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 14/1. Fares are subject to change and may not be available on all flights or dates of travel.
MAN — CHI
3 Jan — 10 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
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 4 December 2025.
Tue 9/1212:55MAN - ORD
2 stops57h 50mScandinavian Airlines
Wed 14/119:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 1/12£430
Tue 9/1212:55MAN - ORD
2 stops57h 50mScandinavian Airlines
Fri 16/119:20ORD - MAN
2 stops35h 25mScandinavian Airlines
Deal found 1/12£433
Thu 11/1207:40MAN - ORD
2 stops15h 40mMultiple Airlines
Mon 15/1218:30ORD - MAN
2 stops13h 35mMultiple Airlines
Deal found 3/12£435
Thu 11/1210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Mon 19/119:20ORD - MAN
2 stops34h 55mScandinavian Airlines
Deal found 1/12£460
Tue 9/1212:55MAN - ORD
2 stops57h 50mScandinavian Airlines
Mon 19/119:20ORD - MAN
2 stops34h 55mScandinavian Airlines
Deal found 1/12£462
Sat 13/1221:20MAN - ORD
2 stops23h 25mMultiple Airlines
Tue 13/118:30ORD - MAN
1 stop10h 15mMultiple Airlines
Deal found 1/12£464
Wed 10/1210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Wed 14/119:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 1/12£472
Wed 10/1219:15MAN - ORD
1 stop27h 30mScandinavian Airlines
Tue 13/107:05ORD - MAN
2 stops29h 30mScandinavian Airlines
Deal found 1/12£477
Tue 9/1212:55MAN - ORD
2 stops57h 50mScandinavian Airlines
Tue 13/111:00ORD - MAN
2 stops25h 35mScandinavian Airlines
Deal found 1/12£479
Thu 11/1212:55MAN - ORD
2 stops33h 50mScandinavian Airlines
Fri 16/119:20ORD - MAN
2 stops31h 20mScandinavian Airlines
Deal found 1/12£482
Wed 3/1219:15MAN - ORD
1 stop27h 30mScandinavian Airlines
Mon 8/1219:20ORD - MAN
2 stops34h 55mScandinavian Airlines
Deal found 2/12£485
Sun 14/1210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Sun 18/119:10ORD - MAN
1 stop32h 20mScandinavian Airlines
Deal found 1/12£491
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 4 December 2025.
Sat 14/220:15MAN - ORD
2 stops26h 40mScandinavian Airlines
Sat 21/219:20ORD - MAN
2 stops34h 55mScandinavian Airlines
Deal found 1/12£433
Wed 18/311:55MAN - ORD
2 stops16h 38mMultiple Airlines
Tue 7/419:25ORD - MAN
1 stop10h 15mMultiple Airlines
Deal found 3/12£500
Tue 28/413:05MAN - ORD
1 stop11h 10mIcelandair
Sun 3/519:25ORD - MAN
1 stop10h 15mIcelandair
Deal found 2/12£509
Tue 27/113:30MAN - MDW
1 stop14h 52mVirgin Atlantic
Wed 4/313:28MDW - MAN
2 stops20h 37mVirgin Atlantic
Deal found 3/12£588
Tue 27/105:50MAN - MDW
2 stops18h 05mDelta
Wed 4/313:28MDW - MAN
2 stops14h 42mDelta
Deal found 3/12£611
Fri 13/220:55MAN - ORD
2 stops25h 50mScandinavian Airlines
Wed 18/210:36ORD - MAN
2 stops16h 54mScandinavian Airlines
Deal found 1/12£447
Fri 17/420:25MAN - ORD
2 stops25h 45mScandinavian Airlines
Fri 1/519:15ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 1/12£456
Tue 27/107:35MAN - ORD
2 stops15h 45mMultiple Airlines
Wed 4/305:15ORD - MAN
3 stops24h 40mMultiple Airlines
Deal found 3/12£508
Fri 30/117:35MAN - ORD
3 stops35h 07mMultiple Airlines
Wed 11/206:05ORD - MAN
3 stops22h 40mMultiple Airlines
Deal found 3/12£520
