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Cheap flights from York to Chicago from £266

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 17/5. Fares are subject to change and may not be available on all flights or dates of travel.
MAN — CHI
28 May — 4 Jun1
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 April 2026.

Thu 10/906:55
MAN
-
ORD
2 stops16h 55m
Multiple Airlines
Tue 15/919:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 26/4£507
Sat 5/907:45
MAN
-
ORD
2 stops16h 05m
Multiple Airlines
Sat 19/919:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 27/4£509
Tue 19/522:45
MAN
-
ORD
3 stops26h 55m
Multiple Airlines
Tue 2/609:55
ORD
-
MAN
3 stops28h 10m
Multiple Airlines
Deal found 24/4£520
Thu 17/906:55
MAN
-
ORD
2 stops16h 55m
Multiple Airlines
Tue 6/1015:45
ORD
-
MAN
1 stop9h 55m
Multiple Airlines
Deal found 27/4£526
Mon 2/1106:55
MAN
-
ORD
2 stops16h 25m
Multiple Airlines
Fri 6/1118:30
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 28/4£528
Thu 10/906:55
MAN
-
ORD
2 stops16h 55m
Multiple Airlines
Wed 16/921:00
ORD
-
MAN
1 stop10h 55m
Multiple Airlines
Deal found 26/4£534
Sat 5/907:45
MAN
-
ORD
2 stops16h 05m
Multiple Airlines
Sun 13/921:00
ORD
-
MAN
1 stop10h 55m
Multiple Airlines
Deal found 26/4£537
Tue 9/613:40
MAN
-
ORD
2 stops34h 35m
Multiple Airlines
Tue 16/622:25
ORD
-
MAN
3 stops31h 40m
Multiple Airlines
Deal found 24/4£537
Mon 2/1119:15
MAN
-
ORD
1 stop27h 30m
Scandinavian Airlines
Fri 6/1119:20
ORD
-
MAN
1 stop32h 10m
Scandinavian Airlines
Deal found 28/4£538
Mon 15/607:45
MAN
-
ORD
2 stops16h 30m
Multiple Airlines
Thu 17/919:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 26/4£539
Mon 15/607:45
MAN
-
ORD
2 stops16h 30m
Multiple Airlines
Sat 19/919:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 26/4£540
Wed 16/905:55
MAN
-
MDW
2 stops18h 36m
Delta
Wed 23/909:30
MDW
-
MAN
2 stops16h 45m
Delta
Deal found 24/4£728

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 April 2026.

Round-trip from

£505

One-way from

£266

Popular in

July

Cheapest in

February

Average price

£556
Icelandair
  • Icelandair
  • 10/9-19/9
  • 3 total stops
  • 27h 10m total
  • York to Chicago
Search Deals
17/5
  • 17/5
  • 2 total stops
  • 54h 15m 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. 3% potential price decrease (£13 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 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 April 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

Fri 28/8

20:25-21:36

2 stops31h 11m

Chicago O'Hare Intl

Sun 13/9

19:15-19:45

2 stops18h 30m

£669

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 16/9

13:05-18:15

1 stop11h 10m

Chicago O'Hare Intl

Wed 23/9

22:25-11:40

1 stop31h 15m

£670

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 21/5

09:35-16:10

1 stop12h 35m

Chicago O'Hare Intl

Sun 24/5

06:07-12:05

2 stops23h 58m

£696

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 22/5

20:25-16:10

2 stops25h 45m

Chicago O'Hare Intl

Fri 29/5

19:15-11:45

2 stops34h 30m

£721

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 16/9

05:55-18:31

2 stops18h 36m

Chicago Midway

Wed 23/9

09:30-08:15

2 stops16h 45m

£728

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 9/9

10:40-15:27

1 stop34h 47m

Chicago Midway

Wed 16/9

06:00-08:15

2 stops20h 15m

£730

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 9/9

10:40-21:46

1 stop17h 06m

Chicago Midway

Mon 14/9

06:00-08:15

2 stops20h 15m

£730
Fastest return journey

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 24/8

13:05-18:15

1 stop11h 10m

Chicago O'Hare Intl

Fri 20/11

18:30-10:45

1 stop10h 15m

£740

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 24/8

13:05-21:25

1 stop14h 20m

Chicago O'Hare Intl

Sat 21/11

18:30-10:45

1 stop10h 15m

£740

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 23/8

13:05-18:15

1 stop11h 10m

Chicago O'Hare Intl

Thu 19/11

18:30-10:45

1 stop10h 15m

£740

Flights are sorted by cheapest return flights first.

