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Cheap flights from Wales to Chicago Midway Airport from £350

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 16/10. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — MDW
3 Aug — 10 Aug1
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 4 July 2026.

Fri 4/906:15
BRS
-
MDW
2 stops17h 46m
Delta
Wed 9/909:59
MDW
-
BRS
2 stops16h 51m
Delta
Deal found 2/7£676
Wed 16/905:55
MAN
-
MDW
2 stops18h 38m
Virgin Atlantic
Wed 23/914:00
MDW
-
MAN
2 stops24h 05m
Virgin Atlantic
Deal found 30/6£692
Tue 22/905:55
MAN
-
MDW
2 stops18h 38m
Virgin Atlantic
Wed 30/913:19
MDW
-
MAN
2 stops13h 06m
Virgin Atlantic
Deal found 2/7£694
Tue 6/1005:55
MAN
-
MDW
2 stops16h 44m
Delta
Tue 20/1012:28
MDW
-
MAN
2 stops15h 32m
Delta
Deal found 30/6£721
Wed 7/1005:55
MAN
-
MDW
2 stops16h 44m
Delta
Wed 21/1013:28
MDW
-
MAN
2 stops12h 57m
Delta
Deal found 1/7£725
Tue 1/905:55
MAN
-
MDW
2 stops17h 04m
Delta
Wed 9/917:45
MDW
-
MAN
2 stops14h 15m
Delta
Deal found 3/7£726
Fri 18/917:15
CWL
-
MDW
2 stops28h 10m
KLM
Fri 9/1012:28
MDW
-
CWL
2 stops14h 47m
KLM
Deal found 30/6£757
Mon 24/806:15
BRS
-
MDW
2 stops17h 46m
Delta
Sat 5/909:59
MDW
-
BRS
2 stops25h 01m
Delta
Deal found 2/7£825
Tue 25/806:15
BRS
-
MDW
2 stops17h 46m
Delta
Mon 31/809:24
MDW
-
BRS
2 stops17h 26m
Delta
Deal found 30/6£903
Tue 25/806:15
BRS
-
MDW
2 stops18h 18m
Delta
Tue 1/913:51
MDW
-
BRS
2 stops17h 24m
Delta
Deal found 2/7£904
Tue 14/709:45
CWL
-
MDW
2 stops18h 30m
Delta
Mon 27/713:18
MDW
-
CWL
2 stops13h 57m
Delta
Deal found 30/6£912
Fri 31/706:15
BRS
-
MDW
2 stops18h 03m
Delta
Thu 6/818:42
MDW
-
BRS
2 stops16h 23m
Delta
Deal found 3/7£939

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 4 July 2026.

Round-trip from

£676

One-way from

£350
Delta
  • Delta
  • 4/9-9/9
  • 4 total stops
  • 34h 37m total
  • Wales to Chicago
Search Deals
16/10
  • 16/10
  • 3 total stops
  • 42h 18m 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 4 July 2026.
Use the filters below to find and compare flights from Wales to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

BristolChicago

BRS - MDW

BRSMDW

Bristol

Fri 4/9

06:15-18:01

2 stops17h 46m

Chicago Midway

Wed 9/9

09:59-08:50

2 stops16h 51m

£676

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 2/9

05:55-16:59

2 stops17h 04m

Chicago Midway

Tue 8/9

17:45-14:00

2 stops14h 15m

£726

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Fri 11/9

05:55-18:19

2 stops18h 24m

Chicago Midway

Thu 17/9

13:00-08:50

1 stop13h 50m

£755

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Fri 18/9

17:15-15:25

2 stops28h 10m

Chicago Midway

Fri 9/10

12:28-09:15

2 stops14h 47m

£757
Fastest return journey

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Fri 13/11

06:00-16:50

2 stops16h 50m

Chicago Midway

Sat 28/11

13:00-08:20

2 stops13h 20m

£785

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Thu 15/10

05:55-18:05

2 stops18h 10m

Chicago Midway

Tue 20/10

12:28-10:00

2 stops15h 32m

£799

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 2/9

05:55-16:59

2 stops17h 04m

Chicago Midway

Sun 6/9

17:45-16:55

2 stops17h 10m

£807

BristolChicago

BRS - MDW

BRSMDW

Bristol

Tue 25/8

06:15-18:33

2 stops18h 18m

Chicago Midway

Sat 5/9

09:24-10:15

2 stops18h 51m

£825

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 2/9

05:55-15:44

2 stops15h 49m

Chicago Midway

Sun 6/9

06:05-07:15

1 stop19h 10m

£848

BristolChicago

BRS - MDW

BRSMDW

Bristol

Tue 25/8

06:15-18:01

2 stops17h 46m

Chicago Midway

Mon 31/8

09:24-08:50

2 stops17h 26m

£903

Flights are sorted by cheapest return flights first.

Deals found on 1/7

Showing 1-10 of 42 resultsSorted by cheapest first
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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 £676, Delta can have you in Chicago Midway Airport from Wales in 17h 46m. The distance between Wales and Chicago Midway Airport is about 3858 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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