Find flights
When to book
Airlines
FAQs

Cheap flights from Sheffield to Chicago from £214

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
16 Jul — 23 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 11 July 2025.

Round-trip from

£478

One-way from

£214

Popular in

July

Cheapest in

February

Average price

£706
23/9-29/9
  • 23/9-29/9
  • 5 total stops
  • 70h 40m total
  • Sheffield to Chicago
30/9
  • 30/9
  • 3 total stops
  • 55h 18m total
  • Sheffield to Chicago
Highest demand for flights based on searches. 15% potential increase in price (£73 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (£10 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 11 July 2025.

Tue 23/909:00MAN - ORD
2 stops35h 40mMultiple Airlines
Mon 29/917:10ORD - MAN
3 stops35h 00mMultiple Airlines
Deal found 10/7£478
Tue 30/910:10MAN - ORD
1 stop12h 00mScandinavian Airlines
Sun 12/1019:15ORD - MAN
2 stops18h 30mScandinavian Airlines
Deal found 10/7£480
Mon 1/1211:55MAN - ORD
1 stop11h 25mIcelandair
Tue 9/1218:30ORD - MAN
1 stop10h 15mIcelandair
Deal found 9/7£487
Wed 27/811:00MAN - ORD
1 stop31h 50mTAP AIR PORTUGAL
Mon 1/918:10ORD - MAN
1 stop17h 00mTAP AIR PORTUGAL
Deal found 10/7£509
Mon 15/908:00MAN - ORD
1 stop11h 50mAmerican Airlines
Wed 8/1020:35ORD - MAN
1 stop10h 35mAmerican Airlines
Deal found 9/7£523
Sun 14/919:50MAN - ORD
1 stop22h 00mBritish Airways
Mon 13/1021:15ORD - MAN
1 stop11h 55mBritish Airways
Deal found 10/7£525
Mon 25/812:35MAN - MDW
1 stop15h 09mVirgin Atlantic
Mon 6/1013:05MDW - MAN
1 stop13h 30mVirgin Atlantic
Deal found 11/7£525
Sat 22/1106:10MAN - ORD
2 stops14h 45mAir Canada
Wed 26/1112:50ORD - MAN
2 stops15h 30mAir Canada
Deal found 10/7£530
Thu 18/911:50MAN - ORD
1 stop13h 39mUnited Airlines
Wed 8/1012:55ORD - MAN
2 stops15h 45mUnited Airlines
Deal found 10/7£534
Tue 26/813:00MAN - ORD
2 stops15h 37mVirgin Atlantic
Wed 10/914:00ORD - MAN
2 stops14h 20mVirgin Atlantic
Deal found 9/7£536
Mon 1/905:55MAN - MDW
2 stops18h 42mDelta
Wed 24/918:15MDW - MAN
2 stops13h 10mDelta
Deal found 10/7£549

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 11 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

Tue 23/9

09:00-14:40

2 stops35h 40m

Chicago O'Hare Intl

Mon 29/9

17:10-10:10

3 stops35h 00m

£478

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 30/9

10:10-16:10

1 stop12h 00m

Chicago O'Hare Intl

Sun 12/10

19:15-19:45

2 stops18h 30m

£480

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 1/12

11:55-17:20

1 stop11h 25m

Chicago O'Hare Intl

Tue 9/12

18:30-10:45

1 stop10h 15m

£487

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 27/8

11:00-12:50

1 stop31h 50m

Chicago O'Hare Intl

Mon 1/9

18:10-17:10

1 stop17h 00m

£509

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 15/9

08:55-14:50

1 stop11h 55m

Chicago O'Hare Intl

Wed 15/10

17:45-09:50

1 stop10h 05m

£523

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 14/9

19:50-11:50

1 stop22h 00m

Chicago O'Hare Intl

Mon 13/10

21:15-15:10

1 stop11h 55m

£525

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 25/8

12:35-21:44

1 stop15h 09m

Chicago Midway

Mon 6/10

13:05-08:35

1 stop13h 30m

£525

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sat 22/11

06:10-14:55

2 stops14h 45m

Chicago O'Hare Intl

Wed 26/11

12:50-10:20

2 stops15h 30m

£530

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 18/9

11:50-19:29

1 stop13h 39m

Chicago O'Hare Intl

Wed 8/10

12:55-10:40

2 stops15h 45m

£534

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 26/8

13:00-22:37

2 stops15h 37m

Chicago O'Hare Intl

Wed 10/9

14:00-10:20

2 stops14h 20m

£536

Flights are sorted by cheapest return flights first.

Deals found on 10/7

Showing 1-10 of 21 results
1
2
3

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 27 June 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 11 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.

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

Use this chart to determine the cheapest time to fly return from Sheffield to Chicago. Price data was last updated on 3 November 2024.

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

How much does it cost for a return flight from Sheffield to Chicago?

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 11 July 2025.
Get a feel of what it's like to fly with Delta, KLM, andAir Transat 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.

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

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

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

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.

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

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.

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

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.

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

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.

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

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 £537 while deals on Air Transat start at £620 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 11 July 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest£361Average£467FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
IcelandairCheapest£362Average£519FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
Aer LingusCheapest£409Average£619FlexibilityNo cancel feeOn-timeN/A
Search Aer Lingus flights
British AirwaysCheapest£434Average£605FlexibilityNo cancel feeOn-time70%
Search British Airways flights
FinnairCheapest£458Average£642FlexibilityNo cancel feeOn-time76%
Search Finnair flights
KLMCheapest£460Average£592FlexibilityNo cancel feeOn-time75%
Search KLM flights
Virgin AtlanticCheapest£464Average£607FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights
LufthansaCheapest£466Average£607FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights
United AirlinesCheapest£489Average£613FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air FranceCheapest£494Average£749FlexibilityNo cancel feeOn-time77%
Search Air France flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Sheffield to Chicago?

Cheapflights makes it easy to find Sheffield to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Sheffield to Chicago?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Sheffield.

Can Cheapflights find flights from Sheffield to Chicago with no change fees?

Yes! Cheapflights helps users easily find flights from Sheffield to Chicago with no change fees.

Can Cheapflights notify me if prices for flights from Sheffield to Chicago become cheaper?

Of course! You can now track prices for flights from Sheffield to Chicago and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.