Deals found on 24/4

Showing 1-10 of 37 resultsSorted by cheapest first
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 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 April 2026.
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.
Scandinavian Airlines
7.4
Good
1,762 reviews
Check prices

Boarding

7.6

Food

6.7

Entertainment

6.7

Overall

7.4

Comfort

7.3

Crew

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

CPH - ORD

The flight was smooth for the most part. Please remove those extra pillows on the headrest of the chair. They make your neck hurt by pushing your head forward. We flew on two other planes that did not have that feature and the seats were very comfortable. The crew members were very nice, and the pizza twists were really good.
Scandinavian Airlines
7.4
Good
1,762 reviews
Scandinavian Airlines
7.4
Good
1,762 reviews
Check prices

Boarding

7.6

Food

6.7

Entertainment

6.7

Overall

7.4

Comfort

7.3

Crew

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

CPH - ORD

The flight was smooth for the most part. Please remove those extra pillows on the headrest of the chair. They make your neck hurt by pushing your head forward. We flew on two other planes that did not have that feature and the seats were very comfortable. The crew members were very nice, and the pizza twists were really good.
Virgin Atlantic
7.4
Good
688 reviews
Scandinavian Airlines
7.4
Good
1,762 reviews
Check prices

Boarding

7.6

Food

6.7

Entertainment

6.7

Overall

7.4

Comfort

7.3

Crew

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

CPH - ORD

The flight was smooth for the most part. Please remove those extra pillows on the headrest of the chair. They make your neck hurt by pushing your head forward. We flew on two other planes that did not have that feature and the seats were very comfortable. The crew members were very nice, and the pizza twists were really good.
Aer Lingus
7.3
Good
1,536 reviews
Scandinavian Airlines
7.4
Good
1,762 reviews
Check prices

Boarding

7.6

Food

6.7

Entertainment

6.7

Overall

7.4

Comfort

7.3

Crew

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

CPH - ORD

The flight was smooth for the most part. Please remove those extra pillows on the headrest of the chair. They make your neck hurt by pushing your head forward. We flew on two other planes that did not have that feature and the seats were very comfortable. The crew members were very nice, and the pizza twists were really good.
Icelandair
7.0
Good
646 reviews
Scandinavian Airlines
7.4
Good
1,762 reviews
Check prices

Boarding

7.6

Food

6.7

Entertainment

6.7

Overall

7.4

Comfort

7.3

Crew

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

CPH - ORD

The flight was smooth for the most part. Please remove those extra pillows on the headrest of the chair. They make your neck hurt by pushing your head forward. We flew on two other planes that did not have that feature and the seats were very comfortable. The crew members were very nice, and the pizza twists were really good.
British Airways
6.7
Okay
7,929 reviews
Scandinavian Airlines
7.4
Good
1,762 reviews
Check prices

Boarding

7.6

Food

6.7

Entertainment

6.7

Overall

7.4

Comfort

7.3

Crew

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

CPH - ORD

The flight was smooth for the most part. Please remove those extra pillows on the headrest of the chair. They make your neck hurt by pushing your head forward. We flew on two other planes that did not have that feature and the seats were very comfortable. The crew members were very nice, and the pizza twists were really good.

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, Icelandair, and Delta fly from York to Chicago in about 11h 10m. The time it takes to get you to your destination can typically vary by up to 20h 01m. 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 April 2026.
AirlineCheapestAverageFlexibilityOn-time
RyanairCheapest£37Average£48FlexibilityNo cancel feeOn-timeN/A
Search Ryanair flights
Scandinavian AirlinesCheapest£376Average£470FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
IcelandairCheapest£408Average£565FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
KLMCheapest£450Average£682FlexibilityNo cancel feeOn-time75%
Search KLM flights
Aer LingusCheapest£460Average£692FlexibilityNo cancel feeOn-timeN/A
Search Aer Lingus flights
FinnairCheapest£461Average£800FlexibilityNo cancel feeOn-time76%
Search Finnair flights
British AirwaysCheapest£467Average£632FlexibilityNo cancel feeOn-time70%
Search British Airways flights
LufthansaCheapest£478Average£702FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights
Virgin AtlanticCheapest£494Average£622FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights
United AirlinesCheapest£498Average£648FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

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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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