Find flights
When to book
Airlines
FAQs

Cheap flights from Sheffield to Chicago from £267

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 17/5. Fares are subject to change and may not be available on all flights or dates of travel.
MAN — CHI
30 May — 6 Jun1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Sheffield to Chicago

Enter your travel dates to find the best prices.

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 30 April 2026.

Thu 5/1108:30
MAN
-
ORD
2 stops14h 50m
Multiple Airlines
Mon 16/1118:30
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 28/4£504
Thu 10/906:55
MAN
-
ORD
2 stops16h 55m
Multiple Airlines
Tue 22/919:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 28/4£505
Thu 10/906:55
MAN
-
ORD
2 stops16h 55m
Multiple Airlines
Thu 24/919:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 28/4£506
Sat 5/907:45
MAN
-
ORD
2 stops16h 05m
Multiple Airlines
Sat 19/919:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 28/4£507
Thu 10/906:55
MAN
-
ORD
2 stops16h 55m
Multiple Airlines
Tue 15/919:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 26/4£507
Sat 5/907:45
MAN
-
ORD
2 stops16h 05m
Multiple Airlines
Sun 20/919:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 28/4£508
Fri 5/614:40
MAN
-
ORD
2 stops33h 35m
Multiple Airlines
Sun 14/619:25
ORD
-
MAN
2 stops18h 20m
Multiple Airlines
Deal found 30/4£513
Thu 17/906:55
MAN
-
ORD
2 stops16h 55m
Multiple Airlines
Tue 6/1015:45
ORD
-
MAN
1 stop9h 55m
Multiple Airlines
Deal found 27/4£527
Thu 5/1108:30
MAN
-
ORD
2 stops14h 50m
Multiple Airlines
Sat 14/1118:30
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 28/4£527
Wed 16/905:55
MAN
-
MDW
2 stops18h 36m
Delta
Wed 23/913:00
MDW
-
MAN
2 stops13h 15m
Delta
Deal found 25/4£730
Wed 9/910:40
MAN
-
MDW
1 stop29h 10m
Delta
Tue 15/906:00
MDW
-
MAN
2 stops20h 20m
Delta
Deal found 27/4£731
Mon 7/905:55
MAN
-
MDW
2 stops18h 10m
Delta
Tue 15/913:00
MDW
-
MAN
2 stops13h 25m
Delta
Deal found 26/4£733

Find flight deals from Sheffield to Chicago

Keep the following information in mind while searching for Sheffield to Chicago flight deals. Data was last updated 30 April 2026.

Round-trip from

£505

One-way from

£267

Popular in

July

Cheapest in

February

Average price

£556
Icelandair
  • Icelandair
  • 10/9-19/9
  • 3 total stops
  • 27h 10m total
  • Sheffield to Chicago
Search Deals
17/5
  • 17/5
  • 2 total stops
  • 54h 15m total
  • Sheffield to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (£79 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£13 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

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 30 April 2026.
Use the filters below to find and compare flights from Sheffield to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 16/9

11:00-12:40

1 stop31h 40m

Chicago O'Hare Intl

Wed 23/9

18:00-17:05

1 stop17h 05m

£670

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 16/9

13:05-18:15

1 stop11h 10m

Chicago O'Hare Intl

Wed 23/9

22:25-11:40

1 stop31h 15m

£670

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 21/5

09:35-16:10

1 stop12h 35m

Chicago O'Hare Intl

Sun 24/5

06:07-12:05

2 stops23h 58m

£697
Fastest return journey

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 24/8

13:05-18:15

1 stop11h 10m

Chicago O'Hare Intl

Wed 18/11

18:30-10:45

1 stop10h 15m

£716

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 16/9

05:55-18:31

2 stops18h 36m

Chicago Midway

Wed 23/9

13:00-08:15

2 stops13h 15m

£730

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 9/9

10:40-12:30

2 stops31h 50m

Chicago Midway

Mon 14/9

06:00-08:15

2 stops20h 15m

£731

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 7/10

05:55-18:37

2 stops18h 42m

Chicago Midway

Tue 13/10

09:30-08:20

2 stops16h 50m

£732

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 24/8

13:05-18:15

1 stop11h 10m

Chicago O'Hare Intl

Fri 20/11

18:30-10:45

1 stop10h 15m

£741

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 5/10

05:55-18:31

2 stops18h 36m

Chicago Midway

Sun 18/10

13:05-07:15

1 stop12h 10m

£762

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 6/10

05:55-18:37

2 stops18h 42m

Chicago Midway

Sun 18/10

13:00-10:20

2 stops15h 20m

£762

Flights are sorted by cheapest return flights first.

Deals found on 28/4

Showing 1-10 of 37 resultsSorted by cheapest first
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 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 30 April 2026.
Get a feel of what it's like to fly with Scandinavian Airlines,Virgin Atlantic, andAer Lingus 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.
Scandinavian Airlines
7.4
Good
1,767 reviews
Check prices

Boarding

7.6

Crew

8.0

Entertainment

6.7

Comfort

7.3

Overall

7.4

Food

6.7

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

CPH - ORD

The flight was smooth for the most part. Please remove those extra pillows on the headrest of the chair. They make your neck hurt by pushing your head forward. We flew on two other planes that did not have that feature and the seats were very comfortable. The crew members were very nice, and the pizza twists were really good.
Scandinavian Airlines
7.4
Good
1,767 reviews
Scandinavian Airlines
7.4
Good
1,767 reviews
Check prices

