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Wales

$223+ Cheap flights from Chicago (CHI) to Wales

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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CWL
Jul 28 — Aug 41
Tue 7/28
Tue 8/4
1 adult, Economy
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Cheap flight deals from Chicago to Wales

Cheapest flights from Chicago to Wales
Explore the most affordable flight options available from Chicago to Wales. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 28, 2026.

This Mytrip deal was found by Cheapflights users on 6/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1110:25 pm
ORD
-
MAN
2 stops18h 50m
Multiple Airlines
Tue 8/1810:45 pm
MAN
-
ORD
3 stops27h 07m
Multiple Airlines
Deal found 6/27$590
This Mytrip deal was found by Cheapflights users on 6/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1110:25 pm
ORD
-
MAN
2 stops18h 50m
Multiple Airlines
Tue 8/2510:45 pm
MAN
-
ORD
3 stops27h 07m
Multiple Airlines
Deal found 6/28$617
This Mytrip deal was found by Cheapflights users on 6/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:25 pm
ORD
-
MAN
2 stops21h 50m
Multiple Airlines
Mon 8/2410:35 pm
MAN
-
ORD
3 stops27h 30m
Multiple Airlines
Deal found 6/26$629
This Mytrip deal was found by Cheapflights users on 6/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/107:25 pm
ORD
-
MAN
2 stops21h 50m
Multiple Airlines
Mon 8/2410:35 pm
MAN
-
ORD
3 stops27h 30m
Multiple Airlines
Deal found 6/26$631
This Mytrip deal was found by Cheapflights users on 6/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/310:25 pm
ORD
-
MAN
1 stop31h 15m
Multiple Airlines
Wed 8/1910:25 pm
MAN
-
ORD
3 stops27h 27m
Multiple Airlines
Deal found 6/27$633
This Mytrip deal was found by Cheapflights users on 6/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/510:25 pm
ORD
-
MAN
1 stop31h 15m
Multiple Airlines
Wed 8/1910:25 pm
MAN
-
ORD
3 stops27h 27m
Multiple Airlines
Deal found 6/26$645
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:25 pm
ORD
-
MAN
1 stop11h 00m
Multiple Airlines
Sun 9/206:25 am
MAN
-
ORD
1 stop17h 50m
Multiple Airlines
Deal found 6/27$651
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:30 pm
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Thu 11/128:00 am
MAN
-
ORD
2 stops15h 20m
Multiple Airlines
Deal found 6/27$653
This Mytrip deal was found by Cheapflights users on 6/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:25 pm
ORD
-
CWL
3 stops21h 25m
Multiple Airlines
Tue 8/2511:15 pm
CWL
-
ORD
3 stops26h 37m
Multiple Airlines
Deal found 6/26$716
This Mytrip deal was found by Cheapflights users on 6/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/103:45 pm
ORD
-
BRS
1 stop9h 50m
Multiple Airlines
Wed 8/269:20 am
BRS
-
ORD
1 stop15h 55m
Multiple Airlines
Deal found 6/27$747
This Mytrip deal was found by Cheapflights users on 6/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:25 pm
ORD
-
BRS
2 stops21h 30m
Multiple Airlines
Wed 10/219:20 am
BRS
-
ORD
2 stops14h 55m
Multiple Airlines
Deal found 6/26$763
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/43:45 pm
ORD
-
BRS
1 stop10h 10m
Multiple Airlines
Sun 10/187:10 pm
BRS
-
ORD
2 stops27h 00m
Multiple Airlines
Deal found 6/26$802

Find flight deals from Chicago to Wales

Keep the following information in mind while searching for Chicago to Wales flight deals. Data was last updated June 28, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$590
(Mytrip)

One-way from

$223
(Mytrip)
Provider with most accurate pricing for Chicago (CHI)-Cardiff Wales flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Cardiff Wales flights.
Search Deals
From Chicago (CHI) to Wales
Search Deals
One-way flight from Chicago (CHI) to Wales
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Wales 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 June 28, 2026.
Use the filters below to find and compare flights from Chicago to Wales that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCardiff

ORD - CWL

ORDCWL

Chicago O'Hare Intl

Tue 8/18

7:25 pm-10:50 pm

3 stops21h 25m

Cardiff Wales

Tue 8/25

11:15 pm-7:52 pm

3 stops26h 37m

$716
Quickest round-trip

ChicagoBristol

ORD - BRS

ORDBRS

Chicago O'Hare Intl

Mon 8/10

3:45 pm-7:35 am

1 stop9h 50m

Bristol

Wed 8/26

9:20 am-7:15 pm

1 stop15h 55m

$747

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sat 11/14

7:15 pm-9:30 am

1 stop32h 15m

Manchester

Wed 11/18

12:55 pm-4:45 pm

2 stops33h 50m

$754

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Mon 10/5

7:52 pm-6:30 am

2 stops28h 38m

Manchester

Thu 10/8

6:05 am-6:41 pm

2 stops18h 36m

$779

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Thu 10/8

7:15 pm-8:30 am

2 stops31h 15m

Manchester

Tue 10/13

9:35 am-4:10 pm

1 stop12h 35m

$800

ChicagoBristol

ORD - BRS

ORDBRS

Chicago O'Hare Intl

Tue 8/18

9:00 pm-10:55 pm

1 stop19h 55m

Bristol

Tue 8/25

4:10 pm-5:50 pm

2 stops31h 40m

$813

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Fri 8/28

7:15 pm-8:35 pm

2 stops19h 20m

Manchester

Thu 9/3

10:20 am-4:10 pm

2 stops35h 50m

$820

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Mon 10/5

9:40 pm-9:50 am

1 stop30h 10m

Manchester

Thu 10/8

9:00 am-12:35 pm

1 stop33h 35m

$850

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Thu 10/8

8:10 pm-9:50 pm

1 stop19h 40m

Manchester

Tue 10/13

10:55 pm-9:40 am

1 stop16h 45m

$865

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Tue 11/3

7:10 am-6:40 am

2 stops17h 30m

Manchester

Wed 11/11

9:05 am-2:25 pm

1 stop11h 20m

$870

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/24

Showing 1-10 of 55 resultsSorted by cheapest first
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Best time to book a flight from Chicago to Wales

Have a flexible travel schedule? Discover the best time to fly to Wales from Chicago 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 Chicago to Wales
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 Chicago to Wales. 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 Chicago to Wales?

    Scandinavian Airlines, United Airlines, and Virgin Atlantic can get you from Chicago to Wales in just under 14h 21m. Your travel time can differ by up to 17h 54m. The distance from Chicago to Wales is about 3816 mi. This flight may include one or multiple stops.

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

    Most travelers choose Chicago O'Hare Intl - Manchester, Chicago Midway - Manchester or Chicago O'Hare Intl - Bristol when deciding on the best route from Chicago to Wales.

  • Can I find deals for flights from Chicago to Wales that include hotel bookings?

    Yes. In addition to deals on Chicago to Wales flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Wales?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Wales.

  • Can I find deals for business class flights from Chicago to Wales?

    Yes. Cheapflights offers flight deals from Chicago to Wales 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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