£267 Find Cheap Flights from York to Chicago – Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from York to Chicago departing on 25/8. 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, 0 bags

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Everything you should know

Cheapest return fare
£506
Typical prices: £497-£641
Multiple Airlines
Tue 8/9Wed 2/12
MAN - ORD • 3 stops
Cheapest one-way flight
£267
Multiple Airlines
Tue 25/8
MAN - MDW • 3 stops
Direct flights
Every day
You can fly direct with ANA, Aer Lingus, and others. Average duration is 0
Direct flights
Direct flights
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Direct flights
Direct flights
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Flight Deals
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Flight Deals

Cheap Flights from York to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from York 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 York to Chicago

Tue, 8 Sep - Wed, 2 Dec
Multiple Airlines Logo
22:45 - 20:12
MAN
-
ORD
27h 27m
3 stops
Multiple Airlines Logo
07:05 - 10:20
ORD
-
MAN
21h 15m
2 stops
£506Multiple Airlines
Wed, 16 Sep - Sat, 10 Oct
Icelandair Logo
13:05 - 18:15
MAN
-
ORD
11h 10m
1 stop
Icelandair Logo
19:25 - 11:40
ORD
-
MAN
10h 15m
1 stop
£507Icelandair
Thu, 10 Sep - Thu, 17 Sep
Multiple Airlines Logo
14:25 - 16:10
MAN
-
ORD
31h 45m
3 stops
Multiple Airlines Logo
19:15 - 21:55
ORD
-
MAN
20h 40m
2 stops
£509Multiple Airlines
Wed, 16 Sep - Fri, 9 Oct
Icelandair Logo
13:05 - 18:15
MAN
-
ORD
11h 10m
1 stop
Icelandair Logo
19:25 - 11:40
ORD
-
MAN
10h 15m
1 stop
£511Icelandair
Sat, 31 Oct - Thu, 5 Nov
Lufthansa Logo
10:30 - 12:57
MAN
-
ORD
31h 27m
1 stop
Lufthansa Logo
21:50 - 16:55
ORD
-
MAN
13h 05m
1 stop
£513Lufthansa
Thu, 12 Nov - Fri, 27 Nov
Aer Lingus Logo
08:05 - 18:25
MAN
-
ORD
16h 20m
1 stop
Aer Lingus Logo
20:10 - 15:40
ORD
-
MAN
13h 30m
1 stop
£521Aer Lingus
Tue, 20 Oct - Thu, 5 Nov
Aer Lingus Logo
11:40 - 19:15
MAN
-
ORD
13h 35m
1 stop
Aer Lingus Logo
15:55 - 08:40
ORD
-
MAN
10h 45m
1 stop
£530Aer Lingus
Thu, 12 Nov - Fri, 27 Nov
Scandinavian Airlines Logo
12:55 - 16:45
MAN
-
ORD
33h 50m
2 stops
Scandinavian Airlines Logo
19:15 - 08:40
ORD
-
MAN
31h 25m
2 stops
£542Scandinavian Airlines
Tue, 8 Sep - Tue, 15 Sep
Scandinavian Airlines Logo
19:10 - 16:10
MAN
-
ORD
27h 00m
1 stop
Scandinavian Airlines Logo
19:15 - 18:30
ORD
-
MAN
17h 15m
1 stop
£545Scandinavian Airlines
Wed, 16 Sep - Wed, 23 Sep
Lufthansa Logo
11:25 - 19:55
MAN
-
ORD
14h 30m
1 stop
Lufthansa Logo
22:30 - 23:00
ORD
-
MAN
18h 30m
1 stop
£705Lufthansa
Useful Info

Good to know - Cheap tickets from York to Chicago

Low season

January

Cheapest flight

£267
Best time to beat the crowds (3% less expensive on average)
Most popular time to fly and prices are also 8% lower on average.
Flight from Manchester to Chicago Midway Airport

When to book flights from York to Chicago

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

FAQs for booking flights from York to Chicago

  • How does KAYAK find such low prices on flights from York 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 York to Chicago.

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

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

  • What is the Hacker Fare option on flights from York 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 York with another airline.

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

 
Need help choosing which airline to fly with from York to Chicago? 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.
7.5
Virgin AtlanticOverall score based on 694 reviews
7.7Boarding
8.1Crew
6.9Food
7.5Entertainment
7.3Comfort
Airline reviews

Lounge was top notch h with great variety of food and drinks. Cabin crew were great. Smooth flight.

