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Cheap flights from York to Chicago from £258

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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
MAN — CHI
28 Jun — 5 Jul1
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 29 May 2026.

Thu 9/706:00
MAN
-
ORD
2 stops19h 52m
Multiple Airlines
Sat 25/722:25
ORD
-
MAN
1 stop31h 15m
Multiple Airlines
Deal found 26/5£490
Thu 10/906:55
MAN
-
ORD
2 stops16h 55m
Multiple Airlines
Tue 22/919:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 27/5£490
Thu 24/906:55
MAN
-
ORD
2 stops16h 55m
Multiple Airlines
Sun 11/1019:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 28/5£500
Wed 8/722:25
MAN
-
ORD
2 stops24h 32m
Multiple Airlines
Wed 15/722:25
ORD
-
MAN
1 stop31h 15m
Multiple Airlines
Deal found 28/5£502
Thu 1/1006:55
MAN
-
ORD
2 stops16h 55m
Multiple Airlines
Mon 2/1118:30
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 27/5£509
Sat 5/907:45
MAN
-
ORD
2 stops16h 05m
Multiple Airlines
Sat 19/919:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 28/5£512
Mon 23/1110:10
MAN
-
ORD
1 stop12h 35m
Scandinavian Airlines
Tue 1/1219:15
ORD
-
MAN
1 stop17h 20m
Scandinavian Airlines
Deal found 24/5£515
Wed 7/1009:35
MAN
-
ORD
1 stop12h 35m
Scandinavian Airlines
Wed 14/1019:15
ORD
-
MAN
2 stops19h 15m
Scandinavian Airlines
Deal found 25/5£518
Thu 24/906:55
MAN
-
ORD
2 stops16h 55m
Multiple Airlines
Wed 7/1015:45
ORD
-
MAN
1 stop9h 55m
Multiple Airlines
Deal found 28/5£524
Mon 5/1009:35
MAN
-
ORD
1 stop12h 35m
Scandinavian Airlines
Sun 18/1019:15
ORD
-
MAN
1 stop17h 15m
Scandinavian Airlines
Deal found 25/5£525
Mon 15/616:05
MAN
-
MDW
2 stops47h 30m
Multiple Airlines
Mon 29/615:20
MDW
-
MAN
1 stop14h 20m
Multiple Airlines
Deal found 25/5£672
Mon 22/616:45
MAN
-
MDW
2 stops46h 55m
Multiple Airlines
Mon 29/615:20
MDW
-
MAN
1 stop14h 20m
Multiple Airlines
Deal found 25/5£689

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 29 May 2026.

Round-trip from

£490

One-way from

£258

Popular in

July

Cheapest in

February

Average price

£601
Icelandair
  • Icelandair
  • 9/7-25/7
  • 3 total stops
  • 51h 07m total
  • York to Chicago
Search Deals
9/9
  • 9/9
  • 2 total stops
  • 31h 50m total
  • York to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (£79 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£13 potential savings vs. average return price).
Search Deals
Average for round-trip flights in May 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 29 May 2026.
Use the filters below to find and compare flights from York to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 19/11

