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Cheap flights from Wales to Chicago Midway Airport from £347

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 19/8. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — MDW
19 Jul — 26 Jul1
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 19 June 2026.

Fri 2/1006:15
BRS
-
MDW
2 stops17h 56m
Delta
Sun 18/1012:30
MDW
-
BRS
2 stops14h 20m
Delta
Deal found 18/6£636
Thu 25/622:55
MAN
-
MDW
2 stops40h 45m
Multiple Airlines
Sat 4/710:25
MDW
-
MAN
1 stop19h 15m
Multiple Airlines
Deal found 15/6£678
Sat 27/606:50
MAN
-
MDW
2 stops32h 50m
Multiple Airlines
Tue 30/610:25
MDW
-
MAN
1 stop19h 15m
Multiple Airlines
Deal found 15/6£695
Wed 16/905:55
MAN
-
MDW
2 stops18h 38m
Virgin Atlantic
Wed 23/913:14
MDW
-
MAN
2 stops13h 11m
Virgin Atlantic
Deal found 19/6£699
Fri 26/606:15
MAN
-
MDW
2 stops33h 25m
Multiple Airlines
Tue 30/610:25
MDW
-
MAN
1 stop19h 15m
Multiple Airlines
Deal found 15/6£702
Tue 8/905:55
MAN
-
MDW
2 stops17h 02m
Virgin Atlantic
Tue 1/1213:00
MDW
-
MAN
2 stops13h 20m
Virgin Atlantic
Deal found 16/6£708
Wed 7/1010:40
MAN
-
MDW
1 stop17h 30m
Virgin Atlantic
Wed 14/1017:25
MDW
-
MAN
1 stop33h 25m
Virgin Atlantic
Deal found 17/6£708
Sat 27/606:50
MAN
-
MDW
2 stops32h 50m
Multiple Airlines
Thu 2/710:25
MDW
-
MAN
1 stop19h 15m
Multiple Airlines
Deal found 15/6£710
Thu 9/706:15
BRS
-
MDW
2 stops18h 10m
Delta
Wed 22/713:18
MDW
-
BRS
2 stops14h 57m
Delta
Deal found 19/6£750
Thu 9/706:15
BRS
-
MDW
2 stops18h 03m
Delta
Fri 24/718:58
MDW
-
BRS
2 stops33h 17m
Delta
Deal found 17/6£759
Thu 9/706:15
BRS
-
MDW
2 stops18h 03m
Virgin Atlantic
Wed 22/713:18
MDW
-
BRS
2 stops14h 57m
Virgin Atlantic
Deal found 18/6£764
Fri 26/606:15
BRS
-
MDW
2 stops18h 03m
Delta
Thu 9/713:18
MDW
-
BRS
2 stops21h 47m
Delta
Deal found 19/6£780

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 19 June 2026.

Round-trip from

£636

One-way from

£347
Delta
  • Delta
  • 2/10-18/10
  • 4 total stops
  • 32h 16m total
  • Wales to Chicago
Search Deals
19/8
  • 19/8
  • 3 total stops
  • 40h 52m 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 19 June 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 2/10

06:15-18:11

2 stops17h 56m

Chicago Midway

Sun 18/10

12:30-08:50

2 stops14h 20m

£636

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 7/10

05:55-16:50

2 stops16h 55m

Chicago Midway

Wed 14/10

09:30-08:15

2 stops16h 45m

£739

BristolChicago

BRS - MDW

BRSMDW

Bristol

Thu 9/7

06:15-18:25

2 stops18h 10m

Chicago Midway

Wed 22/7

13:18-10:15

2 stops14h 57m

£750

BristolChicago

BRS - MDW

BRSMDW

Bristol

Tue 7/7

06:15-18:25

2 stops18h 10m

Chicago Midway

Tue 14/7

13:18-10:15

2 stops14h 57m

£759

BristolChicago

BRS - MDW

BRSMDW

Bristol

Thu 9/7

06:15-18:18

2 stops18h 03m

Chicago Midway

Fri 24/7

18:58-10:15

2 stops33h 17m

£759

BristolChicago

BRS - MDW

BRSMDW

Bristol

Thu 9/7

06:15-18:18

2 stops18h 03m

Chicago Midway

Wed 22/7

13:18-10:15

2 stops14h 57m

£764

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Fri 11/9

05:55-16:57

2 stops17h 02m

Chicago Midway

Thu 17/9

13:00-08:50

1 stop13h 50m

£770

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Sat 5/9

05:55-16:59

2 stops17h 04m

Chicago Midway

Sat 12/9

06:05-08:50

1 stop20h 45m

£800
Fastest return journey

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Fri 25/9

13:00-22:25

1 stop15h 25m

Chicago Midway

Sat 3/10

13:14-08:50

2 stops13h 36m

£800

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Sat 26/9

05:55-18:33

2 stops18h 38m

Chicago Midway

Sat 3/10

13:14-08:50

2 stops13h 36m

£800

Flights are sorted by cheapest return flights first.

Deals found on 14/6

Showing 1-10 of 34 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 £800, Delta can have you in Chicago Midway Airport from Wales in 17h 04m. 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 Cardiff Wales - Chicago Midway or Bristol - 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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