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$557+ 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 12/19. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — MDW
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

Round-trip from

$816
(Delta)

One-way from

$557
(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 October 30, 2025.

This TravelUp deal was found by Cheapflights users on 10/29. 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 12/31:30 pmMAN - MDW
1 stop16h 17mVirgin Atlantic
Sun 12/712:50 pmMDW - MAN
1 stop11h 40mVirgin Atlantic
Deal found 10/29$825
This Netflights deal was found by Cheapflights users on 10/29. 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.
Wed 11/191:30 pmMAN - MDW
1 stop16h 10mVirgin Atlantic
Tue 11/251:15 pmMDW - MAN
2 stops26h 15mVirgin Atlantic
Deal found 10/29$832
This TravelUp deal was found by Cheapflights users on 10/30. 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.
Thu 11/2710:20 amCWL - MDW
2 stops19h 20mKLM
Thu 12/41:14 pmMDW - CWL
2 stops14h 36mKLM
Deal found 10/30$838
This Delta deal was found by Cheapflights users on 10/30. 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 11/271:30 pmMAN - MDW
1 stop16h 10mDelta
Mon 12/11:15 pmMDW - MAN
2 stops14h 55mDelta
Deal found 10/30$843
This Expedia deal was found by Cheapflights users on 10/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/31:30 pmMAN - MDW
1 stop16h 17mMultiple Airlines
Sun 12/75:13 pmMDW - MAN
2 stops33h 07mMultiple Airlines
Deal found 10/29$846
This Delta deal was found by Cheapflights users on 10/29. 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 11/271:30 pmMAN - MDW
1 stop16h 10mDelta
Thu 12/41:14 pmMDW - MAN
2 stops14h 56mDelta
Deal found 10/29$854
This Delta deal was found by Cheapflights users on 10/29. 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.
Wed 11/191:00 pmMAN - MDW
2 stops16h 40mDelta
Mon 11/241:15 pmMDW - MAN
2 stops17h 30mDelta
Deal found 10/29$867
This Trip.com deal was found by Cheapflights users on 10/29. 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 12/46:00 amBRS - MDW
2 stops18h 18mKLM
Mon 12/89:34 amMDW - BRS
2 stops16h 51mKLM
Deal found 10/29$894
This Netflights deal was found by Cheapflights users on 10/30. 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 11/131:30 pmMAN - MDW
1 stop16h 10mVirgin Atlantic
Sun 11/1610:47 amMDW - MAN
1 stop13h 43mVirgin Atlantic
Deal found 10/30$910
This Travcart deal was found by Cheapflights users on 10/29. 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 Travcart is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/79:05 amMAN - MDW
1 stop20h 42mVirgin Atlantic
Sun 1/1111:21 amMDW - MAN
1 stop15h 19mVirgin Atlantic
Deal found 10/29$919
This Delta deal was found by Cheapflights users on 10/30. 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 11/138:55 amBRS - MDW
2 stops15h 13mDelta
Sun 11/169:34 amMDW - BRS
2 stops16h 51mDelta
Deal found 10/30$992
This Air France deal was found by Cheapflights users on 10/29. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2810:20 amCWL - MDW
2 stops19h 20mMultiple Airlines
Fri 12/51:14 pmMDW - CWL
2 stops14h 36mMultiple Airlines
Deal found 10/29$1,072

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 October 30, 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

Wed 2/4

1:30 pm-10:26 pm

1 stop14h 56m

Chicago Midway

Mon 2/9

1:28 pm-10:10 am

2 stops14h 42m

$816

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 3/18

5:50 am-6:08 pm

2 stops17h 18m

Chicago Midway

Mon 3/23

1:00 pm-10:10 am

2 stops16h 10m

$818

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 4/15

11:00 am-9:51 am

1 stop28h 51m

Chicago Midway

Mon 4/27

5:59 pm-2:00 pm

2 stops14h 01m

$832

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 11/19

1:30 pm-11:40 pm

1 stop16h 10m

Chicago Midway

Tue 11/25

10:47 am-10:30 am

1 stop17h 43m

$836

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Thu 11/27

10:20 am-11:40 pm

2 stops19h 20m

Chicago Midway

Thu 12/4

1:14 pm-9:50 am

2 stops14h 36m

$838

BristolChicago

BRS - MDW

BRSMDW

Bristol

Wed 1/21

6:00 am-5:55 pm

2 stops17h 55m

Chicago Midway

Sat 1/31

1:28 pm-9:55 am

2 stops14h 27m

$845

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 12/3

1:30 pm-11:47 pm

1 stop16h 17m

Chicago Midway

Sun 12/7

5:13 pm-8:20 am

2 stops33h 07m

$846

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Fri 2/13

1:25 pm-9:46 pm

1 stop14h 21m

Chicago Midway

Wed 2/18

2:00 pm-10:10 am

2 stops14h 10m

$851

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Thu 11/27

11:00 am-11:40 pm

2 stops18h 40m

Chicago Midway

Mon 12/1

1:15 pm-10:10 am

2 stops14h 55m

$851

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Thu 11/27

1:30 pm-11:40 pm

1 stop16h 10m

Chicago Midway

Thu 12/4

1:14 pm-10:10 am

2 stops14h 56m

$854

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 31 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 14h 56m. 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, Bristol - Chicago Midway or Cardiff Wales - 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.

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
Porter
Benton Harbor

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