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

Mon 23/11

19:15-18:35

1 stop17h 20m

£540
Fastest return journey

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 15/11

12:05-18:25

1 stop12h 20m

Chicago O'Hare Intl

Sun 22/11

15:55-08:40

1 stop10h 45m

£540

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 5/10

20:25-16:10

2 stops25h 45m

Chicago O'Hare Intl

Sun 18/10

19:15-19:45

2 stops18h 30m

£587

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 27/9

09:35-16:10

1 stop12h 35m

Chicago O'Hare Intl

Thu 8/10

19:15-08:55

1 stop31h 40m

£634

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 21/8

19:10-16:10

1 stop27h 00m

Chicago O'Hare Intl

Sat 29/8

19:15-08:55

1 stop31h 40m

£677

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 8/6

12:45-16:10

2 stops33h 25m

Chicago O'Hare Intl

Mon 24/8

19:15-19:45

2 stops18h 30m

£686

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 16/9

10:40-22:25

1 stop17h 45m

Chicago Midway

Wed 23/9

13:00-07:15

1 stop12h 15m

£731

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 19/11

06:10-14:55

2 stops14h 45m

Chicago O'Hare Intl

Mon 23/11

16:00-08:40

1 stop10h 40m

£743

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 17/6

09:35-16:10

1 stop12h 35m

Chicago O'Hare Intl

Fri 26/6

19:15-18:30

1 stop17h 15m

£750

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Thu 19/11

13:30-21:45

1 stop14h 15m

Chicago Midway

Mon 23/11

13:00-12:45

2 stops17h 45m

£751

Flights are sorted by cheapest return flights first.

Deals found on 29/5

Showing 1-10 of 29 resultsSorted by cheapest first
1
2
3

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 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 29 May 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
689 reviews
Check prices

Overall

7.5

Entertainment

7.5

Boarding

7.7

Comfort

7.3

Food

6.9

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Edwin,May 2026

LHR - LAX

First time flying with Virgin. It was everything I hoped it would be.
Virgin Atlantic
7.5
Good
689 reviews
Virgin Atlantic
7.5
Good
689 reviews
Check prices

Overall

7.5

Entertainment

7.5

Boarding

7.7

Comfort

7.3

Food

6.9

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Edwin,May 2026

LHR - LAX

First time flying with Virgin. It was everything I hoped it would be.
Scandinavian Airlines
7.4
Good
1,801 reviews
Virgin Atlantic
7.5
Good
689 reviews
Check prices

Overall

7.5

Entertainment

7.5

Boarding

7.7

Comfort

7.3

Food

6.9

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Edwin,May 2026

LHR - LAX

First time flying with Virgin. It was everything I hoped it would be.
Aer Lingus
7.3
Good
1,589 reviews
Virgin Atlantic
7.5
Good
689 reviews
Check prices

Overall

7.5

Entertainment

7.5

Boarding

7.7

Comfort

7.3

Food

6.9

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Edwin,May 2026

LHR - LAX

First time flying with Virgin. It was everything I hoped it would be.
Icelandair
7.0
Good
661 reviews
Virgin Atlantic
7.5
Good
689 reviews
Check prices

Overall

7.5

Entertainment

7.5

Boarding

7.7

Comfort

7.3

Food

6.9

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Edwin,May 2026

LHR - LAX

First time flying with Virgin. It was everything I hoped it would be.
British Airways
6.7
Okay
8,010 reviews
Virgin Atlantic
7.5
Good
689 reviews
Check prices

Overall

7.5

Entertainment

7.5

Boarding

7.7

Comfort

7.3

Food

6.9

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Edwin,May 2026

LHR - LAX

First time flying with Virgin. It was everything I hoped it would be.

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, Aer Lingus, and Delta fly from York to Chicago in about 12h 20m. The time it takes to get you to your destination can typically vary by up to 5h 25m. 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.

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.
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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 29 May 2026.
AirlineCheapestAverageFlexibilityOn-time
RyanairCheapest£37Average£59FlexibilityNo cancel feeOn-timeN/A
Search Ryanair flights
Turkish AirlinesCheapest£348Average£658FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
Scandinavian AirlinesCheapest£379Average£465FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
IcelandairCheapest£407Average£574FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
FinnairCheapest£438Average£628FlexibilityNo cancel feeOn-time76%
Search Finnair flights
KLMCheapest£448Average£669FlexibilityNo cancel feeOn-time75%
Search KLM flights
Aer LingusCheapest£463Average£695FlexibilityNo cancel feeOn-timeN/A
Search Aer Lingus flights
British AirwaysCheapest£475Average£648FlexibilityNo cancel feeOn-time70%
Search British Airways flights
LufthansaCheapest£487Average£728FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights
Virgin AtlanticCheapest£493Average£646FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic 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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