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 13/2. Fares are subject to change and may not be available on all flights or dates of travel.
MAN — CHI
17 Jan — 24 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 18 December 2025.
Thu 25/1218:20MAN - ORD
2 stops27h 05mMultiple Airlines
Wed 31/1218:30ORD - MAN
1 stop10h 15mMultiple Airlines
Deal found 17/12£525
Tue 23/1218:20MAN - ORD
2 stops26h 40mMultiple Airlines
Wed 31/1218:30ORD - MAN
1 stop10h 15mMultiple Airlines
Deal found 17/12£553
Thu 25/1218:20MAN - ORD
2 stops27h 05mMultiple Airlines
Tue 30/1218:30ORD - MAN
1 stop10h 15mMultiple Airlines
Deal found 17/12£559
Wed 24/1208:15MAN - ORD
1 stop11h 45mMultiple Airlines
Sun 28/1215:50ORD - MAN
1 stop10h 05mMultiple Airlines
Deal found 17/12£570
Thu 25/1218:20MAN - ORD
2 stops27h 05mMultiple Airlines
Mon 29/1218:30ORD - MAN
1 stop10h 15mMultiple Airlines
Deal found 17/12£584
Tue 23/1218:20MAN - ORD
2 stops26h 40mMultiple Airlines
Tue 30/1218:30ORD - MAN
1 stop10h 15mMultiple Airlines
Deal found 17/12£588
Wed 24/1208:15MAN - ORD
1 stop11h 45mMultiple Airlines
Wed 31/1215:50ORD - MAN
1 stop9h 45mMultiple Airlines
Deal found 17/12£608
Thu 25/1210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Wed 31/1219:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 17/12£609
Tue 23/1218:20MAN - ORD
2 stops26h 40mMultiple Airlines
Mon 29/1218:30ORD - MAN
1 stop10h 15mMultiple Airlines
Deal found 17/12£612
Wed 24/1208:05MAN - ORD
1 stop11h 55mAer Lingus
Wed 31/1215:50ORD - MAN
1 stop9h 45mAer Lingus
Deal found 16/12£623
Wed 24/1213:30MAN - MDW
1 stop14h 52mVirgin Atlantic
Sun 28/1209:29MDW - MAN
2 stops24h 36mVirgin Atlantic
Deal found 17/12£948
Wed 24/1205:50MAN - MDW
2 stops17h 29mDelta
Sun 28/1218:08MDW - MAN
2 stops15h 57mDelta
Deal found 17/12£971
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 18 December 2025.
Sat 31/112:55MAN - ORD
2 stops34h 00mScandinavian Airlines
Sat 7/219:20ORD - MAN
2 stops34h 55mScandinavian Airlines
Deal found 17/12£399
Fri 13/213:25MAN - MDW
1 stop15h 17mVirgin Atlantic
Wed 18/212:46MDW - MAN
1 stop13h 59mVirgin Atlantic
Deal found 15/12£596
Wed 25/205:50MAN - MDW
2 stops18h 47mDelta
Tue 3/313:49MDW - MAN
2 stops14h 21mDelta
Deal found 15/12£614
Tue 3/213:30MAN - MDW
1 stop14h 52mMultiple Airlines
Fri 6/212:48MDW - MAN
1 stop15h 42mMultiple Airlines
Deal found 15/12£623
Sun 15/319:15MAN - ORD
1 stop27h 30mScandinavian Airlines
Wed 18/320:20ORD - MAN
1 stop32h 10mScandinavian Airlines
Deal found 16/12£413
Thu 12/310:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Mon 16/320:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 16/12£413
Fri 13/310:10MAN - ORD
1 stop12h 45mScandinavian Airlines
Wed 18/320:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 16/12£413
Tue 10/319:15MAN - ORD
1 stop27h 30mScandinavian Airlines
Wed 18/320:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 16/12£413
