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Cheap flights from Wales to Chicago Midway Airport from £201

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 15/4. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — MDW
10 Mar — 17 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Wales to Midway

Enter your travel dates to find the best prices.

Cheapest flights from Wales to Midway
Explore the most affordable flight options available from Wales to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 8 February 2026.

Wed 11/313:30
MAN
-
MDW
1 stop14h 01m
Virgin Atlantic
Wed 18/312:47
MDW
-
MAN
1 stop16h 43m
Virgin Atlantic
Deal found 8/2£596
Wed 11/313:30
MAN
-
MDW
1 stop14h 01m
Air France
Mon 16/318:34
MDW
-
MAN
2 stops21h 56m
Air France
Deal found 6/2£608
Wed 11/305:50
MAN
-
MDW
2 stops17h 04m
Delta
Mon 16/318:34
MDW
-
MAN
2 stops16h 26m
Delta
Deal found 6/2£612
Wed 11/313:30
MAN
-
MDW
1 stop14h 01m
Delta
Wed 18/318:34
MDW
-
MAN
2 stops16h 31m
Delta
Deal found 8/2£612
Wed 16/905:55
MAN
-
MDW
2 stops18h 36m
Delta
Wed 23/917:59
MDW
-
MAN
2 stops14h 01m
Delta
Deal found 6/2£631
Fri 9/1013:00
MAN
-
MDW
1 stop14h 45m
Virgin Atlantic
Wed 14/1013:05
MDW
-
MAN
1 stop12h 10m
Virgin Atlantic
Deal found 6/2£644
Tue 24/306:00
BRS
-
MDW
2 stops21h 31m
Delta
Tue 31/313:10
MDW
-
BRS
2 stops13h 40m
Delta
Deal found 7/2£648
Mon 23/310:20
CWL
-
MDW
2 stops36h 02m
KLM
Mon 30/309:30
MDW
-
CWL
2 stops17h 45m
KLM
Deal found 6/2£672
Tue 7/409:20
BRS
-
MDW
2 stops15h 20m
KLM
Tue 21/412:53
MDW
-
BRS
2 stops13h 57m
KLM
Deal found 6/2£679
Sun 8/317:30
BRS
-
MDW
2 stops29h 24m
KLM
Sun 22/318:07
MDW
-
BRS
2 stops17h 48m
KLM
Deal found 6/2£680
Tue 7/409:20
BRS
-
MDW
2 stops15h 20m
Delta
Tue 21/409:27
MDW
-
BRS
2 stops17h 23m
Delta
Deal found 7/2£693
Wed 25/310:20
CWL
-
MDW
2 stops36h 34m
Multiple Airlines
Wed 1/409:30
MDW
-
CWL
2 stops17h 45m
Multiple Airlines
Deal found 8/2£698

Find flight deals from Wales to Midway

Keep the following information in mind while searching for Wales to Midway flight deals. Data was last updated 8 February 2026.

Round-trip from

£596

One-way from

£201
Virgin Atlantic
  • Virgin Atlantic
  • 11/3-18/3
  • 2 total stops
  • 30h 44m total
  • Wales to Chicago
Search Deals
15/4
  • 15/4
  • 2 total stops
  • 41h 40m total
  • Wales to Chicago
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Wales 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 8 February 2026.
Use the filters below to find and compare flights from Wales to Chicago Midway Airport that are best for you.

Fly from

Wales

Fly to

Midway

Route

Depart

Return

Price

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 11/3

13:30-22:31

1 stop14h 01m

Chicago Midway

Wed 18/3

12:47-10:30

1 stop16h 43m

£596

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 11/3

13:30-22:31

1 stop14h 01m

Chicago Midway

Mon 16/3

18:34-21:30

2 stops21h 56m

£608

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 11/3

13:30-22:31

1 stop14h 01m

Chicago Midway

Wed 18/3

18:34-16:05

2 stops16h 31m

£612

BristolChicago

BRS - MDW

BRSMDW

Bristol

Tue 24/3

06:00-22:31

2 stops21h 31m

Chicago Midway

Tue 31/3

13:10-08:50

2 stops13h 40m

£648

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Sat 18/4

13:15-22:28

1 stop15h 13m

Chicago Midway

Sun 26/4

17:21-08:50

1 stop33h 29m

£667

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 24/3

09:05-22:31

2 stops18h 26m

Chicago Midway

Tue 31/3

18:34-16:55

2 stops16h 21m

£668

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 24/3

09:05-22:31

2 stops18h 26m

Chicago Midway

Tue 31/3

12:47-08:50

1 stop14h 03m

£671

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Mon 23/3

10:20-17:22

2 stops36h 02m

Chicago Midway

Mon 30/3

09:30-09:15

2 stops17h 45m

£672

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Sat 18/4

13:15-22:28

1 stop15h 13m

Chicago Midway

Sun 26/4

18:38-08:25

2 stops31h 47m

£677

BristolChicago

BRS - MDW

BRSMDW

Bristol

Tue 7/4

09:20-18:40

2 stops15h 20m

Chicago Midway

Tue 21/4

12:53-08:50

2 stops13h 57m

£679

Flights are sorted by cheapest return flights first.

Deals found on 6/2

Showing 1-10 of 36 results
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Best time to book a flight from Wales to Midway

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

Related info for your journey

Find useful and relevant information for your journey from Wales 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 Wales to Chicago Midway Airport?

    For as low as £596, Virgin Atlantic can have you in Chicago Midway Airport from Wales in 14h 01m. The distance between Wales and Chicago Midway Airport is about 3816 mi. Both multi-stop and direct flights can be found to your destination and back.

  • What are the most popular routes from Wales to Chicago Midway Airport?

    The most popular route from Wales to Chicago Midway Airport is Manchester - Chicago Midway. You may also consider Bristol - Chicago Midway or Cardiff Wales - Chicago Midway.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Wales 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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Cheapflights makes it easy to find Wales to Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

Millions of users choose and trust Cheapflights to book the best flight deals from Wales 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 Wales to Midway with no change fees?

Yes! Cheapflights helps users easily find flights from Wales to Midway with no change fees.

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Not ready to book yet? You can track prices for flights from Wales to Midway on Cheapflights with our Price Alert feature and get notified when better prices are available.

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