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
Return
1 adult
Economy
Return
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.
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
Best flights from York to Chicago
Discover carefully curated flight deals from York to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 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
Thu 5/212:55MAN - ORD
2 stops33h 50mScandinavian Airlines
Tue 10/210:40ORD - MAN
2 stops16h 50mScandinavian Airlines
Deal found 25/11£467
Fri 13/213:25MAN - MDW
1 stop15h 17mVirgin Atlantic
Wed 18/210:53MDW - MAN
1 stop15h 52mVirgin Atlantic
Deal found 26/11£604
Fri 13/213:25MAN - MDW
1 stop15h 17mDelta
Wed 18/209:34MDW - MAN
2 stops17h 11mDelta
Deal found 24/11£642
Wed 21/116:50MAN - ORD
3 stops35h 52mMultiple Airlines
Fri 23/118:30ORD - MAN
1 stop10h 15mMultiple Airlines
Deal found 26/11£467
Thu 25/1210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Wed 7/119:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 26/11£473
Sun 14/1210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Wed 7/119:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 26/11£501
Sun 14/1210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Thu 8/119:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 26/11£501
Wed 4/213:00MAN - MDW
2 stops29h 46mDelta
Sun 8/213:26MDW - MAN
2 stops17h 19mDelta
Deal found 23/11£644
Wed 4/213:30MAN - MDW
1 stop14h 52mVirgin Atlantic
Sun 8/213:26MDW - MAN
2 stops26h 34mVirgin Atlantic
Deal found 25/11£646
Sun 14/1210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Fri 9/119:20ORD - MAN
2 stops42h 25mScandinavian Airlines
Deal found 26/11£505
Fri 16/113:25MAN - MDW
1 stop14h 42mVirgin Atlantic
Sun 25/113:26MDW - MAN
2 stops14h 44mVirgin Atlantic
Deal found 25/11£649
Sun 14/1210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Sat 10/119:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 25/11£536
Fri 24/411:00MAN - MDW
1 stop16h 45mVirgin Atlantic
Fri 1/513:00MDW - MAN
2 stops27h 20mVirgin Atlantic
Deal found 25/11£655
Last-minute flights from York to Chicago
Discover last-minute flight deals from York to Chicago. Data last updated 27 November 2025 and is based on user searches.
Wed 3/1213:55MAN - ORD
2 stops32h 50mScandinavian Airlines
Mon 8/1219:20ORD - MAN
2 stops34h 55mScandinavian Airlines
Deal found 26/11£450
Sun 7/1219:15MAN - ORD
1 stop27h 30mScandinavian Airlines
Wed 21/119:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 25/11£436
Sun 14/1208:25MAN - ORD
2 stops14h 55mMultiple Airlines
Wed 7/118:30ORD - MAN
1 stop10h 15mMultiple Airlines
Deal found 26/11£486
Mon 15/1221:30MAN - ORD
2 stops25h 50mMultiple Airlines
Wed 7/118:30ORD - MAN
1 stop10h 15mMultiple Airlines
Deal found 26/11£434
Mon 15/1221:30MAN - ORD
2 stops25h 50mMultiple Airlines
Fri 9/120:15ORD - MAN
1 stop14h 00mMultiple Airlines
Deal found 26/11£484
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
Tue 23/1207:35MAN - ORD
2 stops15h 45mMultiple Airlines
Tue 30/1218:30ORD - MAN
2 stops22h 05mMultiple Airlines
Deal found 25/11£489
Wed 24/1205:50MAN - MDW
2 stops17h 36mDelta
Wed 7/117:31MDW - MAN
1 stop10h 59mDelta
Deal found 24/11£742
Thu 25/1210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Wed 7/119:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 26/11£473
One-way flights from York to Chicago
Search for one-way flight options from York to Chicago. Find affordable one-way fares based on user searches. Data last updated 27 November 2025.
Mon 2/307:25MAN - ORD
3 stops40h 03mMultiple Airlines
Deal found 26/11£215
Sat 31/112:30MAN - ORD
3 stops40h 16mMultiple Airlines
Deal found 25/11£219
Thu 29/112:30MAN - ORD
3 stops40h 16mMultiple Airlines
Deal found 24/11£245
Thu 15/112:30MAN - MDW
3 stops39h 49mMultiple Airlines
Deal found 25/11£246
Thu 15/112:30MAN - ORD
3 stops40h 14mMultiple Airlines
Deal found 25/11£246
Sun 1/206:30MAN - ORD
2 stops31h 39mMultiple Airlines
Deal found 25/11£252
Sun 1/219:55MAN - MDW
3 stops46h 10mMultiple Airlines
Deal found 25/11£253
Mon 18/515:30MAN - ORD
2 stops32h 20mMultiple Airlines
Deal found 26/11£271
Wed 10/1208:15MAN - ORD
2 stops15h 05mMultiple Airlines
Deal found 26/11£289
Sat 6/1212:30MAN - ORD
2 stops32h 15mMultiple Airlines
Deal found 26/11£296
Wed 10/1206:25MAN - MDW
3 stops36h 36mMultiple Airlines
Deal found 26/11£345
Sun 26/422:25MAN - MDW
3 stops44h 42mMultiple Airlines
Deal found 25/11£378
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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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 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.
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!
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!
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!
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!
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!
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.
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 27 November 2025.
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.
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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