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$339+ 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — MDW
Mar 13 — Mar 201
Fri 3/13
Fri 3/20
1 adult, Economy
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Cheap 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 February 11, 2026.

This Travcart deal was found by Cheapflights users on 2/10. 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.
Tue 3/171:30 pm
MAN
-
MDW
1 stop32h 52m
Virgin Atlantic
Tue 3/3112:47 pm
MDW
-
MAN
1 stop14h 03m
Virgin Atlantic
Deal found 2/10$785
This Travcart deal was found by Cheapflights users on 2/8. 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.
Wed 3/111:30 pm
MAN
-
MDW
1 stop14h 01m
Virgin Atlantic
Wed 3/1812:47 pm
MDW
-
MAN
1 stop16h 43m
Virgin Atlantic
Deal found 2/8$811
This Delta deal was found by Cheapflights users on 2/8. 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 3/111:30 pm
MAN
-
MDW
1 stop14h 01m
Delta
Wed 3/186:34 pm
MDW
-
MAN
2 stops16h 31m
Delta
Deal found 2/8$834
This Delta deal was found by Cheapflights users on 2/10. 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 3/108:55 am
BRS
-
MDW
2 stops14h 45m
Delta
Tue 3/176:34 pm
MDW
-
BRS
2 stops13h 36m
Delta
Deal found 2/10$843
This Delta deal was found by Cheapflights users on 2/11. 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 4/155:55 am
MAN
-
MDW
2 stops18h 41m
Delta
Wed 4/2212:53 pm
MDW
-
MAN
2 stops15h 07m
Delta
Deal found 2/11$859
This Trip.com deal was found by Cheapflights users on 2/10. 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 3/175:50 am
MAN
-
MDW
2 stops17h 04m
Multiple Airlines
Tue 3/3112:47 pm
MDW
-
MAN
1 stop14h 03m
Multiple Airlines
Deal found 2/10$861
This Delta deal was found by Cheapflights users on 2/9. 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 9/165:55 am
MAN
-
MDW
2 stops18h 36m
Delta
Wed 9/235:59 pm
MDW
-
MAN
2 stops14h 01m
Delta
Deal found 2/9$862
This Delta deal was found by Cheapflights users on 2/10. 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 9/25:55 am
MAN
-
MDW
2 stops18h 36m
Delta
Wed 9/95:59 pm
MDW
-
MAN
2 stops14h 01m
Delta
Deal found 2/10$863
This TravelUp deal was found by Cheapflights users on 2/8. 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.
Mon 9/281:45 pm
BRS
-
MDW
2 stops32h 42m
Virgin Atlantic
Mon 10/56:45 pm
MDW
-
BRS
2 stops16h 15m
Virgin Atlantic
Deal found 2/8$863
This Delta deal was found by Cheapflights users on 2/9. 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 4/76:15 am
BRS
-
MDW
2 stops17h 07m
Delta
Tue 4/217:16 pm
MDW
-
BRS
2 stops15h 44m
Delta
Deal found 2/9$900
This KLM deal was found by Cheapflights users on 2/8. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/79:20 am
BRS
-
MDW
2 stops15h 20m
KLM
Tue 4/2112:53 pm
MDW
-
BRS
2 stops13h 57m
KLM
Deal found 2/8$927
This Trip.com deal was found by Cheapflights users on 2/8. 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.
Wed 3/2510:20 am
CWL
-
MDW
2 stops36h 34m
Multiple Airlines
Wed 4/19:30 am
MDW
-
CWL
2 stops17h 45m
Multiple Airlines
Deal found 2/8$950

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 February 11, 2026.

Round-trip from

$785
(Travcart)

One-way from

$339
(Kiwi.com)
From Wales to Chicago Midway
Search Deals
One-way flight from Wales to Chicago Midway
Search Deals

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 February 11, 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

Tue 3/17

1:30 pm-5:22 pm

1 stop32h 52m

Chicago Midway

Tue 3/31

12:47 pm-8:50 am

1 stop14h 03m

$785

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 3/11

1:30 pm-10:31 pm

1 stop14h 01m

Chicago Midway

Wed 3/18

12:47 pm-10:30 am

1 stop16h 43m

$811

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 3/11

1:30 pm-10:31 pm

1 stop14h 01m

Chicago Midway

Wed 3/18

6:34 pm-4:05 pm

2 stops16h 31m

$834

BristolChicago

BRS - MDW

BRSMDW

Bristol

Tue 3/10

8:55 am-6:40 pm

2 stops14h 45m

Chicago Midway

Tue 3/17

6:34 pm-1:10 pm

2 stops13h 36m

$843

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 4/15

5:55 am-6:36 pm

2 stops18h 41m

Chicago Midway

Wed 4/22

12:53 pm-10:00 am

2 stops15h 07m

$859

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Thu 3/12

1:30 pm-10:31 pm

1 stop14h 01m

Chicago Midway

Fri 3/20

6:07 pm-10:30 am

1 stop11h 23m

$867

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 3/2

5:50 am-6:40 pm

2 stops18h 50m

Chicago Midway

Wed 3/18

6:34 pm-4:05 pm

2 stops16h 31m

$891

BristolChicago

BRS - MDW

BRSMDW

Bristol

Tue 4/7

6:15 am-5:22 pm

2 stops17h 07m

Chicago Midway

Tue 4/21

7:16 pm-5:00 pm

2 stops15h 44m

$900

BristolChicago

BRS - MDW

BRSMDW

Bristol

Tue 4/7

9:20 am-6:40 pm

2 stops15h 20m

Chicago Midway

Tue 4/21

12:53 pm-8:50 am

2 stops13h 57m

$927

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 3/3

9:05 am-5:37 pm

2 stops14h 32m

Chicago Midway

Mon 3/16

1:10 pm-8:20 am

2 stops14h 10m

$936

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/9

Showing 1-10 of 33 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 01m. 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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