Sun 14/1210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Mon 19/119:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 1/12£491
Mon 2/209:00MAN - MDW
1 stop14h 29mDelta
Thu 30/409:30MDW - MAN
2 stops16h 40mDelta
Deal found 3/12£612
Wed 4/213:30MAN - MDW
1 stop14h 52mVirgin Atlantic
Sun 8/209:33MDW - MAN
2 stops39h 07mVirgin Atlantic
Deal found 1/12£614
Sun 14/1210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Sat 17/119:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 1/12£491
Tue 6/110:25MAN - MDW
2 stops17h 42mVirgin Atlantic
Mon 9/313:09MDW - MAN
2 stops16h 01mVirgin Atlantic
Deal found 2/12£618
Fri 13/213:25MAN - MDW
1 stop15h 17mDelta
Wed 18/209:34MDW - MAN
2 stops17h 11mDelta
Deal found 3/12£643
Sun 14/1210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Wed 14/119:20ORD - MAN
2 stops58h 55mScandinavian Airlines
Deal found 1/12£494
Fri 13/213:25MAN - MDW
1 stop15h 17mVirgin Atlantic
Wed 18/218:40MDW - MAN
1 stop33h 50mVirgin Atlantic
Deal found 2/12£624
Sat 7/213:30MAN - MDW
1 stop14h 52mDelta
Sat 21/211:45MDW - MAN
2 stops16h 25mDelta
Deal found 3/12£670
Mon 2/205:50MAN - MDW
2 stops17h 39mVirgin Atlantic
Thu 30/409:30MDW - MAN
2 stops16h 40mVirgin Atlantic
Deal found 3/12£638
Sun 1/205:50MAN - MDW
2 stops18h 05mDelta
Sun 8/213:26MDW - MAN
2 stops14h 44mDelta
Deal found 3/12£670
Sat 7/213:30MAN - MDW
1 stop14h 52mVirgin Atlantic
Sat 14/211:01MDW - MAN
1 stop17h 29mVirgin Atlantic
Deal found 3/12£643
Last-minute flights from York to Chicago
Discover last-minute flight deals from York to Chicago. Data last updated 4 December 2025 and is based on user searches.
Tue 9/1212:55MAN - ORD
2 stops57h 50mScandinavian Airlines
Wed 14/119:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 1/12£430
Tue 9/1212:55MAN - ORD
2 stops57h 50mScandinavian Airlines
Fri 16/119:20ORD - MAN
2 stops35h 25mScandinavian Airlines
Deal found 1/12£433
Tue 9/1212:55MAN - ORD
2 stops57h 50mScandinavian Airlines
Mon 19/119:20ORD - MAN
2 stops34h 55mScandinavian Airlines
Deal found 1/12£462
Wed 10/1210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Wed 14/119:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 1/12£472
Thu 11/1207:40MAN - ORD
2 stops15h 40mMultiple Airlines
Mon 15/1218:30ORD - MAN
2 stops13h 35mMultiple Airlines
Deal found 3/12£435
Thu 11/1210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Mon 19/119:20ORD - MAN
2 stops34h 55mScandinavian Airlines
Deal found 1/12£460
Sat 13/1221:20MAN - ORD
2 stops23h 25mMultiple Airlines
Sat 17/118:30ORD - MAN
1 stop10h 15mMultiple Airlines
Deal found 1/12£464
Fri 16/105:45MAN - ORD
1 stop17h 00mMultiple Airlines
Fri 23/119:20ORD - MAN
1 stop15h 00mMultiple Airlines
Deal found 1/12£431
Sun 18/111:55MAN - ORD
1 stop11h 25mIcelandair
Thu 22/118:30ORD - MAN
1 stop10h 15mIcelandair
Deal found 1/12£452
Sun 25/113:35MAN - ORD
3 stops33h 45mMultiple Airlines
Wed 28/118:30ORD - MAN
1 stop10h 15mMultiple Airlines
Deal found 3/12£439
Sun 25/105:50MAN - ORD
2 stops17h 05mMultiple Airlines
Fri 30/119:20ORD - MAN
3 stops20h 10mMultiple Airlines
Deal found 2/12£464
Tue 27/113:30MAN - MDW
1 stop14h 52mVirgin Atlantic
Wed 4/313:28MDW - MAN
2 stops20h 37mVirgin Atlantic
Deal found 3/12£588
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 4 December 2025.