Wed 11/310:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Wed 18/320:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 16/12£413
Wed 25/213:00MAN - MDW
1 stop15h 42mVirgin Atlantic
Tue 3/310:53MDW - MAN
2 stops15h 02mVirgin Atlantic
Deal found 15/12£606
Tue 10/313:30MAN - MDW
1 stop13h 59mDelta
Wed 18/317:38MDW - MAN
1 stop11h 52mDelta
Deal found 16/12£616
Thu 12/310:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Wed 18/320:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 16/12£413
Wed 11/313:30MAN - MDW
1 stop13h 59mDelta
Tue 17/317:38MDW - MAN
1 stop11h 52mDelta
Deal found 16/12£616
Fri 6/213:25MAN - MDW
1 stop14h 57mVirgin Atlantic
Tue 10/212:48MDW - MAN
1 stop15h 42mVirgin Atlantic
Deal found 17/12£627
Wed 11/310:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Mon 16/320:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 16/12£413
Tue 10/313:30MAN - MDW
1 stop13h 59mDelta
Tue 17/317:38MDW - MAN
1 stop11h 52mDelta
Deal found 16/12£616
Thu 29/113:30MAN - MDW
1 stop14h 52mVirgin Atlantic
Thu 5/213:26MDW - MAN
2 stops14h 44mVirgin Atlantic
Deal found 15/12£643
Sat 31/110:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Wed 4/219:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 16/12£414
Last-minute flights from York to Chicago
Discover last-minute flight deals from York to Chicago. Data last updated 18 December 2025 and is based on user searches.
Wed 24/1213:30MAN - MDW
1 stop14h 52mVirgin Atlantic
Sun 28/1209:29MDW - MAN
2 stops24h 36mVirgin Atlantic
Deal found 17/12£948
Wed 24/1205:50MAN - MDW
2 stops17h 29mDelta
Sun 28/1218:08MDW - MAN
2 stops15h 57mDelta
Deal found 17/12£971
Wed 24/1213:30MAN - MDW
1 stop14h 52mDelta
Mon 29/1209:29MDW - MAN
2 stops16h 51mDelta
Deal found 17/12£1,003
Wed 24/1213:30MAN - MDW
1 stop14h 52mVirgin Atlantic
Wed 31/1215:29MDW - MAN
1 stop13h 01mVirgin Atlantic
Deal found 16/12£1,162
Wed 24/1213:30MAN - MDW
1 stop14h 52mVirgin Atlantic
Tue 30/1217:05MDW - MAN
1 stop11h 25mVirgin Atlantic
Deal found 17/12£1,180
Wed 24/1213:30MAN - MDW
1 stop14h 52mDelta
Wed 31/1218:08MDW - MAN
2 stops15h 57mDelta
Deal found 17/12£1,199
Fri 16/120:55MAN - ORD
2 stops25h 50mScandinavian Airlines
Fri 23/119:20ORD - MAN
2 stops39h 25mScandinavian Airlines
Deal found 16/12£405
Fri 23/120:55MAN - ORD
2 stops25h 50mScandinavian Airlines
Mon 26/119:20ORD - MAN
2 stops16h 35mScandinavian Airlines
Deal found 16/12£404
Sat 24/107:25MAN - ORD
2 stops15h 20mMultiple Airlines
Thu 12/219:20ORD - MAN
3 stops20h 40mMultiple Airlines
Deal found 17/12£409
Fri 30/120:55MAN - ORD
2 stops25h 50mScandinavian Airlines
Fri 6/219:20ORD - MAN
2 stops18h 15mScandinavian Airlines
Deal found 16/12£402
Sat 31/110:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Sat 7/219:20ORD - MAN
2 stops18h 25mScandinavian Airlines
Deal found 17/12£398
Sat 31/110:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Wed 4/219:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 15/12£413
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 18 December 2025.
