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Cheap flights from York to Chicago from £203

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 18/4. Fares are subject to change and may not be available on all flights or dates of travel.
MAN — CHI
24 Mar — 31 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from York to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from York to Chicago
Explore the most affordable flight options available from York to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 22 February 2026.

Wed 2/915:25
MAN
-
ORD
3 stops32h 25m
Multiple Airlines
Wed 30/919:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 21/2£432
Fri 17/419:10
MAN
-
ORD
1 stop27h 00m
Scandinavian Airlines
Fri 24/419:15
ORD
-
MAN
1 stop17h 15m
Scandinavian Airlines
Deal found 22/2£432
Sat 18/409:35
MAN
-
ORD
1 stop12h 35m
Scandinavian Airlines
Sat 25/419:15
ORD
-
MAN
1 stop17h 35m
Scandinavian Airlines
Deal found 22/2£435
Wed 15/421:10
MAN
-
ORD
2 stops49h 00m
Scandinavian Airlines
Wed 29/419:15
ORD
-
MAN
2 stops56h 45m
Scandinavian Airlines
Deal found 22/2£435
Tue 31/319:45
MAN
-
ORD
2 stops34h 37m
Multiple Airlines
Sun 19/419:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 22/2£438
Sun 26/420:35
MAN
-
ORD
2 stops23h 50m
Multiple Airlines
Wed 29/419:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 22/2£441
Mon 20/409:35
MAN
-
ORD
1 stop12h 35m
Scandinavian Airlines
Mon 27/419:15
ORD
-
MAN
2 stops17h 55m
Scandinavian Airlines
Deal found 22/2£443
Sun 18/1012:25
MAN
-
ORD
2 stops33h 45m
Scandinavian Airlines
Mon 26/1020:20
ORD
-
MAN
1 stop32h 10m
Scandinavian Airlines
Deal found 18/2£444
Thu 15/1021:10
MAN
-
ORD
2 stops25h 00m
Scandinavian Airlines
Tue 20/1019:15
ORD
-
MAN
1 stop31h 40m
Scandinavian Airlines
Deal found 19/2£449
Mon 20/407:15
MAN
-
ORD
2 stops16h 35m
Multiple Airlines
Sat 25/419:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 22/2£452
Tue 21/405:55
MAN
-
MDW
2 stops18h 03m
Delta
Mon 27/413:24
MDW
-
MAN
2 stops12h 51m
Delta
Deal found 22/2£631
Wed 2/905:55
MAN
-
MDW
2 stops18h 36m
Delta
Wed 9/917:59
MDW
-
MAN
2 stops14h 01m
Delta
Deal found 19/2£636

Find flight deals from York to Chicago

Keep the following information in mind while searching for York to Chicago flight deals. Data was last updated 22 February 2026.

Round-trip from

£432

One-way from

£203

Popular in

July

Cheapest in

February

Average price

£481
Scandinavian Airlines
  • Scandinavian Airlines
  • 17/4-24/4
  • 2 total stops
  • 44h 15m total
  • York to Chicago
Search Deals
18/4
  • 18/4
  • 2 total stops
  • 59h 25m total
  • York to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (£76 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£11 potential savings vs. average return price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from York 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 22 February 2026.
Use the filters below to find and compare flights from York to Chicago that are best for you.

Fly from

York

Fly to

Chicago

Route

Depart

Return

Price

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 21/4

19:10-16:10

1 stop27h 00m

Chicago O'Hare Intl

Mon 27/4

19:15-18:30

1 stop17h 15m

£452

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sat 18/4

09:35-16:10

1 stop12h 35m

Chicago O'Hare Intl

Mon 27/4

19:15-08:55

1 stop31h 40m

£452

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 29/5

19:10-16:10

1 stop27h 00m

Chicago O'Hare Intl

Wed 10/6

07:00-08:55

2 stops19h 55m

£552

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 29/5

12:45-16:10

2 stops33h 25m

Chicago O'Hare Intl

Tue 9/6

07:00-08:55

2 stops19h 55m

£555

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 26/5

19:50-16:10

2 stops26h 20m

Chicago O'Hare Intl

Wed 10/6

07:00-08:55

2 stops19h 55m

£558

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 28/5

21:10-16:10

2 stops25h 00m

Chicago O'Hare Intl

Thu 11/6

07:30-12:05

2 stops22h 35m

£573

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 29/5

12:45-16:10

2 stops33h 25m

Chicago O'Hare Intl

Thu 11/6

07:30-12:05

2 stops22h 35m

£573

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 26/5

19:50-16:10

2 stops26h 20m

Chicago O'Hare Intl

Thu 11/6

07:30-12:05

2 stops22h 35m

£575

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sat 23/5

10:40-16:10

2 stops35h 30m

Chicago O'Hare Intl

Wed 10/6

07:00-08:55

2 stops19h 55m

£583

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 10/6

08:10-18:15

2 stops16h 05m

Chicago O'Hare Intl

Wed 1/7

16:30-13:10

2 stops14h 40m

£596

Flights are sorted by cheapest return flights first.