Boarding

7.6

Crew

8.0

Entertainment

6.7

Comfort

7.3

Overall

7.4

Food

6.7

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

CPH - ORD

The flight was smooth for the most part. Please remove those extra pillows on the headrest of the chair. They make your neck hurt by pushing your head forward. We flew on two other planes that did not have that feature and the seats were very comfortable. The crew members were very nice, and the pizza twists were really good.
Virgin Atlantic
7.4
Good
688 reviews
Scandinavian Airlines
7.4
Good
1,767 reviews
Check prices

Boarding

7.6

Crew

8.0

Entertainment

6.7

Comfort

7.3

Overall

7.4

Food

6.7

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

CPH - ORD

The flight was smooth for the most part. Please remove those extra pillows on the headrest of the chair. They make your neck hurt by pushing your head forward. We flew on two other planes that did not have that feature and the seats were very comfortable. The crew members were very nice, and the pizza twists were really good.
Aer Lingus
7.3
Good
1,536 reviews
Scandinavian Airlines
7.4
Good
1,767 reviews
Check prices

Boarding

7.6

Crew

8.0

Entertainment

6.7

Comfort

7.3

Overall

7.4

Food

6.7

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

CPH - ORD

The flight was smooth for the most part. Please remove those extra pillows on the headrest of the chair. They make your neck hurt by pushing your head forward. We flew on two other planes that did not have that feature and the seats were very comfortable. The crew members were very nice, and the pizza twists were really good.
Icelandair
7.0
Good
646 reviews
Scandinavian Airlines
7.4
Good
1,767 reviews
Check prices

Boarding

7.6

Crew

8.0

Entertainment

6.7

Comfort

7.3

Overall

7.4

Food

6.7

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

CPH - ORD

The flight was smooth for the most part. Please remove those extra pillows on the headrest of the chair. They make your neck hurt by pushing your head forward. We flew on two other planes that did not have that feature and the seats were very comfortable. The crew members were very nice, and the pizza twists were really good.
British Airways
6.7
Okay
7,937 reviews
Scandinavian Airlines
7.4
Good
1,767 reviews
Check prices

Boarding

7.6

Crew

8.0

Entertainment

6.7

Comfort

7.3

Overall

7.4

Food

6.7

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

CPH - ORD

The flight was smooth for the most part. Please remove those extra pillows on the headrest of the chair. They make your neck hurt by pushing your head forward. We flew on two other planes that did not have that feature and the seats were very comfortable. The crew members were very nice, and the pizza twists were really good.

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.

  • How long is the flight from Sheffield to Chicago?

    TAP AIR PORTUGAL, Scandinavian Airlines, and Icelandair can get you from Sheffield to Chicago in just under 11h 10m. Your travel time can differ by up to 20h 30m. There are 3812 mi between Sheffield and Chicago. Both multi-stop and direct flights can be found to your destination and back.

  • 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.

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.
Heathrow to O'Hare Intl flights
Heathrow to Midway flights
Gatwick to O'Hare Intl flights
Stansted to O'Hare Intl flights
London City to O'Hare Intl flights
Luton to O'Hare Intl flights
Manchester to O'Hare Intl flights
Heathrow to St. Louis flights
Edinburgh to O'Hare Intl flights
Manchester to Midway flights
Gatwick to Midway flights
Birmingham to O'Hare Intl flights
Gatwick to St. Louis flights
Stansted to St. Louis flights
Birmingham to Midway flights
London City to St. Louis flights
Edinburgh to Midway flights
Luton to St. Louis flights
Leeds to O'Hare Intl flights
Bristol to O'Hare Intl flights
Manchester to St. Louis flights
Norwich to O'Hare Intl flights
Liverpool to O'Hare Intl flights
Newcastle upon Tyne to O'Hare Intl flights
Southend to O'Hare Intl flights
Bristol to Midway flights
Edinburgh to St. Louis flights
Southampton to O'Hare Intl flights
Leeds to Midway flights
Grimsby to O'Hare Intl flights
Newquay to O'Hare Intl flights
London City to Midway flights
Newcastle upon Tyne to Midway flights
Heathrow to Evansville flights
Southampton to Midway flights
Heathrow to Springfield flights
Heathrow to Peoria flights
Darlington to O'Hare Intl flights
Exeter to O'Hare Intl flights
Heathrow to Champaign flights
Edinburgh to Moline flights
Heathrow to Moline flights
London City to Evansville flights
Gatwick to Evansville flights
Doncaster to O'Hare Intl flights
Darlington to Midway flights
Grimsby to St. Louis flights
Liverpool to St. Louis flights
Heathrow to Dubuque flights
Gatwick to Champaign flights

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 30 April 2026.
AirlineCheapestAverageFlexibilityOn-time
RyanairCheapest£37Average£48FlexibilityNo cancel feeOn-timeN/A
Search Ryanair flights
Scandinavian AirlinesCheapest£377Average£450FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
IcelandairCheapest£409Average£565FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
Aer LingusCheapest£461Average£691FlexibilityNo cancel feeOn-timeN/A
Search Aer Lingus flights
FinnairCheapest£461Average£800FlexibilityNo cancel feeOn-time76%
Search Finnair flights
British AirwaysCheapest£468Average£616FlexibilityNo cancel feeOn-time70%
Search British Airways flights
KLMCheapest£478Average£693FlexibilityNo cancel feeOn-time75%
Search KLM flights
LufthansaCheapest£478Average£703FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights
Virgin AtlanticCheapest£494Average£647FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights
United AirlinesCheapest£498Average£648FlexibilityNo cancel feeOn-time69%
Search United Airlines 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.