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Cheap flights from York to Chicago Midway Airport from £246

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 15/1. Fares are subject to change and may not be available on all flights or dates of travel.
MAN — MDW
27 dic — 3 gen1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from York to Midway

Keep the following information in mind while searching for York to Midway flight deals. Data was last updated 27 novembre 2025.

Round-trip from

£600

One-way from

£246

Popular in

July

Cheapest in

January

Average price

£569
Virgin Atlantic
  • Virgin Atlantic
  • 27/2-2/3
  • 3 total stops
  • 35h 54m total
  • York to Chicago
Search Deals
15/1
  • 15/1
  • 3 total stops
  • 39h 49m total
  • York to Chicago
Search Deals
Highest demand for flights based on searches. 20% potential increase in price (£107 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (£29 potential savings vs. average return price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Find 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 27 novembre 2025.

lun 15/1213:00MAN - MDW
2 stops26h 54mDelta
mer 7/118:14MDW - MAN
2 stops15h 51mDelta
Deal found 24/11£736
lun 15/1213:00MAN - MDW
2 stops29h 34mDelta
gio 8/113:28MDW - MAN
2 stops20h 37mDelta
Deal found 26/11£738
lun 15/1213:00MAN - MDW
2 stops25h 54mDelta
mar 6/113:28MDW - MAN
2 stops17h 17mDelta
Deal found 24/11£740
mer 24/1205:50MAN - MDW
2 stops17h 36mDelta
mer 7/117:31MDW - MAN
1 stop10h 59mDelta
Deal found 24/11£742
lun 29/1205:50MAN - MDW
2 stops17h 36mDelta
mer 7/117:31MDW - MAN
1 stop10h 59mDelta
Deal found 26/11£742
mer 31/1213:30MAN - MDW
1 stop14h 52mDelta
mer 7/117:31MDW - MAN
1 stop10h 59mDelta
Deal found 26/11£745
mar 16/1211:05MAN - MDW
2 stops18h 42mDelta
mar 6/113:28MDW - MAN
2 stops17h 17mDelta
Deal found 25/11£751
gio 25/1213:30MAN - MDW
1 stop14h 52mDelta
mer 7/117:31MDW - MAN
1 stop10h 59mDelta
Deal found 26/11£754
mer 31/1213:30MAN - MDW
1 stop14h 52mDelta
mar 6/117:31MDW - MAN
1 stop10h 59mDelta
Deal found 25/11£761

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 27 novembre 2025.
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

ven 13/2

13:25-22:42

1 stop15h 17m

Chicago Midway

mer 18/2

10:53-08:45

1 stop15h 52m

£604

ManchesterChicago

MAN - MDW

MANMDW

Manchester

ven 13/2

13:25-22:42

1 stop15h 17m

Chicago Midway

mer 18/2

09:34-08:45

2 stops17h 11m

£642

ManchesterChicago

MAN - MDW

MANMDW

Manchester

mer 4/2

13:00-12:46

2 stops29h 46m

Chicago Midway

dom 8/2

13:26-12:45

2 stops17h 19m

£644

ManchesterChicago

MAN - MDW

MANMDW

Manchester

mer 4/2

13:30-22:22

1 stop14h 52m

Chicago Midway

dom 8/2

13:26-22:00

2 stops26h 34m

£646

ManchesterChicago

MAN - MDW

MANMDW

Manchester

ven 16/1

13:25-22:07

1 stop14h 42m

Chicago Midway

dom 25/1

13:26-10:10

2 stops14h 44m

£649

ManchesterChicago

MAN - MDW

MANMDW

Manchester

ven 24/4

11:00-21:45

1 stop16h 45m

Chicago Midway

ven 1/5

13:00-22:20

2 stops27h 20m

£655

ManchesterChicago

MAN - MDW

MANMDW

Manchester

dom 1/2

19:55-12:05

3 stops46h 10m

£253

ManchesterChicago

MAN - MDW

MANMDW

Manchester

gio 15/1

14:15-22:19

2 stops38h 04m

£358

ManchesterChicago

MAN - MDW

MANMDW

Manchester

dom 26/4

22:25-13:07

3 stops44h 42m

£378

ManchesterChicago

MAN - MDW

MANMDW

Manchester

mar 16/12

15:50-13:01

3 stops51h 11m

£390

Flights are sorted by cheapest return flights first.

Deals found on 25/11

Showing 1-10 of 13 results
1
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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 27 novembre 2025.
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
675 reviews
Check prices

Comfort

7.3

Food

6.9

Entertainment

7.5

Overall

7.5

Boarding

7.7

Crew

8.2

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
675 reviews
Virgin Atlantic
7.5
Good
675 reviews
Check prices

Comfort

7.3

Food

6.9

Entertainment

7.5

Overall

7.5

Boarding

7.7

Crew

8.2

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 15h 17m. 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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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 27 novembre 2025.
AirlineCheapestAverageFlexibilityOn-time
Virgin AtlanticCheapest£510Average£634FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights

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

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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.

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