10.0 ExcellentLye Sim, Jun 2026
LHR - JFK
Read more Virgin Atlantic reviews

Lounge was top notch h with great variety of food and drinks. Cabin crew were great. Smooth flight.

My seat 3G did not go down fully and the buttons were not working properly

Food was the worst I’ve had on a VA flight. Normally it’s a lot better

The staff was not very polite but the flight was very very nice and comfortable and the entertainment was great

Security area in terminal 3 needs to be made much nicer. Less claustrophobic and use of glass and big ceilings wouldhelp

accomodating check in staff, friendly flight crew ( a crew member was speaking tactlessly and was overfamiliar with passengers

Seats need to be updated. Allowance needs to be made for dinner service at an alternative time

The crew should demonstrate flexibility by moving a screaming infant to its own seat with 1 parent

If I could fly Virgin Atlantic airlines to every place, I need to go, I would. Leaving Heathrow through the special virgin air entrance, security is completely white glove service. I love this airline. From ticketing agents to flight staff everyone tries to make it a wonderful & happy flight experience. I wish other airlines copied the positive culture of Virgin Airlines.

Premium was very comfortable. Food was delicious. I had specific diet requirement and Virgin Atlantic ensured it was provided. Onboard crew was very friendly and caring. Extremely smooth journey. I wonder how upper class experience would be. Perhaps one day, I will try upper class.

My daughter always gets sick when we order the gluten free meal option. Internet didn’t work as advertised.

The flight was very cold, and the seats were rather uncomfortable. The food has been better on our other SAS experiences. Most significantly, the luggage with most of my wife's personal items and clothes didn't make the flight. Hoping for a quick resolution, but no real opportunity to speak with a Human has us concerned.

It was so hot on the plane. No air jets above the seats

Online check in of SAS is very poor. Even the kiosks at London had system problems. Either it would print boarding tickets or luggage tags. Many other customers had problems . SAS staff was good and helped.

Please see my comments for the flight from Chicago to Copenhagen

We were sitting in SAS plus. Super friendly, service that went above and beyond on a Full Flight too! Meals were deliscious and trays were cleared promptly. Generous drinks offered throughout the flight. Would like to suggest better movies on offer to watch.... In all genres and maybe more cooking shows? There was only 1, Nadia's Everyday Baking... Thank you

When we arrived in Bergen and opened our suitcases, we were shocked! We checked 2 of 3 suitcases and the contents of these 2 suitcases was completely wet!!! It was raining in Oslo and Bergen, but not a hard rain. It seems that someone had gone through our suitcases. There was even sand in the suitcase such that everything had to be laundered when we got to Bergen! We had plastic bags in our suitcases and they had been opened and the interiors of the bags were wet!!! Our valuables were all in our carry-on so nothing was actually stolen. What happened here was unacceptable! There is someone working for Scandinavian Airlines who is not honest and really messed things up for us. Not so sure I would fly SAS again… Marna Skaar

This was my first time flying SAS and used them for 4 flights. The crews, flight and communication was outstanding. I flew premium economy and was extremely impressed by their SAS lounges. I will 100% ise SAS again. Everyone was so pleasant!

Flight was delayed slightly but was very smooth. It was a short flight but comfortable.

little entertainment choices. Seat/bed too firm an no sleeping mat

Small plane. Tight seating . What can one say except that it was fast!

The flights are literally always delayed arriving, boarding and taking off so they are always late for the connection. I planned ahead so I was okay but many others aren't. The food was terrible. The staff was very pleasant. I appreciate boarding back to front.

All aspects were excellent - it helped that the flight was only 2/3 full and I had no one sitting in my row. The Pre-check (US Passport Control and Customs) in Dublin made everything so easy when we arrived in Chicago.

Very nice experience. Flight had good entertainment system and good food options. Customer service was very friendly and nice as well.

The same as I stated prior. We incurred extra costs that should be reimbursed, given we were not communicated with about schedule changes.

My flight from Dublin was delayed two hours which ment that I missed my connecting flight to Phoenix. American Airlines provided a hotel room and rebooked my flight for 7:30 AM the next day. I didn't get to the room until 11 pm and I had to be at the airport the next day by 5 AM. The airlines did their best but the schedule was challenging for an 81 year old.

