Cheap flights from York to Chicago from £243

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 22/10. Fares are subject to change and may not be available on all flights or dates of travel.
MAN — CHI
3 Sep — 10 Sep1
1 adult

Cheapflights Tip: The best prices from York to Chicago are usually found in February or January, booked 77 days in advance, depart on a Wednesday or Tuesday and return on a Tuesday

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 29 August 2025.

Round-trip from

£459

One-way from

£243

Popular in

July

Cheapest in

February

Average price

£697
Icelandair
  • Icelandair
  • 24/9-7/10
  • 2 total stops
  • 24h 50m total
  • York to Chicago
22/10
  • 22/10
  • 2 total stops
  • 24h 45m total
  • York to Chicago
Highest demand for flights based on searches. 15% potential increase in price (£79 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (£11 potential savings vs. average return price).
Average for round-trip flights in August 2025

Find flight deals from York to Chicago

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 29 August 2025.

Wed 24/912:40MAN - ORD
1 stop14h 35mIcelandair
Tue 7/1019:25ORD - MAN
1 stop10h 15mIcelandair
Deal found 27/8£459
Wed 10/913:05MAN - ORD
1 stop14h 10mIcelandair
Wed 24/922:15ORD - MAN
1 stop31h 25mIcelandair
Deal found 28/8£463
Wed 1/1012:40MAN - ORD
1 stop11h 35mIcelandair
Sun 5/1019:25ORD - MAN
1 stop10h 15mIcelandair
Deal found 28/8£472
Wed 17/913:05MAN - ORD
1 stop11h 10mIcelandair
Mon 6/1019:25ORD - MAN
1 stop10h 15mIcelandair
Deal found 27/8£475
Wed 19/1111:55MAN - ORD
1 stop11h 25mIcelandair
Tue 2/1218:30ORD - MAN
1 stop10h 15mIcelandair
Deal found 26/8£484
Mon 17/1111:55MAN - ORD
1 stop11h 25mIcelandair
Tue 2/1218:30ORD - MAN
1 stop10h 15mIcelandair
Deal found 26/8£486
Fri 24/1019:10MAN - ORD
1 stop27h 00mScandinavian Airlines
Wed 29/1023:10ORD - MAN
1 stop14h 25mScandinavian Airlines
Deal found 27/8£489
Sun 12/1012:40MAN - ORD
1 stop14h 35mIcelandair
Wed 15/1019:25ORD - MAN
1 stop10h 15mIcelandair
Deal found 27/8£491
Wed 1/1009:20MAN - ORD
1 stop11h 30mBritish Airways
Wed 15/1021:15ORD - MAN
1 stop12h 20mBritish Airways
Deal found 27/8£494
Sat 11/1010:55MAN - ORD
2 stops33h 15mMultiple Airlines
Sat 18/1017:10ORD - MAN
2 stops20h 20mMultiple Airlines
Deal found 27/8£494
Wed 1/1014:00MAN - ORD
2 stops28h 41mFinnair
Mon 6/1022:35ORD - MAN
1 stop13h 10mFinnair
Deal found 28/8£496
Wed 1/1011:55MAN - MDW
1 stop15h 41mVirgin Atlantic
Mon 6/1013:08MDW - MAN
2 stops15h 12mVirgin Atlantic
Deal found 28/8£513

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 29 August 2025.
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 10/9

13:05-21:15

1 stop14h 10m

Chicago O'Hare Intl

Wed 24/9

22:15-11:40

1 stop31h 25m

£463

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 1/10

12:40-18:15

1 stop11h 35m

Chicago O'Hare Intl

Sun 5/10

19:25-11:40

1 stop10h 15m

£472

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 17/9

13:05-18:15

1 stop11h 10m

Chicago O'Hare Intl

Thu 2/10

19:25-11:40

1 stop10h 15m

£475

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 17/9

13:05-18:15

1 stop11h 10m

Chicago O'Hare Intl

Mon 6/10

19:25-11:40

1 stop10h 15m

£475

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 24/9

12:40-18:15

1 stop11h 35m

Chicago O'Hare Intl

Mon 6/10

19:25-11:40

1 stop10h 15m

£475

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 19/11

11:55-17:20

1 stop11h 25m

Chicago O'Hare Intl

Tue 9/12

18:30-10:45

1 stop10h 15m

£486

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 18/11

11:55-17:20

1 stop11h 25m

Chicago O'Hare Intl

Tue 9/12

18:30-10:45

1 stop10h 15m

£486

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 17/11

11:55-17:20

1 stop11h 25m

Chicago O'Hare Intl

Tue 9/12

18:30-10:45

1 stop10h 15m

£486

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 17/11

11:55-17:20

1 stop11h 25m

Chicago O'Hare Intl

Tue 2/12

18:30-10:45

1 stop10h 15m

£486

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 22/10

12:40-18:15

1 stop11h 35m

Chicago O'Hare Intl

Sun 26/10

19:30-10:45

1 stop10h 15m

£491

Flights are sorted by cheapest return flights first.

