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Cheap flights from York to Chicago Midway Airport from £489

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 — MDW
4 Mar — 11 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from York to Midway

Enter your travel dates to find the best prices.

Cheapest flights from York to Midway
Explore the most affordable flight options available from York to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 2 February 2026.

Wed 4/313:30
MAN
-
MDW
1 stop34h 15m
Virgin Atlantic
Tue 10/312:47
MDW
-
MAN
1 stop16h 43m
Virgin Atlantic
Deal found 31/1£587
Tue 3/313:30
MAN
-
MDW
1 stop15h 03m
Virgin Atlantic
Tue 10/314:05
MDW
-
MAN
2 stops15h 05m
Virgin Atlantic
Deal found 1/2£612
Tue 3/309:05
MAN
-
MDW
2 stops14h 32m
Delta
Tue 10/314:05
MDW
-
MAN
2 stops15h 05m
Delta
Deal found 1/2£613
Tue 17/313:30
MAN
-
MDW
1 stop14h 01m
Virgin Atlantic
Tue 24/318:07
MDW
-
MAN
1 stop11h 23m
Virgin Atlantic
Deal found 31/1£617
Tue 17/305:50
MAN
-
MDW
2 stops17h 04m
Delta
Tue 24/309:35
MDW
-
MAN
2 stops16h 05m
Delta
Deal found 31/1£619
Thu 23/413:00
MAN
-
MDW
1 stop15h 28m
Virgin Atlantic
Mon 27/412:53
MDW
-
MAN
1 stop13h 57m
Virgin Atlantic
Deal found 31/1£619
Tue 15/913:00
MAN
-
MDW
1 stop14h 46m
Delta
Tue 29/917:59
MDW
-
MAN
2 stops16h 56m
Delta
Deal found 31/1£634
Wed 2/910:40
MAN
-
MDW
1 stop17h 06m
Delta
Wed 9/913:05
MDW
-
MAN
1 stop12h 10m
Delta
Deal found 1/2£635
Sat 28/213:30
MAN
-
MDW
1 stop15h 01m
Virgin Atlantic
Sat 7/306:00
MDW
-
MAN
1 stop22h 30m
Virgin Atlantic
Deal found 31/1£638
Sat 26/913:15
MAN
-
MDW
1 stop14h 31m
Virgin Atlantic
Wed 30/913:05
MDW
-
MAN
1 stop12h 10m
Virgin Atlantic
Deal found 1/2£646

Find flight deals from York to Midway

Keep the following information in mind while searching for York to Midway flight deals. Data was last updated 2 February 2026.

Round-trip from

£587

One-way from

£489

Popular in

July

Cheapest in

January

Average price

£481
Virgin Atlantic
  • Virgin Atlantic
  • 4/3-10/3
  • 2 total stops
  • 50h 58m total
  • York to Chicago
Search Deals
Air France
  • Air France
  • 3/6
  • 1 total stop
  • 16h 29m total
  • York to Chicago
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (£86 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (£26 potential savings vs. average return price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from York to Midway 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 2 February 2026.
Use the filters below to find and compare flights from York to Chicago Midway Airport that are best for you.

Fly from

York

Fly to

Midway

Route

Depart

Return

Price

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 17/3

13:30-22:31

1 stop14h 01m

Chicago Midway

Tue 24/3

18:07-10:30

1 stop11h 23m

£587

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 4/3

13:30-17:45

1 stop34h 15m

Chicago Midway

Tue 10/3

12:47-10:30

1 stop16h 43m

£587

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 3/3

13:30-22:33

1 stop15h 03m

Chicago Midway

Tue 10/3

14:05-10:10

2 stops15h 05m

£612

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 4/3

13:30-22:31

1 stop15h 01m

Chicago Midway

Tue 10/3

13:10-10:30

2 stops16h 20m

£617

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 18/3

13:30-22:31

1 stop14h 01m

Chicago Midway

Wed 25/3

13:10-10:30

2 stops16h 20m

£617

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 29/4

10:40-22:28

1 stop17h 48m

Chicago Midway

Wed 6/5

10:43-07:15

1 stop14h 32m

£617

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 18/3

05:50-17:54

2 stops17h 04m

Chicago Midway

Wed 25/3

13:10-10:30

2 stops16h 20m

£619

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 17/3

05:50-17:54

2 stops17h 04m

Chicago Midway

Tue 24/3

09:35-06:40

2 stops16h 05m

£619

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Thu 23/4

13:00-22:28

1 stop15h 28m

Chicago Midway

Mon 27/4

12:53-08:50

1 stop13h 57m

£619

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 3/6

10:40-21:09

1 stop16h 29m

£489

Flights are sorted by cheapest return flights first.

Deals found on 31/1

Showing 1-10 of 16 results
1
2

Best time to book a flight from York to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway 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 Midway Airport
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated 2 February 2026.
Read through reviews of airlines operating flights from York to Chicago Midway Airport, such as Virgin Atlantic. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Virgin Atlantic
7.5
Good
678 reviews
Check prices

Entertainment

7.6

Food

6.9

Boarding

7.7

Crew

8.2

Overall

7.5

Comfort

7.3

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!
Virgin Atlantic
7.5
Good
678 reviews
Virgin Atlantic
7.5
Good
678 reviews
Check prices

Entertainment

7.6

Food

6.9

Boarding

7.7

Crew

8.2

Overall

7.5

Comfort

7.3

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 Midway. 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 Midway Airport?

    Departing from York to Chicago Midway Airport will take you 14h 01m. There are 3816 mi between York and Chicago Midway Airport.

  • Can I find deals for flights from York to Midway that include hotel bookings?

    Yes. In addition to deals on York to Midway flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from York to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from York to Midway.

  • Can I find deals for business class flights from York to Midway?

    Yes. Cheapflights offers flight deals from York to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for York to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Doncaster to O'Hare Intl flights
Darlington to Midway flights

Top airline flying from York to Midway

Discover the top airline that operate flights from York to Midway. 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 2 February 2026.
AirlineCheapestAverageFlexibilityOn-time
Virgin AtlanticCheapest£492Average£611FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights

Fly with Cheapflights

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How does Cheapflights help users find flights from York to Midway?

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Why should you use Cheapflights to find cheap flight tickets from York to Midway?

Millions of users choose and trust Cheapflights to book the best flight deals from York to Midway for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from York to Midway with no change fees?

Certainly. Search results for flights to Midway 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 Midway become cheaper?

Yes! Start tracking prices for York to Midway flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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