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£259 Find Cheap Flights from Sheffield to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Sheffield to O'Hare Intl departing on 9/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Cheap Flights from Sheffield to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from Sheffield to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from Sheffield to O'Hare Intl

Fri, 21 Nov - Sun, 7 Dec
Scandinavian Airlines Logo
10:10 - 16:45MAN-ORD
12h 35m1 stop
Scandinavian Airlines Logo
19:20 - 18:35ORD-MAN
17h 15m1 stop
£385Scandinavian Airlines
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Fri, 7 Nov - Wed, 12 Nov
Scandinavian Airlines Logo
19:15 - 16:45MAN-ORD
27h 30m1 stop
Scandinavian Airlines Logo
19:20 - 18:35ORD-MAN
17h 15m1 stop
£388Scandinavian Airlines
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Fri, 21 Nov - Sun, 7 Dec
Scandinavian Airlines Logo
20:55 - 16:45MAN-ORD
25h 50m2 stops
Scandinavian Airlines Logo
19:20 - 18:35ORD-MAN
17h 15m1 stop
£388Scandinavian Airlines
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Wed, 3 Dec - Mon, 8 Dec
Scandinavian Airlines Logo
19:15 - 16:45MAN-ORD
27h 30m1 stop
Scandinavian Airlines Logo
19:20 - 18:35ORD-MAN
17h 15m1 stop
£389Scandinavian Airlines
Find Deal
Fri, 7 Nov - Wed, 12 Nov
Scandinavian Airlines Logo
10:10 - 16:45MAN-ORD
12h 35m1 stop
Scandinavian Airlines Logo
19:20 - 18:35ORD-MAN
17h 15m1 stop
£391Scandinavian Airlines
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Fri, 29 Aug - Fri, 5 Sep
 Logo
09:35 - 18:15MAN-ORD
14h 40m2 stops
 Logo
19:25 - 15:35ORD-MAN
14h 10m2 stops
Sun, 14 Sep - Sun, 21 Sep
 Logo
11:55 - 19:00MAN-ORD
13h 05m1 stop
 Logo
21:15 - 21:40ORD-MAN
18h 25m1 stop
Wed, 22 Oct - Sun, 26 Oct
TAP AIR PORTUGAL Logo
11:00 - 12:35MAN-ORD
31h 35m1 stop
TAP AIR PORTUGAL Logo
21:25 - 16:15ORD-MAN
13h 50m1 stop
£470TAP AIR PORTUGAL
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Wed, 24 Sep - Wed, 8 Oct
Icelandair Logo
13:05 - 18:15MAN-ORD
11h 10m1 stop
Icelandair Logo
19:25 - 11:40ORD-MAN
10h 15m1 stop
£478Icelandair
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Wed, 24 Sep - Tue, 7 Oct
Icelandair Logo
13:05 - 21:15MAN-ORD
14h 10m1 stop
Icelandair Logo
19:25 - 11:40ORD-MAN
10h 15m1 stop
£479Icelandair
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Good to know - Cheap tickets from Sheffield to Chicago

Low seasonFebruary
Cheapest flight£259
Best time to beat the crowds (15% less expensive on average)
Most popular time to fly (24% more expensive on average)
Flight from Manchester to Chicago O'Hare Airport

When to book flights from Sheffield to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Sheffield to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price

FAQs for booking Sheffield to Chicago flights

  • How does KAYAK find such low prices on flights from Sheffield to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Sheffield to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Sheffield to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Sheffield is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Sheffield to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago with an airline and back to Sheffield with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Sheffield to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Sheffield up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines flying from Sheffield to O'Hare Intl

 
Need help choosing which airline to fly with from Sheffield to O'Hare Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
Virgin AtlanticOverall score based on 655 reviews
6.9Food
7.5Entertainment
7.7Boarding
8.1Crew
7.3Comfort
Airline reviews

Great crew - old style upper class seats on the older fleet now feels dated

10.0 ExcellentSami, Jul 2025YYZ - LHR
Read more Virgin Atlantic reviews

Great crew - old style upper class seats on the older fleet now feels dated

Premium economy more comfortable than economy, but not by much. Did was awful, do not try the omelette. Flight crew were helpful. Flight was delayed by over an hour. Overall but bad, arrived safely and thank God.

Food was excellent. Service was very good. Staff was very helpful to all passengers.

