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Cheap flights from Sheffield to Chicago from £269

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 7/7. Fares are subject to change and may not be available on all flights or dates of travel.
MAN — CHI
29 Apr — 6 May1
1 adult

Cheapflights Tip: The best prices from Sheffield to Chicago are usually found in February or January, booked 70 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 24 April 2025.

Round-trip from

£487

One-way from

£269

Popular in

July

Cheapest in

February

Average price

£558
21/5-28/5
  • 21/5-28/5
  • 4 total stops
  • 54h 10m total
  • Sheffield to Chicago
Search Deals
7/7
  • 7/7
  • 2 total stops
  • 30h 10m total
  • Sheffield to Chicago
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (£67 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£9 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

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 24 April 2025.

Tue 29/407:00MAN - ORD
1 stop12h 50mBritish Airways
Tue 6/516:55ORD - MAN
1 stop10h 50mBritish Airways
Deal found 22/4£486
Wed 21/515:15MAN - ORD
2 stops36h 00mMultiple Airlines
Wed 28/519:25ORD - MAN
2 stops18h 10mMultiple Airlines
Deal found 23/4£487
Mon 22/910:10MAN - ORD
1 stop12h 00mScandinavian Airlines
Sun 5/1019:15ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 23/4£496
Thu 8/505:55MAN - ORD
1 stop14h 15mVirgin Atlantic
Thu 15/516:20ORD - MAN
1 stop12h 00mVirgin Atlantic
Deal found 23/4£513
Mon 1/907:00MAN - ORD
2 stops19h 17mFinnair
Wed 24/922:35ORD - MAN
1 stop14h 15mFinnair
Deal found 23/4£516
Thu 18/906:05MAN - ORD
2 stops14h 45mUnited Airlines
Wed 24/916:00ORD - MAN
1 stop12h 40mUnited Airlines
Deal found 23/4£523
Wed 17/905:55MAN - MDW
2 stops18h 41mVirgin Atlantic
Mon 22/913:00MDW - MAN
2 stops15h 20mVirgin Atlantic
Deal found 24/4£531
Thu 18/906:05MAN - ORD
2 stops14h 45mAir Canada
Tue 23/910:40ORD - MAN
2 stops17h 45mAir Canada
Deal found 23/4£542
Mon 1/905:55MAN - MDW
2 stops18h 33mDelta
Wed 24/913:00MDW - MAN
2 stops15h 20mDelta
Deal found 24/4£549
Wed 17/911:10MAN - ORD
2 stops16h 52mDelta
Tue 23/911:00ORD - MAN
1 stop14h 45mDelta
Deal found 23/4£551
Sun 21/907:00MAN - ORD
2 stops16h 55mAmerican Airlines
Sun 5/1020:40ORD - MAN
1 stop13h 25mAmerican Airlines
Deal found 23/4£586
Mon 2/611:15MAN - ORD
1 stop14h 40mLufthansa
Sat 21/621:14ORD - MAN
1 stop30h 46mLufthansa
Deal found 23/4£605

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 24 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

Wed 21/5

15:15-21:15

2 stops36h 00m

Chicago O'Hare Intl

Wed 28/5

19:25-19:35

2 stops18h 10m

£487

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 6/5

08:40-13:50

1 stop11h 10m

Chicago O'Hare Intl

Tue 13/5

19:10-13:10

1 stop12h 00m

£495

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 22/9

10:10-16:10

1 stop12h 00m

Chicago O'Hare Intl

Sun 5/10

19:15-18:30

1 stop17h 15m

£496

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 8/5

05:55-14:10

1 stop14h 15m

Chicago O'Hare Intl

Thu 15/5

16:20-10:20

1 stop12h 00m

£513

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 1/9

07:00-20:17

2 stops19h 17m

Chicago O'Hare Intl

Wed 24/9

22:35-18:50

1 stop14h 15m

£516

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 18/9

06:05-14:50

2 stops14h 45m

Chicago O'Hare Intl

Wed 24/9

16:00-10:40

1 stop12h 40m

£523

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 17/9

05:55-18:36

2 stops18h 41m

Chicago Midway

Mon 22/9

13:00-10:20

2 stops15h 20m

£531

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 18/9

06:05-14:50

2 stops14h 45m

Chicago O'Hare Intl

Tue 23/9

10:40-10:25

2 stops17h 45m

£542

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 1/9

05:55-18:28

2 stops18h 33m

Chicago Midway

Wed 24/9

13:00-10:20

2 stops15h 20m

£549

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 17/9

11:10-22:02

2 stops16h 52m

Chicago O'Hare Intl

Tue 23/9

11:00-07:45

1 stop14h 45m

£551

Flights are sorted by cheapest return flights first.

Deals found on 24/4

Showing 1-10 of 29 results
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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 18 April 2025.

To ensure you get the cheapest price possible for a flight from Sheffield to Chicago, you should look to book at least 40 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 24 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 24 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.
Delta
8.0
Very Good
7,919 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

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
Delta
8.0
Very Good
7,919 reviews
Delta
8.0
Very Good
7,919 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

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
KLM
7.8
Good
1,333 reviews
Delta
8.0
Very Good
7,919 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

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
Finnair
7.6
Good
1,272 reviews
Delta
8.0
Very Good
7,919 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

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
SWISS
7.5
Good
1,582 reviews
Delta
8.0
Very Good
7,919 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

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
Air France
7.4
Good
1,444 reviews
Delta
8.0
Very Good
7,919 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

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 £557. Icelandair flights start at £577 while deals on TAP AIR PORTUGAL start at £700 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.
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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 24 April 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest£362Average£495FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
IcelandairCheapest£371Average£523FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
Aer LingusCheapest£424Average£612FlexibilityNo cancel feeOn-timeN/A
Search Aer Lingus flights
British AirwaysCheapest£438Average£698FlexibilityNo cancel feeOn-time70%
Search British Airways flights
KLMCheapest£468Average£648FlexibilityNo cancel feeOn-time75%
Search KLM flights
Virgin AtlanticCheapest£485Average£628FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights
FinnairCheapest£492Average£619FlexibilityNo cancel feeOn-time76%
Search Finnair flights
LufthansaCheapest£498Average£665FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights

Fly with Cheapflights

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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.

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