I was pleasantly surprised and enjoyed the services of the airline since flying is not my favorite thing. My goal was to be with my brother's family in Manchester after his death. All staff was helpful, the food appreciated since I selected an overnight flight. Every aspect of the experience was comforting. I plan to return to Manchester in order to attend my brother's funeral in October and hope that I am able to find a reasonable priced flight. Thank you

Very good except for the boarding process which was more hectic than it should have been

I like Aer Lingus so that is why I’m writing this critique so they can become better. The boarding gate was too small to board properly. Our seats were toward the back of the plane knowing we would be boarding after business class, we moved to that area after business class boarded. An Aer Lingus employee told us we couldn’t stand there. We explained we were the next group to board and wouldn’t even be able to hear when our boarding was called. She didn’t care and was not very professional. The cabin was freezing. I wouldn’t feed my dog the food. We were over an hour late coming into chicago because of weather which can’t be avoided. I asked the crew if they could make an annoucement for before whose final destination is chicago to wait and allow the people with connecting to deplane first. He said there are a lot of people with connecting flights. He said, it doesn’t matter. Well, yes it does. He could have been more considerate of his passengers.

Very pleasant staff, there was some turbulence but the captain was very apologetic and gave notice where possible.

1. No food on a 8 hr flight is a travesty! The fare was not that low. 2. The entertainment was pretty bad and you had to buy headphones!!! 3. Only 2 toilets for the whole Economy section!!

At least one soda free, felt like I was nickeled to death.

If there was a disclaimer regarding food service or lack thereof, l missed it. If l had known l would have prepared better. Same with transferring at Reykjavik. No information about disembarking via stairs into rain, slush and puddles deep enough to swallow a foot. After being treated to haute cuisine restaurants and warm inviting environment during the flight, the airport is, let’s be kind, disappointing. Plane was comfortable, Airbus, staff were welcoming enough. I would likely try the route again. Maybe have a night and day in Iceland. Maybe not.

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..

For an economy lite experience, it's by far the best I've had. New planes, clean, great destinations. Very happy to have discovered Iceland Air.

Smooth efficient airline. Think they should have their own bag drop as the queue took 30mins to bmscan and drop

Good. Lacking overhead bin space. No food offered but you can order online or in flight and pay for snacks.

did internet check in but still had to get checked in at the counter and this was not the first time. Bummer!

We had to be bussed to the plane. And it was raining. Not a pleasant experience.

Paying $75 for my bag is disgusting. Got off ground late so I missed my connections. Kept us waiting for passengers in the cold. Will not use them again.

I will never want to book with these people. They are arrogant and rude. Food was really really bad, crew was even worst

Check-in experience, for business call please provide a premium experience

Everything. Employees offered to help me because I had to use a cane.

Unfortunately, my flight was cancelled because of some sort of emergency over the Atlantic and had to return to London. While I think British Airways made every effort to mitigate the situation, I must say it was still pretty unpleasant. I do appreciate the fact, however, that British Airways put my safety first…and I think the effort to correct a bad situation was very sincere. But I think the process might be handled better in future.

The seat pads are past there sell by date now and are uncomfotable. Also, with screens in the back of the seat, the seats shouldnt be able to recline as this puts rhe screen in your face.

As I have said it sucked, the ticket counter to have to find and pay for another airline to get home. Now I understand this happened over the weekend but they should have someone there to talk to us instead of throwing the regular crew under the bus.

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

This flight from London to Chicago was actually on an AA airline. I did book through BA but the flight was AA. Great flight, hectic in Chicago, I wouldn't choose to fly through Chicago again, but that's not the airlines fault. The flight itself was great.

Seats were way too small. I got claustrophobic waiting for trash from meal to be taken away. I couldn't move to even close my tray until trash was taken.

The whole experience was very disappointing. Drinks could have been served and offered more frequently. The seats were reasonable but considering I paid for premium economy, I felt cheated. I flew premium economy with Japanese Airlines ANA 5 years ago and their service was by far, superior. We had access to the club lounge, better seats and excellent service. Out of 10, I would rate the experience as 4. Everything felt cheap and the Airbus aircraft are far better and more comfortable

Everything you need to know for your flight from York to Chicago

Cabin class types available on flights to York

Cabin classes available on flights to York. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.