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Cheap flights from Chicago to Wales from £207

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 4/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CWL
24 May — 31 May1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Chicago to Wales

Enter your travel dates to find the best prices.

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 24 April 2026.

Sun 19/719:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Thu 3/906:55
MAN
-
ORD
2 stops16h 55m
Multiple Airlines
Deal found 23/4£492
Sun 1/1118:30
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Tue 17/1107:35
MAN
-
ORD
2 stops15h 45m
Multiple Airlines
Deal found 23/4£512
Mon 27/421:15
ORD
-
MAN
1 stop11h 55m
British Airways
Mon 11/510:55
MAN
-
ORD
1 stop13h 20m
British Airways
Deal found 21/4£515
Tue 21/719:05
ORD
-
MAN
1 stop12h 15m
Multiple Airlines
Thu 3/906:55
MAN
-
ORD
2 stops16h 55m
Multiple Airlines
Deal found 23/4£525
Mon 20/722:30
ORD
-
MAN
1 stop12h 40m
Multiple Airlines
Thu 3/906:55
MAN
-
ORD
2 stops16h 55m
Multiple Airlines
Deal found 23/4£532
Mon 27/419:25
ORD
-
MAN
1 stop10h 15m
Icelandair
Fri 1/513:05
MAN
-
ORD
1 stop11h 10m
Icelandair
Deal found 19/4£537
Wed 3/609:55
ORD
-
MAN
3 stops22h 05m
Multiple Airlines
Thu 11/606:00
MAN
-
ORD
3 stops33h 00m
Multiple Airlines
Deal found 22/4£540
Mon 27/419:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Mon 11/522:35
MAN
-
ORD
3 stops27h 33m
Multiple Airlines
Deal found 20/4£540
Tue 17/1119:40
ORD
-
MAN
1 stop9h 50m
Multiple Airlines
Mon 7/1207:25
MAN
-
ORD
2 stops15h 55m
Multiple Airlines
Deal found 21/4£551
Wed 27/509:55
ORD
-
MAN
3 stops19h 25m
Multiple Airlines
Tue 9/619:45
MAN
-
ORD
3 stops28h 30m
Multiple Airlines
Deal found 20/4£555
Wed 3/609:55
ORD
-
BRS
2 stops22h 40m
Multiple Airlines
Wed 10/609:20
BRS
-
ORD
2 stops18h 05m
Multiple Airlines
Deal found 18/4£592
Mon 1/610:00
ORD
-
BRS
2 stops28h 15m
Multiple Airlines
Mon 8/616:00
BRS
-
ORD
3 stops30h 59m
Multiple Airlines
Deal found 23/4£630

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 24 April 2026.

Round-trip from

£492

One-way from

£207
19/7-3/9
  • 19/7-3/9
  • 3 total stops
  • 27h 10m total
  • Chicago to Wales
Search Deals
4/5
  • 4/5
  • 3 total stops
  • 21h 50m total
  • Chicago to Wales
Search Deals

Cheapflights Fare Finder

 
Customise 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 858,174 searches. Data last updated 24 April 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 return flight

ChicagoBristol

ORD - BRS

ORDBRS

Chicago O'Hare Intl

Wed 3/6

09:55-14:35

2 stops22h 40m

Bristol

Wed 10/6

09:20-21:25

2 stops18h 05m

£592

ChicagoBristol

ORD - BRS

ORDBRS

Chicago O'Hare Intl

Mon 1/6

10:00-20:15

2 stops28h 15m

Bristol

Mon 8/6

16:00-16:59

3 stops30h 59m

£630

ChicagoBristol

ORD - BRS

ORDBRS

Chicago O'Hare Intl

Sun 27/9

15:45-08:30

1 stop10h 45m

Bristol

Sat 3/10

21:55-17:50

2 stops25h 55m

£661

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Fri 24/7

21:15-06:30

1 stop27h 15m

Manchester

Fri 14/8

09:00-14:55

1 stop11h 55m

£707

ChicagoCardiff

ORD - CWL

ORDCWL

Chicago O'Hare Intl

Sun 14/6

09:55-10:15

1 stop18h 20m

Cardiff Wales

Wed 17/6

23:30-22:05

2 stops28h 35m

£719

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Fri 24/7

18:58-16:45

2 stops15h 47m

Manchester

Fri 14/8

05:50-18:31

2 stops18h 41m

£724

ChicagoBristol

ORD - BRS

ORDBRS

Chicago O'Hare Intl

Wed 10/6

09:55-14:35

3 stops22h 40m

Bristol

Sun 21/6

07:35-14:55

3 stops37h 20m

£730

ChicagoBristol

ORD - BRS

ORDBRS

Chicago O'Hare Intl

Sun 11/10

15:45-08:30

1 stop10h 45m

Bristol

Fri 23/10

09:50-14:25

2 stops34h 35m

£732

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Mon 11/5

10:30-10:00

2 stops17h 30m

Manchester

Sun 7/6

09:00-14:15

1 stop11h 15m

£752

ChicagoBristol

ORD - BRS

ORDBRS

Chicago O'Hare Intl

Sun 11/10

11:10-08:50

2 stops15h 40m

Bristol

Fri 23/10

06:15-16:49

2 stops16h 34m

£773

Flights are sorted by cheapest return flights first.

Deals found on 23/4

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 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 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?

    Airlines like United Airlines, Delta, and British Airways fly from Chicago to Wales in about 10h 50m. The time it takes to get you to your destination can typically vary by up to 16h 25m. There are 3812 mi between Chicago and Wales. Both multi-stop and direct flights can be found to your destination and back.

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

    While some choose either Chicago Midway - Manchester or Chicago O'Hare Intl - Bristol, Chicago O'Hare Intl - Manchester is the most popular 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 holiday 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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How does Cheapflights help users find flights from Chicago to Wales?

Cheapflights makes it easy to find Chicago to Wales 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 Chicago to Wales?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Chicago to Wales for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Chicago to Wales with no change fees?

Yes! Cheapflights helps users easily find flights from Chicago to Wales with no change fees.

Can Cheapflights notify me if prices for flights from Chicago to Wales become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Wales from Chicago today and book when prices fit your budget.

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