Fri 13/207:45MAN - ORD
2 stops15h 35mMultiple Airlines
Deal found 17/12£289
Thu 15/108:30MAN - ORD
2 stops36h 55mMultiple Airlines
Deal found 16/12£296
Thu 25/1218:20MAN - ORD
2 stops27h 05mMultiple Airlines
Deal found 17/12£336
Fri 13/219:35MAN - MDW
3 stops44h 35mMultiple Airlines
Deal found 17/12£378
Sun 12/413:05MAN - ORD
1 stop11h 10mIcelandair
Deal found 17/12£383
Sun 12/419:50MAN - ORD
1 stop22h 05mMultiple Airlines
Deal found 16/12£400
Tue 17/313:30MAN - MDW
1 stop13h 59mDelta
Deal found 14/12£408
Wed 18/313:30MAN - MDW
1 stop13h 59mAir France
Deal found 14/12£411
Sun 12/417:55MAN - ORD
2 stops25h 00mLufthansa
Deal found 16/12£416
Wed 1/422:25MAN - MDW
3 stops40h 21mMultiple Airlines
Deal found 15/12£418
Wed 18/313:00MAN - MDW
2 stops24h 46mDelta
Deal found 14/12£419
Fri 30/109:10MAN - ORD
1 stop13h 10mSWISS
Deal found 16/12£422
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 18 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 18 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 31/1
12:55-16:55
2 stops34h 00m
Chicago O'Hare Intl
Sat 7/2
19:20-12:15
2 stops34h 55m
£399
ManchesterChicago
MAN - ORD
MANORD
Manchester
Sun 15/3
19:15-17:45
1 stop27h 30m
Chicago O'Hare Intl
Wed 18/3
20:20-09:30
1 stop32h 10m
£413
ManchesterChicago
MAN - ORD
MANORD
Manchester
Thu 12/3
10:10-17:45
1 stop12h 35m
Chicago O'Hare Intl
Mon 16/3
20:20-18:35
1 stop17h 15m
£413
ManchesterChicago
MAN - ORD
MANORD
Manchester
Fri 13/3
10:10-17:55
1 stop12h 45m
Chicago O'Hare Intl
Wed 18/3
20:20-18:35
1 stop17h 15m
£413
ManchesterChicago
MAN - ORD
MANORD
Manchester
Tue 10/3
19:15-17:45
1 stop27h 30m
Chicago O'Hare Intl
Wed 18/3
20:20-18:35
1 stop17h 15m
£413
ManchesterChicago
MAN - ORD
MANORD
Manchester
Wed 11/3
10:10-17:45
1 stop12h 35m
Chicago O'Hare Intl
Wed 18/3
20:20-18:35
1 stop17h 15m
£413
ManchesterChicago
MAN - ORD
MANORD
Manchester
Thu 12/3
10:10-17:45
1 stop12h 35m
Chicago O'Hare Intl
Wed 18/3
20:20-18:35
1 stop17h 15m
£413
ManchesterChicago
MAN - ORD
MANORD
Manchester
Wed 11/3
10:10-17:45
1 stop12h 35m
Chicago O'Hare Intl
Mon 16/3
20:20-18:35
1 stop17h 15m
£413
ManchesterChicago
MAN - ORD
MANORD
Manchester
Sat 31/1
10:10-16:45
1 stop12h 35m
Chicago O'Hare Intl
Wed 4/2
19:20-18:35
1 stop17h 15m
£414
ManchesterChicago
MAN - MDW
MANMDW
Manchester
Fri 13/2
13:25-22:42
1 stop15h 17m
Chicago Midway
Wed 18/2
12:46-08:45
1 stop13h 59m
£596
Flights are sorted by cheapest return flights first.
Deals found on 16/12
Showing 1-10 of 35 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 12 December 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 £597). 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 18 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 18 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 15h 17m. The time it takes to get you to your destination can typically vary by up to 18h 43m. 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?
£319 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 £345 and £451, 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 £597). 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 18 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 18 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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