Cheap flights from York to Chicago from £215

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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
MAN — CHI
27 Dec — 3 Jan1
1 adult
1 adult, Economy, 0 bags

Cheapflights Tip: The best prices from York to Chicago are usually found in February or January, booked 59 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 27 November 2025.

Round-trip from

£428

One-way from

£215

Popular in

July

Cheapest in

February

Average price

£547
Scandinavian Airlines
  • Scandinavian Airlines
  • 13/2-18/2
  • 4 total stops
  • 60h 45m total
  • York to Chicago
2/3
  • 2/3
  • 3 total stops
  • 40h 03m total
  • York to Chicago
Highest demand for flights based on searches. 15% potential increase in price (£78 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (£11 potential savings vs. average return price).
Average for round-trip flights in November 2025

Find 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 27 November 2025.

Mon 15/1221:30MAN - ORD
2 stops25h 50mMultiple Airlines
Thu 8/118:30ORD - MAN
1 stop10h 15mMultiple Airlines
Deal found 26/11£434
Sun 7/1219:15MAN - ORD
1 stop27h 30mScandinavian Airlines
Wed 21/119:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 25/11£436
Wed 3/1213:55MAN - ORD
2 stops32h 50mScandinavian Airlines
Mon 8/1219:20ORD - MAN
2 stops34h 55mScandinavian Airlines
Deal found 26/11£450
Thu 25/1210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Wed 7/119:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 26/11£473
Mon 15/1221:30MAN - ORD
2 stops25h 50mMultiple Airlines
Fri 9/120:15ORD - MAN
1 stop14h 00mMultiple Airlines
Deal found 26/11£484
Sun 14/1208:25MAN - ORD
2 stops14h 55mMultiple Airlines
Wed 7/118:30ORD - MAN
1 stop10h 15mMultiple Airlines
Deal found 26/11£486
Tue 23/1207:35MAN - ORD
2 stops15h 45mMultiple Airlines
Tue 30/1218:30ORD - MAN
2 stops22h 05mMultiple Airlines
Deal found 25/11£489
Mon 15/1221:30MAN - ORD
2 stops25h 50mMultiple Airlines
Sat 10/118:30ORD - MAN
1 stop10h 15mMultiple Airlines
Deal found 26/11£491
Mon 15/1213:00MAN - MDW
2 stops26h 54mDelta
Wed 7/118:14MDW - MAN
2 stops15h 51mDelta
Deal found 24/11£736
Mon 15/1213:00MAN - MDW
2 stops29h 34mDelta
Thu 8/113:28MDW - MAN
2 stops20h 37mDelta
Deal found 26/11£738
Mon 15/1213:00MAN - MDW
2 stops25h 54mDelta
Tue 6/113:28MDW - MAN
2 stops17h 17mDelta
Deal found 24/11£740
Wed 24/1205:50MAN - MDW
2 stops17h 36mDelta
Wed 7/117:31MDW - MAN
1 stop10h 59mDelta
Deal found 24/11£742

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 27 November 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

Mon 15/12

21:30-17:20

2 stops25h 50m

Chicago O'Hare Intl

Thu 8/1

18:30-10:45

1 stop10h 15m

£434

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 5/2

12:55-16:45

2 stops33h 50m

Chicago O'Hare Intl

Tue 10/2

10:40-09:30

2 stops16h 50m

£467

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 21/1

16:50-22:42

3 stops35h 52m

Chicago O'Hare Intl

Fri 23/1

18:30-10:45

1 stop10h 15m

£467

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 25/12

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

Wed 7/1

19:20-18:35

1 stop17h 15m

£473

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 14/12

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

Wed 7/1

19:20-18:35

1 stop17h 15m

£501

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 14/12

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

Thu 8/1

19:20-18:35

1 stop17h 15m

£501

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 14/12

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

Fri 9/1

19:20-19:45

2 stops42h 25m

£505

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 14/12

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

Sat 10/1

19:20-18:35

1 stop17h 15m

£536

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Fri 13/2

13:25-22:42

1 stop15h 17m

Chicago Midway

Wed 18/2

10:53-08:45

1 stop15h 52m

£604

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Fri 13/2

13:25-22:42

1 stop15h 17m

Chicago Midway

Wed 18/2

09:34-08:45

2 stops17h 11m

£642

Flights are sorted by cheapest return flights first.

Deals found on 26/11

Showing 1-10 of 30 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 21 November 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 59 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 £39). Flying from York to Chicago in July is currently the most expensive (average of £606). 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 27 November 2025.

A simple way to save on the total cost of your ticket is to fly from York to Chicago in the afternoon. If you’re flexible enough to do this you can expect to save up to 27% on your trip compared to booking a flight at midday.

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 27 November 2025.
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.

Comfort

7.3

Crew

8.2

Overall

7.5

Food

6.9

Entertainment

7.5

Boarding

7.7

Reviews

1 / 20
6.0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!

Comfort

7.3

Crew

8.2

Overall

7.5

Food

6.9

Entertainment

7.5

Boarding

7.7

Reviews

1 / 20
6.0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!

Comfort

7.3

Crew

8.2

Overall

7.5

Food

6.9

Entertainment

7.5

Boarding

7.7

Reviews

1 / 20
6.0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!

Comfort

7.3

Crew

8.2

Overall

7.5

Food

6.9

Entertainment

7.5

Boarding

7.7

Reviews

1 / 20
6.0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!

Comfort

7.3

Crew

8.2

Overall

7.5

Food

6.9

Entertainment

7.5

Boarding

7.7

Reviews

1 / 20
6.0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!

Comfort

7.3

Crew

8.2

Overall

7.5

Food

6.9

Entertainment

7.5

Boarding

7.7

Reviews

1 / 20
6.0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!

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, Virgin Atlantic, and Delta fly from York to Chicago in about 15h 17m. The time it takes to get you to your destination can typically vary by up to 18h 33m. York and Chicago are separated by a distance of 3816 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.

  • 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 £39). Flying from York to Chicago in July is currently the most expensive (average of £606). 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

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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.

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 27 November 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest£375Average£452FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
TAP AIR PORTUGALCheapest£379Average£631FlexibilityNo cancel feeOn-timeN/A
Search TAP AIR PORTUGAL flights
IcelandairCheapest£419Average£540FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
British AirwaysCheapest£439Average£616FlexibilityNo cancel feeOn-time70%
Search British Airways flights
KLMCheapest£460Average£694FlexibilityNo cancel feeOn-time75%
Search KLM flights
Aer LingusCheapest£460Average£716FlexibilityNo cancel feeOn-timeN/A
Search Aer Lingus flights
FinnairCheapest£472Average£682FlexibilityNo cancel feeOn-time76%
Search Finnair flights
LufthansaCheapest£479Average£628FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights
Virgin AtlanticCheapest£489Average£624FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights
United AirlinesCheapest£506Average£639FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

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