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$490+ Cheap flights from Wales to Midway (MDW)

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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — MDW
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Wales to Midway

Keep the following information in mind while searching for Wales to Midway flight deals. Data was last updated September 15, 2025.

Round-trip from

$673
(Netflights)

One-way from

$490
(Kiwi.com)
From Wales to Chicago Midway
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One-way flight from Wales to Chicago Midway
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Find flight deals from Wales to Midway

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 September 15, 2025.

This Netflights deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Netflights is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/71:25 pmMAN - MDW
1 stop14h 49mVirgin Atlantic
Wed 11/121:14 pmMDW - MAN
2 stops14h 56mVirgin Atlantic
Deal found 9/13$673
This Netflights deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Netflights is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/225:50 amMAN - MDW
2 stops18h 28mVirgin Atlantic
Sat 11/299:32 amMDW - MAN
2 stops16h 48mVirgin Atlantic
Deal found 9/13$674
This Trip.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2312:35 pmMAN - MDW
1 stop15h 01mVirgin Atlantic
Tue 10/712:48 pmMDW - MAN
1 stop13h 47mVirgin Atlantic
Deal found 9/15$676
This Trip.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2512:35 pmMAN - MDW
1 stop15h 01mMultiple Airlines
Tue 9/3010:35 amMDW - MAN
1 stop16h 00mMultiple Airlines
Deal found 9/14$680
This Netflights deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Netflights is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/212:35 pmMAN - MDW
1 stop15h 01mVirgin Atlantic
Mon 10/1310:35 amMDW - MAN
1 stop16h 00mVirgin Atlantic
Deal found 9/13$682
This Virgin Atlantic deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/201:30 pmMAN - MDW
1 stop16h 02mVirgin Atlantic
Sat 12/61:14 pmMDW - MAN
2 stops14h 56mVirgin Atlantic
Deal found 9/14$693
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/201:30 pmMAN - MDW
1 stop16h 02mDelta
Sat 11/291:47 pmMDW - MAN
2 stops16h 58mDelta
Deal found 9/15$699
This TravelUp deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure TravelUp is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/298:55 amBRS - MDW
2 stops18h 19mVirgin Atlantic
Wed 11/51:08 pmMDW - BRS
2 stops13h 17mVirgin Atlantic
Deal found 9/14$699
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/89:05 amMAN - MDW
2 stops15h 20mDelta
Mon 11/241:14 pmMDW - MAN
2 stops13h 06mDelta
Deal found 9/15$700
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2312:35 pmMAN - MDW
1 stop15h 01mDelta
Sat 12/61:14 pmMDW - MAN
2 stops14h 56mDelta
Deal found 9/13$703
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2312:35 pmMAN - MDW
1 stop15h 01mDelta
Mon 10/66:23 pmMDW - MAN
2 stops13h 02mDelta
Deal found 9/14$704
This Justfly.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/65:15 pmCWL - MDW
2 stops52h 54mMultiple Airlines
Mon 10/131:08 pmMDW - CWL
2 stops14h 07mMultiple Airlines
Deal found 9/15$786

Cheapflights Fare Finder

 
Customize 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 2,558,603 searches. Data last updated September 15, 2025.
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

Thu 11/20

9:05 am-6:08 pm

2 stops15h 03m

Chicago Midway

Sat 12/6

1:14 pm-10:10 am

2 stops14h 56m

$694

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Thu 11/20

5:50 am-6:18 pm

2 stops18h 28m

Chicago Midway

Sat 12/6

1:14 pm-10:10 am

2 stops14h 56m

$694

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Thu 11/20

1:30 pm-11:32 pm

1 stop16h 02m

Chicago Midway

Sat 11/29

1:47 pm-12:45 pm

2 stops16h 58m

$699

BristolChicago

BRS - MDW

BRSMDW

Bristol

Wed 10/29

8:55 am-10:14 pm

2 stops18h 19m

Chicago Midway

Wed 11/5

1:08 pm-8:25 am

2 stops13h 17m

$699

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Sat 11/8

1:30 pm-10:14 pm

1 stop14h 44m

Chicago Midway

Mon 11/24

1:14 pm-8:20 am

2 stops13h 06m

$699

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Sun 11/23

9:05 am-4:38 pm

1 stop13h 33m

Chicago Midway

Sun 11/30

12:47 pm-6:30 am

1 stop11h 43m

$700

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 2/23

8:35 pm-6:08 pm

2 stops27h 33m

Chicago Midway

Mon 3/2

1:00 pm-10:10 am

2 stops15h 10m

$702

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 3/10

9:05 am-6:34 pm

2 stops14h 29m

Chicago Midway

Tue 3/24

1:00 pm-10:10 am

2 stops16h 10m

$702

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Thu 10/30

1:30 pm-8:40 am

2 stops24h 10m

Chicago Midway

Thu 11/6

9:35 am-10:10 am

2 stops18h 35m

$704

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Sun 11/23

9:05 am-4:38 pm

1 stop13h 33m

Chicago Midway

Sun 12/7

12:50 pm-6:30 am

1 stop11h 40m

$705

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 23 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 round-trip 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?

    Departing from Wales to Chicago Midway Airport will take you 15h 03m. There are 3816 mi between Wales and Chicago Midway Airport. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Most travelers choose Manchester - Chicago Midway, Cardiff Wales - Chicago Midway or Bristol - Chicago Midway when deciding on the best route from Wales to Chicago Midway Airport.

  • 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 vacation 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.

  • What is the cheapest month to book a flight from Wales to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Wales to Chicago Midway Airport (average of $160). Flying from Wales to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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