAN
2 stops15h 20mDelta
Deal found 13/7£551

Cheapflights Fare Finder

Customise your flight search to find flights from Sheffield to Chicago 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 858,174 searches. Data last updated 15 July 2025.
Use the filters below to find and compare flights from Sheffield to Chicago that are best for you.

Fly from

Sheffield

Fly to

Chicago

Route

Depart

Return

Price

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 24/9

19:10-16:10

1 stop27h 00m

Chicago O'Hare Intl

Thu 9/10

19:15-08:30

2 stops31h 15m

£484

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 28/8

12:00-21:15

2 stops15h 15m

Chicago O'Hare Intl

Sun 31/8

19:25-09:30

3 stops32h 05m

£498

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 1/9

08:00-13:50

1 stop11h 50m

Chicago O'Hare Intl

Mon 15/9

19:15-13:15

1 stop12h 00m

£507

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 1/9

12:35-21:26

1 stop14h 51m

Chicago Midway

Mon 15/9

12:43-08:35

1 stop13h 52m

£524

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 7/11

06:25-13:01

2 stops36h 36m

Chicago O'Hare Intl

Wed 12/11

08:50-10:30

2 stops19h 40m

£530

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 1/9

05:55-14:40

1 stop14h 45m

Chicago O'Hare Intl

Wed 24/9

13:22-10:20

2 stops14h 58m

£538

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 3/11

05:50-18:07

2 stops18h 17m

Chicago Midway

Mon 10/11

13:00-10:20

2 stops15h 20m

£542

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 1/9

06:50-14:05

1 stop13h 15m

Chicago O'Hare Intl

Fri 12/9

15:05-08:25

1 stop11h 20m

£542

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 1/9

06:05-08:01

2 stops31h 56m

Chicago O'Hare Intl

Mon 15/9

10:40-10:25

2 stops17h 45m

£546

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 30/9

20:40-16:51

2 stops50h 11m

£198

Flights are sorted by cheapest return flights first.

Deals found on 12/7

Showing 1-10 of 18 results
1
2

Best time to book a flight from Sheffield to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Sheffield with our price prediction graph.
Estimated return 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 Sheffield to Chicago

How far ahead should I book a flight from Sheffield to Chicago?

Use this chart to determine the optimal time to book a return flight from Sheffield to Chicago. Price data was last updated on 11 July 2025.

To ensure you get the cheapest price possible for a flight from Sheffield to Chicago, you should look to book at least 77 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 Sheffield to Chicago?

Currently, January is the cheapest month in which you can book a flight from Sheffield to Chicago (average of £595). Flying from Sheffield to Chicago in July is currently the most expensive (average of £843). 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 SH9 to CHI?

Find hourly flight availability from Sheffield to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 15 July 2025.

When flying from Sheffield to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated 15 July 2025.
Get a feel of what it's like to fly with Delta, United Airlines, andVirgin Atlantic from Sheffield to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
8.0
Very Good

Entertainment

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.

Entertainment

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.

Entertainment

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.

Entertainment

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.

Entertainment

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.

Related info for your journey

Find useful and relevant information for your journey from Sheffield to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Sheffield to Chicago one-way?

    To fly one-way, consider booking your trip with TAP AIR PORTUGAL, which is currently one of the cheapest options available, starting at £450. Aer Lingus flights start at £546 while deals on Icelandair start at £676 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Sheffield to Chicago 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 Sheffield to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Sheffield to Chicago (average of £595). Flying from Sheffield to Chicago in July is currently the most expensive (average of £843). 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 Sheffield to Chicago

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

Top 10 airlines flying from Sheffield to Chicago

Discover the top 10 airlines that operate flights from Sheffield to Chicago. 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 858,174 searches. Data last updated 15 July 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest£364Average£479FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
IcelandairCheapest£366Average£527FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
Aer LingusCheapest£414Average£630FlexibilityNo cancel feeOn-timeN/A
Search Aer Lingus flights
British AirwaysCheapest£439Average£611FlexibilityNo cancel feeOn-time70%
Search British Airways flights
FinnairCheapest£463Average£643FlexibilityNo cancel feeOn-time76%
Search Finnair flights
KLMCheapest£463Average£602FlexibilityNo cancel feeOn-time75%
Search KLM flights
Virgin AtlanticCheapest£469Average£614FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights
LufthansaCheapest£470Average£613FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights
United AirlinesCheapest£493Average£619FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air FranceCheapest£498Average£670FlexibilityNo cancel feeOn-time77%
Search Air France flights

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