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Cheap flights from York to Chicago from £214

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 30/9. Fares are subject to change and may not be available on all flights or dates of travel.
MAN — CHI
16 Jul — 23 Jul1
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 11 July 2025.

Round-trip from

£478

One-way from

£214

Popular in

July

Cheapest in

February

Average price

£706
23/9-29/9
  • 23/9-29/9
  • 5 total stops
  • 70h 40m total
  • York to Chicago
Search Deals
30/9
  • 30/9
  • 3 total stops
  • 55h 18m total
  • York to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (£73 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£10 potential savings vs. average return price).
Search Deals
Average for round-trip flights in July 2025
Search Deals

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 11 July 2025.

Tue 23/909:00MAN - ORD
2 stops35h 40mMultiple Airlines
Mon 29/917:10ORD - MAN
3 stops35h 00mMultiple Airlines
Deal found 10/7£478
Tue 30/910:10MAN - ORD
1 stop12h 00mScandinavian Airlines
Sun 12/1019:15ORD - MAN
2 stops18h 30mScandinavian Airlines
Deal found 10/7£480
Mon 1/1211:55MAN - ORD
1 stop11h 25mIcelandair
Tue 9/1218:30ORD - MAN
1 stop10h 15mIcelandair
Deal found 9/7£487
Wed 27/811:00MAN - ORD
1 stop31h 50mTAP AIR PORTUGAL
Mon 1/918:10ORD - MAN
1 stop17h 00mTAP AIR PORTUGAL
Deal found 10/7£509
Mon 15/908:00MAN - ORD
1 stop11h 50mAmerican Airlines
Wed 8/1020:35ORD - MAN
1 stop10h 35mAmerican Airlines
Deal found 9/7£523
Sun 14/919:50MAN - ORD
1 stop22h 00mBritish Airways
Mon 13/1021:15ORD - MAN
1 stop11h 55mBritish Airways
Deal found 10/7£525
Mon 25/812:35MAN - MDW
1 stop15h 09mVirgin Atlantic
Mon 6/1013:05MDW - MAN
1 stop13h 30mVirgin Atlantic
Deal found 11/7£525
Sat 22/1106:10MAN - ORD
2 stops14h 45mAir Canada
Wed 26/1112:50ORD - MAN
2 stops15h 30mAir Canada
Deal found 10/7£530
Thu 18/911:50MAN - ORD
1 stop13h 39mUnited Airlines
Wed 8/1012:55ORD - MAN
2 stops15h 45mUnited Airlines
Deal found 10/7£534
Tue 26/813:00MAN - ORD
2 stops15h 37mVirgin Atlantic
Wed 10/914:00ORD - MAN
2 stops14h 20mVirgin Atlantic
Deal found 9/7£536
Mon 1/905:55MAN - MDW
2 stops18h 42mDelta
Wed 24/918:15MDW - MAN
2 stops13h 10mDelta
Deal found 10/7£549

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 11 July 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

Tue 23/9

09:00-14:40

2 stops35h 40m

Chicago O'Hare Intl

Mon 29/9

17:10-10:10

3 stops35h 00m

£478

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 30/9

10:10-16:10

1 stop12h 00m

Chicago O'Hare Intl

Sun 12/10

19:15-19:45

2 stops18h 30m

£480

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 1/12

11:55-17:20

1 stop11h 25m

Chicago O'Hare Intl

Tue 9/12

18:30-10:45

1 stop10h 15m

£487

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 27/8

11:00-12:50

1 stop31h 50m

Chicago O'Hare Intl

Mon 1/9

18:10-17:10

1 stop17h 00m

£509

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 15/9

08:55-14:50

1 stop11h 55m

Chicago O'Hare Intl

Wed 15/10

17:45-09:50

1 stop10h 05m

£523

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 14/9

19:50-11:50

1 stop22h 00m

Chicago O'Hare Intl

Mon 13/10

21:15-15:10

1 stop11h 55m

£525

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 25/8

12:35-21:44

1 stop15h 09m

Chicago Midway

Mon 6/10

13:05-08:35

1 stop13h 30m

£525

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sat 22/11

06:10-14:55

2 stops14h 45m

Chicago O'Hare Intl

Wed 26/11

12:50-10:20

2 stops15h 30m

£530

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 18/9

11:50-19:29

1 stop13h 39m

Chicago O'Hare Intl

Wed 8/10

12:55-10:40

2 stops15h 45m

£534

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 26/8

13:00-22:37

2 stops15h 37m

Chicago O'Hare Intl

Wed 10/9

14:00-10:20

2 stops14h 20m

£536

Flights are sorted by cheapest return flights first.

Deals found on 10/7

Showing 1-10 of 21 results
1
2
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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 27 June 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 11 July 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.

What is the cheapest day to fly from York to Chicago?

Use this chart to determine the cheapest time to fly return from York to Chicago. Price data was last updated on 16 December 2024.

Travellers seeking maximum savings on their York to Chicago flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 11 July 2025.
Read through reviews of airlines operating flights from York to Chicago, such as Delta, KLM, andAir Transat. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very Good
7,951 reviews
Check prices

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Delta
8.0
Very Good
7,951 reviews
Delta
8.0
Very Good
7,951 reviews
Check prices

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
KLM
7.8
Good
1,372 reviews
Delta
8.0
Very Good
7,951 reviews
Check prices

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Air Transat
7.8
Good
412 reviews
Delta
8.0
Very Good
7,951 reviews
Check prices

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Air France
7.5
Good
1,467 reviews
Delta
8.0
Very Good
7,951 reviews
Check prices

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
United Airlines
7.4
Good
8,848 reviews
Delta
8.0
Very Good
7,951 reviews
Check prices

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.

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.

  • What are the cheapest airlines to fly from York to Chicago one-way?

    £450 is the cheapest one-way deal found within the past few days, from TAP AIR PORTUGAL. You may also be able to find cheap deals on Aer Lingus and Air Transat, with prices starting from £537 and £620, 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 £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

Browse thousands of different options on Cheapflights for your next trip

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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 11 July 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest£361Average£454FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
IcelandairCheapest£362Average£519FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
Aer LingusCheapest£409Average£657FlexibilityNo cancel feeOn-timeN/A
Search Aer Lingus flights
British AirwaysCheapest£426Average£597FlexibilityNo cancel feeOn-time70%
Search British Airways flights
KLMCheapest£447Average£572FlexibilityNo cancel feeOn-time75%
Search KLM flights
FinnairCheapest£458Average£642FlexibilityNo cancel feeOn-time76%
Search Finnair flights
Virgin AtlanticCheapest£464Average£586FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights
LufthansaCheapest£466Average£611FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights
United AirlinesCheapest£489Average£613FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air FranceCheapest£494Average£749FlexibilityNo cancel feeOn-time77%
Search Air France flights

Fly with Cheapflights

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How does Cheapflights help users find flights from York to Chicago?

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Why should you use Cheapflights to find cheap flight tickets from York to Chicago?

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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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