Deals found on 18/2

Showing 1-10 of 39 results
1
2
3
4

Best time to book a flight from York to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from York 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 York to Chicago

How far ahead should I book a flight from York to Chicago?

Use this chart to determine the optimal time to book a return flight from York to Chicago. Price data was last updated on 20 February 2026.

The price you pay for your flight from York to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 59 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from York to Chicago?

Currently, January is the cheapest month in which you can book a flight from York to Chicago (average of £68). Flying from York to Chicago in July is currently the most expensive (average of £593). 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.

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 22 February 2026.
Read through reviews of airlines operating flights from York to Chicago, such as Virgin Atlantic, Scandinavian Airlines, andAer Lingus. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Virgin Atlantic
7.5
Good
679 reviews
Check prices

Overall

7.5

Entertainment

7.6

Comfort

7.3

Food

6.9

Crew

8.2

Boarding

7.7

Reviews

1 / 20
6.0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!
Virgin Atlantic
7.5
Good
679 reviews
Virgin Atlantic
7.5
Good
679 reviews
Check prices

Overall

7.5

Entertainment

7.6

Comfort

7.3

Food

6.9

Crew

8.2

Boarding

7.7

Reviews

1 / 20
6.0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!
Scandinavian Airlines
7.3
Good
1,696 reviews
Virgin Atlantic
7.5
Good
679 reviews
Check prices

Overall

7.5

Entertainment

7.6

Comfort

7.3

Food

6.9

Crew

8.2

Boarding

7.7

Reviews

1 / 20
6.0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!
Aer Lingus
7.2
Good
1,460 reviews
Virgin Atlantic
7.5
Good
679 reviews
Check prices

Overall

7.5

Entertainment

7.6

Comfort

7.3

Food

6.9

Crew

8.2

Boarding

7.7

Reviews

1 / 20
6.0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!
Icelandair
7.1
Good
617 reviews
Virgin Atlantic
7.5
Good
679 reviews
Check prices

Overall

7.5

Entertainment

7.6

Comfort

7.3

Food

6.9

Crew

8.2

Boarding

7.7

Reviews

1 / 20
6.0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!
British Airways
6.7
Okay
7,757 reviews
Virgin Atlantic
7.5
Good
679 reviews
Check prices

Overall

7.5

Entertainment

7.6

Comfort

7.3

Food

6.9

Crew

8.2

Boarding

7.7

Reviews

1 / 20
6.0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!

Related info for your journey

Find useful and relevant information for your journey from York 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 York to Chicago?

    Airlines like Scandinavian Airlines, Delta, and Virgin Atlantic fly from York to Chicago in about 18h 03m. The time it takes to get you to your destination can typically vary by up to 8h 57m. York and Chicago are separated by a distance of 3816 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from York to Chicago one-way?

    £316 is the cheapest one-way deal found within the past few days, from Scandinavian Airlines. You may also be able to find cheap deals on Icelandair and Aer Lingus, with prices starting from £394 and £474, respectively.

  • Can I find deals for flights from York to Chicago that include hotel bookings?

    Yes. In addition to deals on York to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from York to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from York to Chicago.

  • Can I find deals for business class flights from York to Chicago?

    Yes. Cheapflights offers flight deals from York 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 York to Chicago?

    Currently, January is the cheapest month in which you can book a flight from York to Chicago (average of £68). Flying from York to Chicago in July is currently the most expensive (average of £593). 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 York to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 10 airlines flying from York to Chicago

Discover the top 10 airlines that operate flights from York 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 22 February 2026.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest£377Average£472FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
IcelandairCheapest£409Average£545FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
KLMCheapest£451Average£675FlexibilityNo cancel feeOn-time75%
Search KLM flights
FinnairCheapest£462Average£801FlexibilityNo cancel feeOn-time76%
Search Finnair flights
British AirwaysCheapest£465Average£613FlexibilityNo cancel feeOn-time70%
Search British Airways flights
LufthansaCheapest£469Average£615FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights
Aer LingusCheapest£480Average£693FlexibilityNo cancel feeOn-timeN/A
Search Aer Lingus flights
Virgin AtlanticCheapest£484Average£611FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights
United AirlinesCheapest£496Average£626FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air FranceCheapest£498Average£669FlexibilityNo cancel feeOn-time77%
Search Air France 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 York to Chicago?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from York to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from York to Chicago?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from York to Chicago for you. Better yet — we are completely free to use.

Can Cheapflights find flights from York to Chicago with no change fees?

Certainly. Search results for flights to Chicago from York shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from York to Chicago become cheaper?

Not ready to book yet? You can track prices for flights from York to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

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