Wed 14/107:25MAN - MDW
3 stops55h 44mMultiple Airlines
Deal found 2/12£223
Wed 14/120:10MAN - ORD
3 stops45h 16mMultiple Airlines
Deal found 2/12£229
Sat 18/417:40MAN - ORD
3 stops30h 10mMultiple Airlines
Deal found 1/12£284
Sun 19/410:05MAN - ORD
3 stops37h 45mMultiple Airlines
Deal found 1/12£287
Sun 26/410:05MAN - ORD
3 stops37h 45mMultiple Airlines
Deal found 2/12£295
Mon 20/413:10MAN - ORD
2 stops35h 50mMultiple Airlines
Deal found 1/12£306
Sun 31/518:00MAN - ORD
2 stops26h 15mMultiple Airlines
Deal found 30/11£308
Sun 11/119:45MAN - ORD
2 stops27h 35mMultiple Airlines
Deal found 1/12£315
Sat 21/216:50MAN - MDW
3 stops50h 14mMultiple Airlines
Deal found 3/12£369
Sat 21/213:30MAN - MDW
1 stop15h 12mVirgin Atlantic
Deal found 3/12£425
Thu 22/113:30MAN - MDW
1 stop14h 52mDelta
Deal found 3/12£447
Fri 19/1217:20MAN - MDW
2 stops46h 45mMultiple Airlines
Deal found 2/12£457
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 4 December 2025.
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 4 December 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
Sat 14/2
20:15-16:55
2 stops26h 40m
Chicago O'Hare Intl
Sat 21/2
19:20-12:15
2 stops34h 55m
£433
ManchesterChicago
MAN - ORD
MANORD
Manchester
Fri 13/2
20:55-16:45
2 stops25h 50m
Chicago O'Hare Intl
Wed 18/2
10:36-09:30
2 stops16h 54m
£447
ManchesterChicago
MAN - ORD
MANORD
Manchester
Fri 17/4
20:25-16:10
2 stops25h 45m
Chicago O'Hare Intl
Fri 1/5
19:15-18:30
1 stop17h 15m
£456
ManchesterChicago
MAN - ORD
MANORD
Manchester
Sun 14/12
10:10-16:45
1 stop12h 35m
Chicago O'Hare Intl
Mon 19/1
19:20-18:35
1 stop17h 15m
£491
ManchesterChicago
MAN - ORD
MANORD
Manchester
Sun 14/12
10:10-16:45
1 stop12h 35m
Chicago O'Hare Intl
Sat 17/1
19:20-18:35
1 stop17h 15m
£491
ManchesterChicago
MAN - ORD
MANORD
Manchester
Sun 14/12
10:10-16:45
1 stop12h 35m
Chicago O'Hare Intl
Wed 14/1
19:20-12:15
2 stops58h 55m
£494
ManchesterChicago
MAN - ORD
MANORD
Manchester
Wed 18/3
11:55-23:33
2 stops16h 38m
Chicago O'Hare Intl
Tue 7/4
19:25-11:40
1 stop10h 15m
£500
ManchesterChicago
MAN - ORD
MANORD
Manchester
Tue 27/1
07:35-17:20
2 stops15h 45m
Chicago O'Hare Intl
Wed 4/3
05:15-11:55
3 stops24h 40m
£508
ManchesterChicago
MAN - ORD
MANORD
Manchester
Tue 28/4
13:05-18:15
1 stop11h 10m
Chicago O'Hare Intl
Sun 3/5
19:25-11:40
1 stop10h 15m
£509
ManchesterChicago
MAN - ORD
MANORD
Manchester
Fri 30/1
17:35-22:42
3 stops35h 07m
Chicago O'Hare Intl
Wed 11/2
06:05-10:45
3 stops22h 40m
£520
Flights are sorted by cheapest return flights first.
Deals found on 2/12
Showing 1-10 of 37 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 28 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 £38). Flying from York to Chicago in July is currently the most expensive (average of £602). 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 4 December 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.
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 4 December 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 14h 52m. The time it takes to get you to your destination can typically vary by up to 11h 48m. York and Chicago are separated by a distance of 3816 mi. This flight may include one or multiple stops.
What are the cheapest airlines to fly from York to Chicago one-way?
£321 is the cheapest one-way deal found within the past few days, from Scandinavian Airlines. You may also be able to find cheap deals on Icelandair and Aer Lingus, with prices starting from £347 and £453, 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 £38). Flying from York to Chicago in July is currently the most expensive (average of £602). 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 4 December 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 4 December 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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