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Cheap flights from York to Chicago from £305

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 31/8. Fares are subject to change and may not be available on all flights or dates of travel.
MAN — CHI
28 Jul — 4 Aug1
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 28 June 2026.

Wed 7/1013:05
MAN
-
ORD
1 stop14h 20m
Icelandair
Wed 14/1019:25
ORD
-
MAN
1 stop10h 15m
Icelandair
Deal found 27/6£477
Thu 29/1008:00
MAN
-
ORD
2 stops15h 20m
Multiple Airlines
Thu 12/1118:30
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 26/6£488
Thu 20/806:00
MAN
-
ORD
2 stops16h 57m
Multiple Airlines
Mon 31/819:25
ORD
-
MAN
2 stops20h 55m
Multiple Airlines
Deal found 27/6£492
Tue 18/807:30
MAN
-
ORD
2 stops18h 22m
Multiple Airlines
Mon 31/819:25
ORD
-
MAN
2 stops20h 55m
Multiple Airlines
Deal found 26/6£494
Tue 18/807:30
MAN
-
ORD
2 stops18h 22m
Multiple Airlines
Sat 29/819:25
ORD
-
MAN
2 stops20h 35m
Multiple Airlines
Deal found 27/6£498
Tue 8/913:50
MAN
-
ORD
2 stops34h 00m
Multiple Airlines
Sun 13/919:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 26/6£500
Mon 9/1107:45
MAN
-
ORD
2 stops15h 35m
Multiple Airlines
Mon 16/1118:30
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 27/6£510
Mon 9/1107:45
MAN
-
ORD
2 stops15h 35m
Multiple Airlines
Sun 15/1118:30
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 27/6£510
Thu 20/813:00
MAN
-
MDW
1 stop15h 36m
Virgin Atlantic
Thu 3/912:46
MDW
-
MAN
1 stop14h 04m
Virgin Atlantic
Deal found 23/6£515
Sun 4/1012:35
MAN
-
ORD
2 stops35h 15m
Multiple Airlines
Sun 25/1019:30
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 25/6£518
Mon 9/1110:10
MAN
-
ORD
1 stop12h 35m
Scandinavian Airlines
Sun 15/1119:15
ORD
-
MAN
1 stop17h 20m
Scandinavian Airlines
Deal found 27/6£523
Tue 11/805:55
MAN
-
MDW
2 stops18h 38m
Virgin Atlantic
Fri 21/809:24
MDW
-
MAN
2 stops17h 26m
Virgin Atlantic
Deal found 24/6£565

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 28 June 2026.

Round-trip from

£477

One-way from

£305

Popular in

July

Cheapest in

February

Average price

£673
Icelandair
  • Icelandair
  • 7/10-14/10
  • 2 total stops
  • 24h 35m total
  • York to Chicago
Search Deals
31/8
  • 31/8
  • 3 total stops
  • 40h 35m total
  • York to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (£86 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (£15 potential savings vs. average return price).
Search Deals
Average for round-trip flights in June 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 28 June 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

Tue 10/11

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

Sun 15/11

19:15-18:35

1 stop17h 20m

£548

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 12/11

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

Mon 16/11

19:15-12:15

2 stops35h 00m

£551

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

£566

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 4/9

19:10-16:10

1 stop27h 00m

Chicago O'Hare Intl

Mon 7/9

19:15-18:30

1 stop17h 15m

£586

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 3/9

09:35-16:10

1 stop12h 35m

Chicago O'Hare Intl

Wed 9/9

19:15-18:30

1 stop17h 15m

£618

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 15/9

11:40-19:15

1 stop13h 35m

Chicago O'Hare Intl

Wed 30/9

19:05-15:30

1 stop14h 25m

£625

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 7/9

10:35-18:15

1 stop13h 40m

Chicago O'Hare Intl

Mon 14/9

16:05-17:10

1 stop19h 05m

£637

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 3/9

09:35-16:10

1 stop12h 35m

Chicago O'Hare Intl

Sun 6/9

19:15-18:30

1 stop17h 15m

£648

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 31/8

19:10-16:10

1 stop27h 00m

Chicago O'Hare Intl

Sat 5/9

19:15-18:50

1 stop17h 35m

£681
Fastest return journey

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 5/10

08:00-13:50

1 stop11h 50m

Chicago O'Hare Intl

Mon 12/10

16:45-13:10

2 stops14h 25m

£721

Flights are sorted by cheapest return flights first.

Deals found on 25/6

Showing 1-10 of 37 resultsSorted by cheapest first
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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 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 28 June 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
690 reviews
Check prices

Comfort

7.3

Food

6.9

Boarding

7.7

Entertainment

7.5

Overall

7.5

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
690 reviews
Virgin Atlantic
7.5
Good
690 reviews
Check prices

Comfort

7.3

Food

6.9

Boarding

7.7

Entertainment

7.5

Overall

7.5

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
1,856 reviews
Virgin Atlantic
7.5
Good
690 reviews
Check prices

Comfort

7.3

Food

6.9

Boarding

7.7

Entertainment

7.5

Overall

7.5

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
1,628 reviews
Virgin Atlantic
7.5
Good
690 reviews
Check prices

Comfort

7.3

Food

6.9

Boarding

7.7

Entertainment

7.5

Overall

7.5

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
692 reviews
Virgin Atlantic
7.5
Good
690 reviews
Check prices

Comfort

7.3

Food

6.9

Boarding

7.7

Entertainment

7.5

Overall

7.5

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
8,076 reviews
Virgin Atlantic
7.5
Good
690 reviews
Check prices

Comfort

7.3

Food

6.9

Boarding

7.7

Entertainment

7.5

Overall

7.5

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 and Delta fly from York to Chicago in about 12h 35m. The time it takes to get you to your destination can typically vary by up to 4h 29m. 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 28 June 2026.
AirlineCheapestAverageFlexibilityOn-time
RyanairCheapest£36Average£60FlexibilityNo cancel feeOn-timeN/A
Search Ryanair flights
Turkish AirlinesCheapest£354Average£668FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
Scandinavian AirlinesCheapest£385Average£493FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
IcelandairCheapest£437Average£598FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
KLMCheapest£455Average£686FlexibilityNo cancel feeOn-time75%
Search KLM flights
Aer LingusCheapest£470Average£707FlexibilityNo cancel feeOn-timeN/A
Search Aer Lingus flights
British AirwaysCheapest£483Average£667FlexibilityNo cancel feeOn-time70%
Search British Airways flights
United AirlinesCheapest£509Average£663FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Virgin AtlanticCheapest£512Average£713FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights
LufthansaCheapest£529Average£741FlexibilityNo cancel feeOn-time76%
Search Lufthansa 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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