Find flights
When to book
Airlines
FAQs

Cheap flights from Sheffield to Chicago from £261

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 29/5. Fares are subject to change and may not be available on all flights or dates of travel.
MAN — CHI
6 Apr — 13 Apr1
1 adult

Cheapflights Tip: The best prices from Sheffield to Chicago are usually found in February or January, booked 74 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 1 April 2025.

Round-trip from

£490

One-way from

£382

Popular in

July

Cheapest in

February

Average price

£557
15/5-29/5
  • 15/5-29/5
  • 2 total stops
  • 25h 35m total
  • Sheffield to Chicago
29/7
  • 29/7
  • 2 total stops
  • 42h 45m total
  • Sheffield to Chicago
Highest demand for flights based on searches. 13% potential increase in price (£68 potential increase over avg. return price).
Cheapest flight prices on average. 1% potential price decrease (£9 potential savings vs. average return price).
Average for round-trip flights in April 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 1 April 2025.

Mon 3/1110:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Sun 16/1119:30ORD - MAN
1 stop17h 00mScandinavian Airlines
Deal found 30/3£484
Thu 15/510:50MAN - ORD
1 stop14h 10mMultiple Airlines
Thu 29/515:45ORD - MAN
1 stop11h 25mMultiple Airlines
Deal found 31/3£490
Fri 12/910:30MAN - ORD
1 stop12h 30mBritish Airways
Fri 19/921:15ORD - MAN
1 stop12h 35mBritish Airways
Deal found 29/3£492
Fri 18/420:40MAN - ORD
1 stop23h 30mVirgin Atlantic
Fri 2/516:20ORD - MAN
1 stop14h 50mVirgin Atlantic
Deal found 31/3£504
Tue 29/407:00MAN - ORD
2 stops16h 39mFinnair
Tue 6/520:30ORD - MAN
1 stop10h 40mFinnair
Deal found 30/3£509
Wed 23/406:05MAN - ORD
2 stops14h 50mAir Canada
Wed 30/411:30ORD - MAN
2 stops16h 55mAir Canada
Deal found 30/3£511
Sun 20/406:05MAN - ORD
2 stops31h 57mUnited Airlines
Sun 27/414:55ORD - MAN
1 stop11h 30mUnited Airlines
Deal found 31/3£513
Fri 18/416:55MAN - ORD
1 stop24h 50mAmerican Airlines
Fri 2/522:20ORD - MAN
1 stop13h 00mAmerican Airlines
Deal found 31/3£520
Fri 12/912:35MAN - MDW
1 stop15h 09mVirgin Atlantic
Fri 19/915:40MDW - MAN
1 stop10h 55mVirgin Atlantic
Deal found 29/3£526
Wed 3/1211:55MAN - ORD
1 stop11h 25mIcelandair
Tue 9/1218:30ORD - MAN
1 stop10h 15mIcelandair
Deal found 30/3£527
Wed 7/519:15MAN - ORD
1 stop25h 00mIberia
Sun 18/522:25ORD - MAN
1 stop14h 25mIberia
Deal found 30/3£529
Wed 30/411:55MAN - MDW
1 stop16h 27mDelta
Wed 7/518:25MDW - MAN
2 stops13h 00mDelta
Deal found 31/3£538

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 1 April 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

Thu 15/5

10:50-19:00

1 stop14h 10m

Chicago O'Hare Intl

Thu 29/5

15:45-09:10

1 stop11h 25m

£490

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 12/9

10:30-17:00

1 stop12h 30m

Chicago O'Hare Intl

Fri 19/9

21:15-15:50

1 stop12h 35m

£492

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 18/4

20:40-14:10

1 stop23h 30m

Chicago O'Hare Intl

Fri 2/5

16:20-13:10

1 stop14h 50m

£504

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 22/5

19:10-16:10

1 stop27h 00m

Chicago O'Hare Intl

Thu 29/5

19:15-09:20

1 stop32h 05m

£506

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 29/4

07:00-17:39

2 stops16h 39m

Chicago O'Hare Intl

Tue 6/5

20:30-13:10

1 stop10h 40m

£509

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 23/4

06:05-14:55

2 stops14h 50m

Chicago O'Hare Intl

Wed 30/4

11:30-10:25

2 stops16h 55m

£511

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 20/4

06:05-08:02

2 stops31h 57m

Chicago O'Hare Intl

Sun 27/4

14:55-08:25

1 stop11h 30m

£513

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 18/4

16:55-11:45

1 stop24h 50m

Chicago O'Hare Intl

Fri 2/5

22:20-17:20

1 stop13h 00m

£520

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Fri 12/9

12:35-21:44

1 stop15h 09m

Chicago Midway

Fri 19/9

15:40-08:35

1 stop10h 55m

£526

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 7/5

19:15-14:15

1 stop25h 00m

Chicago O'Hare Intl

Sun 18/5

22:25-18:50

1 stop14h 25m

£529

Flights are sorted by cheapest return flights first.

Deals found on 31/3

Showing 1-10 of 32 results
1
2
3
4

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 28 March 2025.

To ensure you get the cheapest price possible for a flight from Sheffield to Chicago, you should look to book at least 74 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 1 April 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.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 1 April 2025.
Read reviews from past customers who have flown Delta, KLM and Finnair from Sheffield to Chicago. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very Good

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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 Aer Lingus, which is currently one of the cheapest options available, starting at £478. Icelandair flights start at £701 while deals on Air France start at £852 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 8 airlines flying from Sheffield to Chicago

Discover the top 8 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 1 April 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest£372Average£497FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
IcelandairCheapest£383Average£540FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
Aer LingusCheapest£428Average£624FlexibilityNo cancel feeOn-timeN/A
Search Aer Lingus flights
British AirwaysCheapest£450Average£723FlexibilityNo cancel feeOn-time70%
Search British Airways flights
KLMCheapest£480Average£607FlexibilityNo cancel feeOn-time75%
Search KLM flights
Virgin AtlanticCheapest£499Average£643FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights
FinnairCheapest£506Average£636FlexibilityNo cancel feeOn-time76%
Search Finnair flights
LufthansaCheapest£540Average£662FlexibilityNo cancel feeOn-time76%
Search Lufthansa 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.