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Cheap flights from Wales to Chicago Midway Airport from £290

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 8/3. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — MDW
20 Mar — 27 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 18 February 2026.

Wed 18/313:30
MAN
-
MDW
1 stop14h 01m
Delta
Mon 23/313:10
MDW
-
MAN
2 stops16h 00m
Delta
Deal found 15/2£616
Tue 10/313:30
MAN
-
MDW
1 stop14h 01m
Virgin Atlantic
Tue 17/318:07
MDW
-
MAN
1 stop11h 23m
Virgin Atlantic
Deal found 14/2£618
Sat 18/413:15
MAN
-
MDW
1 stop15h 13m
Virgin Atlantic
Mon 27/412:52
MDW
-
MAN
1 stop13h 58m
Virgin Atlantic
Deal found 14/2£620
Wed 2/905:55
MAN
-
MDW
2 stops18h 36m
Delta
Wed 9/917:59
MDW
-
MAN
2 stops14h 01m
Delta
Deal found 14/2£635
Wed 16/905:55
MAN
-
MDW
2 stops18h 36m
Delta
Wed 23/910:35
MDW
-
MAN
1 stop14h 40m
Delta
Deal found 17/2£639
Wed 15/405:55
MAN
-
MDW
2 stops18h 41m
Delta
Sun 26/413:24
MDW
-
MAN
2 stops21h 31m
Delta
Deal found 16/2£659
Tue 7/406:15
BRS
-
MDW
2 stops17h 39m
Delta
Tue 21/418:38
MDW
-
BRS
2 stops16h 22m
Delta
Deal found 17/2£659
Tue 31/317:15
CWL
-
MDW
2 stops31h 25m
Virgin Atlantic
Tue 7/413:10
MDW
-
CWL
2 stops21h 35m
Virgin Atlantic
Deal found 14/2£670
Tue 7/409:20
BRS
-
MDW
2 stops15h 20m
KLM
Tue 21/412:53
MDW
-
BRS
2 stops13h 57m
KLM
Deal found 16/2£685
Thu 19/308:55
BRS
-
MDW
2 stops18h 36m
KLM
Thu 23/418:38
MDW
-
BRS
2 stops21h 27m
KLM
Deal found 16/2£739
Fri 28/809:45
CWL
-
MDW
2 stops18h 01m
Delta
Sun 30/817:59
MDW
-
CWL
2 stops16h 46m
Delta
Deal found 14/2£909
Thu 2/406:15
BRS
-
MDW
2 stops17h 39m
Delta
Thu 9/413:10
MDW
-
BRS
2 stops13h 40m
Delta
Deal found 16/2£961

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 18 February 2026.

Round-trip from

£616

One-way from

£290
Delta
  • Delta
  • 18/3-23/3
  • 3 total stops
  • 30h 01m total
  • Wales to Chicago
Search Deals
8/3
  • 8/3
  • 3 total stops
  • 50h 13m 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 18 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 18/3

05:50-17:54

2 stops17h 04m

Chicago Midway

Mon 23/3

13:10-10:10

2 stops16h 00m

£617

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 10/3

13:30-22:31

1 stop14h 01m

Chicago Midway

Tue 17/3

18:07-10:30

1 stop11h 23m

£618

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Sat 18/4

13:15-22:28

1 stop15h 13m

Chicago Midway

Mon 27/4

12:52-08:50

1 stop13h 58m

£620

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 15/4

05:55-18:36

2 stops18h 41m

Chicago Midway

Sun 26/4

13:24-16:55

2 stops21h 31m

£659

BristolChicago

BRS - MDW

BRSMDW

Bristol

Tue 7/4

06:15-17:54

2 stops17h 39m

Chicago Midway

Tue 21/4

18:38-17:00

2 stops16h 22m

£659

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Sun 15/3

17:25-17:54

2 stops53h 29m

Chicago Midway

Sun 22/3

18:34-10:10

2 stops34h 36m

£659

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 15/4

05:55-17:58

2 stops18h 03m

Chicago Midway

Sat 25/4

06:00-08:50

1 stop20h 50m

£661

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 9/3

06:00-18:40

2 stops17h 40m

Chicago Midway

Mon 16/3

18:34-16:00

2 stops16h 26m

£661

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Tue 31/3

17:15-18:40

2 stops31h 25m

Chicago Midway

Tue 7/4

13:10-16:45

2 stops21h 35m

£670

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

£685

Flights are sorted by cheapest return flights first.

Deals found on 15/2

Showing 1-10 of 24 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 £618, Delta 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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How does Cheapflights help users find flights from Wales to Midway?

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.

Can Cheapflights notify me if prices for flights from Wales to Midway become cheaper?

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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