The crew was excellent as ever on Virgin. The special meal was poor unfortunately. More significantly when we arrived at Manchester Airport there was no air bridge provided and we had to exit the plane down a rickety stair case. This is unacceptable for a transatlantic flight. Whilst I understand that this is the airport’s fault at the end of the day the airline is responsible for our transportation and needs to do something.

Super friendly and helpful staff, from check-in desk to cabin crew.

Following a paid seat upgrade for enhanced comfort, I encountered an unacceptable odor in my assigned area. It took three hours for the crew to relocate me, and the replacement seat was unacceptably close to the lavatory, offering no improvement.

Good overall. Cannot fault the airlines. I have had better entertainment systems before ie ice in Emirates but it was not too bad. Food was decent and staff were friendly.

I did not fly by vergin atlantic from bangalore to vasco da gama

Your flight delayed at Heathrow n I almost missed my mother funeral.you idiots. I had to waste 10 hours in different airports. Thank your stars I'm not suing you.

Miami airport needs more thorough signage. It was a long walk from my transport point to the check in desk,

great crew, professional, funny, and great service. good condition plane too! great experience

When my flight was changed from delays they were quick to rebook me.

I really enjoyed how clean and big the aircraft was, as well as how friendly the crew was.

The Recaro seats are stiff and have minimal padding. Quite uncomfortable for a 5.5 hour flight. The upfront seats and space are identical to the ones in the back. The upgrade was not worth it.

The seats have no legroom. I was bruised on my knees for having them pressed up against the seat in front of me. Then I got food poisoning from the special meal I ordered. Pretty horrible all around.

Airline left me stranded in the U.S. gave me an unrequested refund of 40% of booking and canceled my trip back! When I asked why, the said “we don’t have to tell you why”. “But you can rebook”. Never again! Paid 2x and rebooked on Austrian. What a joke!

I paid for the seat with more leg room but on the day of my departure my seat was changed. I brought it to the airline costumer service and he was able to change it back. The person sitting next to me had the same exact issue.

OK experience except for the fact that I had to pay $100 for one checked in bag in Amsterdam, while it was supposed to be free like it was on the flight from LAX to AMS. I want SAS to reimburse me for this!

Very difficult to clearly hear the dialogue on videos due to airplane engine sound. Flying to Copenhagen audio was very clear. Food was excellent. Returning flight--Lunch and breakfast food was the worst I've experienced. Audio was terrible. Why the difference?

You changed our seats without letting us know. We booked two seats on the side of the plane including an aisle, but you ended up putting us in between two other people in the middle of the plane. My husband is 6' 6" and I'm 5' 11", so we need an aisle seat. We were able to move thankfully because the flight wasn't full, but I had to ask the stewardess. You also didn't give us a meal for several hours on the return flight, and it wasn't great (toast with olive/cheese). Finally, you lost our checked bags in Copenhagen so we had to wait an hour after we arrived before we realized they weren't coming. We put in a claim so hopefully we'll still get them.

Comfortable trip , flight attendants professional as always. Only complaint was the food, We fly Aer Lingus frequently, this was the first time the quality of the meal was poor.

Everything went well. I made my connection which is always a concern.

Delightful flight, ahead of time with a super crew, thanks

I wish Aer Lingus offered free wifi and had power outlets at the seats. Overall, the flight was good. Seat back entertainment had some interesting options. Food and snack options were mediocre at best. I enjoyed the canned red wine.

I had an awful experience at the ticketing agent stand. I had purchased three tickets, one of which I had the maiden name of a passenger on the ticket. They refused to help, assist, and actually delayed our process and had us miss an opportunity to purchase a ticket on the same flight. I was sent through multiple phone calls, none of which helped, and the person at the counter was the person who told me to both call Aer Lingus for help and was the person who said they could not fulfill my request that they were privy to from the beginning. My partner is still stuck in Scotland, racking up thousands of dollars in additional fees and tickets. I am very upset and two of my tickets went unused. I will never be using Aer Lingus ever again and I will continue to complain about them.

This was the most expensive economy flight per minute of flight time ever. But the quality was lacking. Extremely Aer Lingus rude staff at LHR said that the flight from London to Dublin (Ireland) was “NOT international.” Horrified at the colonial and imperial perspective. Seats were dirty with trash in seat pockets. Airline doesn’t clean or care about hygiene and safety.