Deals found on 28/8

Showing 1-10 of 28 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 22 August 2025.

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 77 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 £595). Flying from York to Chicago in July is currently the most expensive (average of £843). 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.

What is the cheapest time of day to fly from Y0R to CHI?

Find hourly flight availability from York to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 29 August 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from York to Chicago as you normally would.

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 29 August 2025.
Read through reviews of airlines operating flights from York to Chicago, such as Scandinavian Airlines, Virgin Atlantic, andAer Lingus. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Boarding

7.6

Comfort

7.3

Crew

8.0

Food

6.7

Entertainment

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Kent,Aug 2025

CPH - SEA

When I got to Copenhagen, my two suitcases were missing from Monday 1030. I got them back Friday after five in the afternoon. My flight from Copenhagen to Seattle did not make the connection from Seattle to Honolulu

Boarding

7.6

Comfort

7.3

Crew

8.0

Food

6.7

Entertainment

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Kent,Aug 2025

CPH - SEA

When I got to Copenhagen, my two suitcases were missing from Monday 1030. I got them back Friday after five in the afternoon. My flight from Copenhagen to Seattle did not make the connection from Seattle to Honolulu

Boarding

7.6

Comfort

7.3

Crew

8.0

Food

6.7

Entertainment

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Kent,Aug 2025

CPH - SEA

When I got to Copenhagen, my two suitcases were missing from Monday 1030. I got them back Friday after five in the afternoon. My flight from Copenhagen to Seattle did not make the connection from Seattle to Honolulu

Boarding

7.6

Comfort

7.3

Crew

8.0

Food

6.7

Entertainment

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Kent,Aug 2025

CPH - SEA

When I got to Copenhagen, my two suitcases were missing from Monday 1030. I got them back Friday after five in the afternoon. My flight from Copenhagen to Seattle did not make the connection from Seattle to Honolulu

Boarding

7.6

Comfort

7.3

Crew

8.0

Food

6.7

Entertainment

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Kent,Aug 2025

CPH - SEA

When I got to Copenhagen, my two suitcases were missing from Monday 1030. I got them back Friday after five in the afternoon. My flight from Copenhagen to Seattle did not make the connection from Seattle to Honolulu

Boarding

7.6

Comfort

7.3

Crew

8.0

Food

6.7

Entertainment

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Kent,Aug 2025

CPH - SEA

When I got to Copenhagen, my two suitcases were missing from Monday 1030. I got them back Friday after five in the afternoon. My flight from Copenhagen to Seattle did not make the connection from Seattle to Honolulu

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 Icelandair, Virgin Atlantic, and Delta fly from York to Chicago in about 14h 10m. The time it takes to get you to your destination can typically vary by up to 1h 31m. York and Chicago are separated by a distance of 3812 mi. This flight may include one or multiple stops.

  • 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 £595). Flying from York to Chicago in July is currently the most expensive (average of £843). 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

See prices for flight routes from nearby airports that may be better suited for you.

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 29 August 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest£356Average£447FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
IcelandairCheapest£389Average£531FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
British AirwaysCheapest£429Average£602FlexibilityNo cancel feeOn-time70%
Search British Airways flights
Aer LingusCheapest£429Average£680FlexibilityNo cancel feeOn-timeN/A
Search Aer Lingus flights
KLMCheapest£450Average£588FlexibilityNo cancel feeOn-time75%
Search KLM flights
FinnairCheapest£461Average£640FlexibilityNo cancel feeOn-time76%
Search Finnair flights
LufthansaCheapest£468Average£614FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights
Virgin AtlanticCheapest£474Average£597FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights
United AirlinesCheapest£495Average£613FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air FranceCheapest£497Average£668FlexibilityNo cancel feeOn-time77%
Search Air France flights

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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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