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Cheap flights from York to Chicago from £234

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 17/3. Fares are subject to change and may not be available on all flights or dates of travel.
MAN — CHI
8 Feb — 15 Feb1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from York to Chicago

Keep the following information in mind while searching for York to Chicago flight deals. Data was last updated 9 January 2026.

Round-trip from

£393

One-way from

£234

Popular in

July

Cheapest in

February

Average price

£498
Scandinavian Airlines
  • Scandinavian Airlines
  • 12/3-16/3
  • 4 total stops
  • 49h 35m total
  • York to Chicago
Search Deals
17/3
  • 17/3
  • 3 total stops
  • 44h 59m total
  • York to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (£80 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£12 potential savings vs. average return price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Find 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 9 January 2026.

Thu 12/313:55MAN - ORD
2 stops33h 00mScandinavian Airlines
Mon 16/320:20ORD - MAN
2 stops16h 35mScandinavian Airlines
Deal found 7/1£393
Mon 23/220:45MAN - ORD
2 stops50h 00mScandinavian Airlines
Thu 26/219:20ORD - MAN
2 stops34h 55mScandinavian Airlines
Deal found 8/1£394
Mon 26/110:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Mon 9/219:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 8/1£396
Thu 5/219:15MAN - ORD
1 stop27h 30mScandinavian Airlines
Wed 11/219:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 8/1£397
Sun 1/210:10MAN - ORD
1 stop12h 45mScandinavian Airlines
Sun 8/219:10ORD - MAN
1 stop32h 20mScandinavian Airlines
Deal found 7/1£398
Wed 4/210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Sun 8/219:10ORD - MAN
1 stop32h 20mScandinavian Airlines
Deal found 6/1£399
Fri 30/110:10MAN - ORD
1 stop12h 45mScandinavian Airlines
Sun 8/219:10ORD - MAN
1 stop17h 25mScandinavian Airlines
Deal found 8/1£402
Fri 6/220:55MAN - ORD
2 stops25h 50mScandinavian Airlines
Wed 11/219:20ORD - MAN
2 stops32h 10mScandinavian Airlines
Deal found 8/1£403
Fri 6/213:25MAN - MDW
1 stop14h 57mVirgin Atlantic
Wed 11/210:46MDW - MAN
1 stop15h 59mVirgin Atlantic
Deal found 7/1£491
Fri 20/213:25MAN - MDW
1 stop15h 06mVirgin Atlantic
Fri 27/212:45MDW - MAN
1 stop15h 45mVirgin Atlantic
Deal found 6/1£498
Wed 11/313:30MAN - MDW
1 stop14h 01mVirgin Atlantic
Wed 18/317:40MDW - MAN
1 stop11h 50mVirgin Atlantic
Deal found 6/1£503
Fri 13/213:25MAN - MDW
1 stop15h 06mVirgin Atlantic
Wed 18/210:49MDW - MAN
1 stop15h 56mVirgin Atlantic
Deal found 6/1£518

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 9 January 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

Wed 4/2

19:15-16:45

1 stop27h 30m

Chicago O'Hare Intl

Sun 8/2

19:10-09:30

1 stop32h 20m

£396

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 26/2

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

Sun 8/3

20:20-18:35

1 stop17h 15m

£397

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sat 28/2

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

Mon 9/3

20:20-18:35

1 stop17h 15m

£397

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 3/2

19:15-16:45

1 stop27h 30m

Chicago O'Hare Intl

Mon 9/2

19:20-09:30

1 stop32h 10m

£397

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sat 21/2

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

Sun 22/2

19:10-12:15

2 stops35h 05m

£400

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 13/3

10:10-17:55

1 stop12h 45m

Chicago O'Hare Intl

Mon 14/9

19:15-18:30

1 stop17h 15m

£411

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 30/1

10:10-16:55

1 stop12h 45m

Chicago O'Hare Intl

Mon 9/2

19:20-09:30

1 stop32h 10m

£414

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 1/2

10:10-16:55

1 stop12h 45m

Chicago O'Hare Intl

Mon 9/2

19:20-18:35

1 stop17h 15m

£414

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 13/2

20:55-16:45

2 stops25h 50m

Chicago O'Hare Intl

Fri 20/2

19:20-18:35

1 stop17h 15m

£415

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Sat 21/2

13:30-22:31

1 stop15h 01m

Chicago Midway

Sat 28/2

16:13-10:30

1 stop12h 17m

£491

Flights are sorted by cheapest return flights first.

Deals found on 8/1

Showing 1-10 of 38 results
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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 2 January 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 £38). Flying from York to Chicago in July is currently the most expensive (average of £594). 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.

How much does it cost for a return flight from York 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 9 January 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
678 reviews
Check prices

Entertainment

7.6

Boarding

7.7

Food

6.9

Overall

7.5

Comfort

7.3

Crew

8.2

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
678 reviews
Virgin Atlantic
7.5
Good
678 reviews
Check prices

Entertainment

7.6

Boarding

7.7

Food

6.9

Overall

7.5

Comfort

7.3

Crew

8.2

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
1,637 reviews
Virgin Atlantic
7.5
Good
678 reviews
Check prices

Entertainment

7.6

Boarding

7.7

Food

6.9

Overall

7.5

Comfort

7.3

Crew

8.2

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
1,429 reviews
Virgin Atlantic
7.5
Good
678 reviews
Check prices

Entertainment

7.6

Boarding

7.7

Food

6.9

Overall

7.5

Comfort

7.3

Crew

8.2

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
593 reviews
Virgin Atlantic
7.5
Good
678 reviews
Check prices

Entertainment

7.6

Boarding

7.7

Food

6.9

Overall

7.5

Comfort

7.3

Crew

8.2

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
7,659 reviews
Virgin Atlantic
7.5
Good
678 reviews
Check prices

Entertainment

7.6

Boarding

7.7

Food

6.9

Overall

7.5

Comfort

7.3

Crew

8.2

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, Virgin Atlantic, and Delta fly from York to Chicago in about 14h 01m. The time it takes to get you to your destination can typically vary by up to 13h 29m. 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?

    £317 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 £344 and £448, 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 £38). Flying from York to Chicago in July is currently the most expensive (average of £594). 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

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Alternative routes for York to Chicago

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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 9 January 2026.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest£371Average£442FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
IcelandairCheapest£412Average£540FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
British AirwaysCheapest£431Average£613FlexibilityNo cancel feeOn-time70%
Search British Airways flights
Aer LingusCheapest£448Average£705FlexibilityNo cancel feeOn-timeN/A
Search Aer Lingus flights
KLMCheapest£452Average£664FlexibilityNo cancel feeOn-time75%
Search KLM flights
FinnairCheapest£463Average£711FlexibilityNo cancel feeOn-time76%
Search Finnair flights
Virgin AtlanticCheapest£469Average£611FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights
LufthansaCheapest£471Average£617FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights
United AirlinesCheapest£497Average£627FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air FranceCheapest£499Average£671FlexibilityNo 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.

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