In business class overhead bins were minuscule. Had to use cabin staff to find a place for my carry-on bag. Boarding process was shambolic, as “passengers who needed assistance in boarding” absorbed an excessive amount of time and attention that Aer Lingus was apparently unprepared for.

Charging for coffee on a business class fare??? And to not even mention it? Inexcusable. Boarding and disembarking was pathetic. Could not use a jetway on either end. Had to use stairs and walk across tarmac at origination and use stairs and be bussed to terminal at destination.

Aer Lingus was fabulous.nhowever, Aiirfare Assist who Kayak routes me to to purchase tickets for m was awful. They messed up my reservation so bad that after about six hours on the phone with them over the week before departure, I had been choice but to show up at the airport. The Aer Lingus staff were amazing and got it sorted out but I would recommend not using Airfare Assist.

Dublin to Boston was decent. Food and entertainment was included and that was expected for the rate paid.

The flight was delayed and as a consequence we missed our connecting flight. Were stuck for another 6h in Reykyavik. Appreciated that we got a generous food voucher at least. Would have liked to see more information upon arrival including a person waiting for connecting flight travellers and informing already that we will not catch the flight and directing us to the office dealing with the matter; unfortunately that didnt happen and we hence first needed to find out whether flight had indeed left already and then locate the adequate office to help us with booking us on the next connecting flight. Also my suitcase broke and it is not clear whether it is happened on the leg with Iceland Air from DC to Reykyavik or on the leg with Lufthansa from Reykyavik to Frankfurt. Finally, understood that it is a low cost company but at least provision of earplugs for free would have been nice, instead of making them buy.

Great experience on Icelandair flight from Newark to Amsterdam by way of Reykjavík. Courteous and professional staff. Food was solid. Service - outstanding. Cabin was a little warm.

Good service. No complementary food for international flight. WiFi kinda pricey. Got the job done for the right price.

The plane was very small and the aisle was so narrow that every time someone walked by they rubbed against me, so it was very uncomfortable.

Everything was good. Only issue comes from being vegan and flying. The food options are super limited.

Overall good for an economy fare. IMO the movie selection could be improved. Great that you can now connect bluetooth headphones to the entertainment system.

For a four hour flight, I was disappointed that everything was for purchase except for coffee, tea, or water. The disembarking in Iceland was so inefficient and time-consuming. We landed and stopped in the middle of the tarmac, had to disembark in the rain, and then squeeze into a bus which took us to the airport. Crazy! How does that work in winter?

Paid for a Premium seat...minimal recline, no footrest. Maybe slightly wider than a cheap economy seat. Zero chance of getting any rest on this plane

Comfort of seats is not good. Like sitting on a rock for 6 hours. Also no in flight food and limited beverages unless you pay is not nice. Need flight to be dark during the “night” but attendants don’t ask for shades to be lowered..

Iceland airlines doesn't provide any meal on flight to and from New York, except water and soda. Airline over charge for checking in luggage. I'm really upset.

Everything about the flight check-in was smooth no line the plane is clean and bathroom

Excellent everywhere but Philly, the most rotten airport in the world.

Check in was not the greatest as had to talk to an agent to clarify things and then he transferred us to another agent who had difficulty processing my credit card as there was a system glitch and not a card error.

I was put into business class. Wow! My flight attendant was great! The food amazing’

The gate at London Gatwick had confusing signs for the different zones and the staff seemed harried because people didn't know when it was their turn to come to the desk. Plus, with there were too many carry-on bag travelers, myself included. The charge scheme for checking bags is frustrating. If you travel light, you want the freedom to leave as soon as you deplane. When you are forced to gate-check your bag simply because the flight is fully booked, you lose whatever time you'd hoped to save because you're still stuck waiting for your bag to come off the conveyor belt.

Not so good with their baggage handling as they damaged one of my check in luggage

All went well on the flight, not happy of course with having to pay for a seat and in hold luggage of £50

We never made it onto this flight due to BA's lackluster organisation.

The air hostess were good, cheerful, but I didn't like the boarding. My son and I initially bought our flight tickets, making sure it included 1 luggage and a carry on. Tickets were purchased for British airlines, but we were merged with American Airlines. At checking in our languages, we were told, we don't have luggage prepaid so we had to pay extra $125 each and almost £60 on our way back. I think that's unfair.

Economy seats are so small and compacted so close together that comfort is negatively affected, especially on long flights. However that is due to aircraft design, not anything the airline can do about it.

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