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Cheap flights from York to Chicago from £231

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 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
MAN — CHI
29 Apr — 6 May1
1 adult

Cheapflights Tip: The best prices from York to Chicago are usually found in February or January, booked 70 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 24 April 2025.

Round-trip from

£487

One-way from

£298

Popular in

July

Cheapest in

February

Average price

£558
British Airways
  • British Airways
  • 29/4-6/5
  • 2 total stops
  • 23h 40m total
  • York to Chicago
Search Deals
7/7
  • 7/7
  • 2 total stops
  • 30h 10m total
  • York to Chicago
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (£67 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (£9 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 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 24 April 2025.

Sun 12/1020:45MAN - ORD
2 stops25h 25mScandinavian Airlines
Mon 20/1019:15ORD - MAN
1 stop32h 15mScandinavian Airlines
Deal found 21/4£486
Tue 29/407:00MAN - ORD
1 stop12h 50mBritish Airways
Tue 6/516:55ORD - MAN
1 stop10h 50mBritish Airways
Deal found 22/4£487
Wed 10/916:05MAN - ORD
1 stop25h 45mMultiple Airlines
Wed 24/922:35ORD - MAN
1 stop11h 00mMultiple Airlines
Deal found 23/4£490
Thu 8/505:55MAN - ORD
1 stop14h 15mVirgin Atlantic
Thu 15/516:20ORD - MAN
1 stop12h 00mVirgin Atlantic
Deal found 23/4£513
Fri 12/912:35MAN - MDW
1 stop15h 09mVirgin Atlantic
Sat 20/918:50MDW - MAN
1 stop31h 45mVirgin Atlantic
Deal found 22/4£517
Mon 1/907:00MAN - ORD
2 stops19h 17mFinnair
Wed 24/920:40ORD - MAN
1 stop10h 30mFinnair
Deal found 22/4£518
Wed 14/509:20MAN - ORD
1 stop13h 40mIberia
Wed 21/516:55ORD - MAN
1 stop16h 40mIberia
Deal found 23/4£523
Thu 18/906:05MAN - ORD
2 stops14h 45mUnited Airlines
Wed 24/916:00ORD - MAN
1 stop12h 40mUnited Airlines
Deal found 23/4£524
Wed 15/1011:00MAN - ORD
1 stop31h 35mTAP AIR PORTUGAL
Wed 22/1018:00ORD - MAN
1 stop17h 05mTAP AIR PORTUGAL
Deal found 21/4£538
Thu 18/906:05MAN - ORD
2 stops14h 45mAir Canada
Tue 23/910:40ORD - MAN
2 stops17h 45mAir Canada
Deal found 23/4£542
Thu 18/905:55MAN - MDW
2 stops21h 49mMultiple Airlines
Mon 22/913:00MDW - MAN
2 stops13h 20mMultiple Airlines
Deal found 23/4£548
Mon 5/505:55MAN - ORD
2 stops18h 26mDelta
Mon 12/515:33ORD - MAN
2 stops15h 52mDelta
Deal found 21/4£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 24 April 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

Sun 12/10

20:45-16:10

2 stops25h 25m

Chicago O'Hare Intl

Mon 20/10

19:15-09:30

1 stop32h 15m

£486

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 10/9

16:05-11:50

1 stop25h 45m

Chicago O'Hare Intl

Wed 24/9

22:35-15:35

1 stop11h 00m

£490

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 6/5

08:40-13:50

1 stop11h 10m

Chicago O'Hare Intl

Tue 13/5

19:10-13:10

1 stop12h 00m

£495

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 8/5

05:55-14:10

1 stop14h 15m

Chicago O'Hare Intl

Thu 15/5

16:20-10:20

1 stop12h 00m

£513

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Fri 12/9

12:35-21:44

1 stop15h 09m

Chicago Midway

Sat 20/9

18:50-08:35

1 stop31h 45m

£517

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 1/9

07:00-20:17

2 stops19h 17m

Chicago O'Hare Intl

Wed 24/9

20:40-13:10

1 stop10h 30m

£518

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 14/5

09:20-17:00

1 stop13h 40m

Chicago O'Hare Intl

Wed 21/5

16:55-15:35

1 stop16h 40m

£523

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 18/9

06:05-14:50

2 stops14h 45m

Chicago O'Hare Intl

Wed 24/9

16:00-10:40

1 stop12h 40m

£524

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 15/10

11:00-12:35

1 stop31h 35m

Chicago O'Hare Intl

Wed 22/10

18:00-17:05

1 stop17h 05m

£538

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 18/9

06:05-14:50

2 stops14h 45m

Chicago O'Hare Intl

Tue 23/9

10:40-10:25

2 stops17h 45m

£542

Flights are sorted by cheapest return flights first.

Deals found on 22/4

Showing 1-10 of 32 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 18 April 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 40 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 24 April 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.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 24 April 2025.
Get a feel of what it's like to fly with Delta, KLM and Austrian Airlines from York to Chicago by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very Good
7,920 reviews
Check prices

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very Good
7,920 reviews
Delta
8.0
Very Good
7,920 reviews
Check prices

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
KLM
7.8
Good
1,333 reviews
Delta
8.0
Very Good
7,920 reviews
Check prices

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Austrian Airlines
7.6
Good
780 reviews
Delta
8.0
Very Good
7,920 reviews
Check prices

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
SWISS
7.5
Good
1,582 reviews
Delta
8.0
Very Good
7,920 reviews
Check prices

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Air France
7.4
Good
1,442 reviews
Delta
8.0
Very Good
7,920 reviews
Check prices

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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?

    £561 is the cheapest one-way deal found within the past few days, from Aer Lingus. You may also be able to find cheap deals on Icelandair and TAP AIR PORTUGAL, with prices starting from £578 and £705, 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 8 airlines flying from York to Chicago

Discover the top 8 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 24 April 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest£362Average£472FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
IcelandairCheapest£372Average£523FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
Aer LingusCheapest£425Average£640FlexibilityNo cancel feeOn-timeN/A
Search Aer Lingus flights
British AirwaysCheapest£436Average£616FlexibilityNo cancel feeOn-time70%
Search British Airways flights
KLMCheapest£445Average£641FlexibilityNo cancel feeOn-time75%
Search KLM flights
Virgin AtlanticCheapest£482Average£602FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights
FinnairCheapest£493Average£619FlexibilityNo cancel feeOn-time76%
Search Finnair flights
LufthansaCheapest£499Average£707FlexibilityNo 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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