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Cheap flights from Chicago to Wales from £124

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 13/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CWL
28 Mar — 4 Apr1
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 26 February 2026.

Mon 13/419:25
ORD
-
MAN
1 stop10h 15m
Icelandair
Wed 22/413:05
MAN
-
ORD
1 stop11h 10m
Icelandair
Deal found 25/2£383
Fri 3/422:25
ORD
-
MAN
1 stop31h 15m
Icelandair
Fri 10/413:05
MAN
-
ORD
1 stop11h 10m
Icelandair
Deal found 23/2£384
Sun 12/422:25
ORD
-
MAN
1 stop31h 15m
Icelandair
Sun 19/413:05
MAN
-
ORD
1 stop11h 10m
Icelandair
Deal found 25/2£384
Thu 16/419:25
ORD
-
MAN
2 stops21h 10m
Multiple Airlines
Wed 22/407:55
MAN
-
ORD
2 stops16h 20m
Multiple Airlines
Deal found 23/2£390
Mon 13/419:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Tue 28/420:05
MAN
-
ORD
2 stops24h 20m
Multiple Airlines
Deal found 26/2£398
Sat 4/419:25
ORD
-
MAN
1 stop10h 15m
Icelandair
Wed 15/413:05
MAN
-
ORD
1 stop11h 10m
Icelandair
Deal found 26/2£401
Wed 8/421:30
ORD
-
CWL
2 stops18h 55m
Multiple Airlines
Wed 15/423:50
CWL
-
ORD
2 stops24h 00m
Multiple Airlines
Deal found 22/2£402
Sat 4/419:25
ORD
-
MAN
1 stop10h 15m
Icelandair
Thu 9/413:05
MAN
-
ORD
1 stop11h 10m
Icelandair
Deal found 26/2£403
Fri 3/422:25
ORD
-
MAN
1 stop31h 15m
Icelandair
Thu 9/413:05
MAN
-
ORD
1 stop11h 10m
Icelandair
Deal found 26/2£404
Sun 1/320:25
ORD
-
MAN
1 stop13h 50m
TAP AIR PORTUGAL
Sat 7/317:10
MAN
-
ORD
1 stop27h 35m
TAP AIR PORTUGAL
Deal found 24/2£410
Thu 9/421:00
ORD
-
CWL
1 stop19h 20m
Multiple Airlines
Thu 16/422:50
CWL
-
ORD
1 stop21h 10m
Multiple Airlines
Deal found 22/2£442
Sun 12/421:00
ORD
-
BRS
1 stop16h 05m
Multiple Airlines
Sun 19/405:55
BRS
-
ORD
1 stop14h 05m
Multiple Airlines
Deal found 26/2£460

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 26 February 2026.

Round-trip from

£383

One-way from

£124
Icelandair
  • Icelandair
  • 13/4-22/4
  • 2 total stops
  • 21h 25m total
  • Chicago to Wales
Search Deals
Icelandair
  • Icelandair
  • 13/4
  • 1 total stop
  • 10h 15m 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 26 February 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

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Tue 24/3

13:37-12:45

2 stops18h 08m

Manchester

Tue 31/3

13:45-23:54

2 stops16h 09m

£477

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sun 29/3

16:20-10:20

1 stop12h 00m

Manchester

Mon 6/4

20:50-14:15

1 stop23h 25m

£480

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Wed 8/4

08:45-10:25

2 stops19h 40m

Manchester

Wed 15/4

06:05-09:38

2 stops33h 33m

£489

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Fri 7/8

08:00-10:25

2 stops20h 25m

Manchester

Wed 19/8

09:00-09:00

1 stop30h 00m

£489

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Thu 14/5

12:55-10:25

2 stops15h 30m

Manchester

Mon 18/5

06:05-12:00

1 stop11h 55m

£507

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Tue 12/5

11:00-10:25

2 stops17h 25m

Manchester

Wed 27/5

06:05-18:29

2 stops18h 24m

£520

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Thu 14/5

10:30-10:10

2 stops17h 40m

Manchester

Mon 18/5

08:55-19:20

2 stops16h 25m

£520

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sun 29/3

06:00-10:25

2 stops22h 25m

Manchester

Sun 5/4

11:10-15:15

2 stops34h 05m

£530

ChicagoBristol

ORD - BRS

ORDBRS

Chicago O'Hare Intl

Sun 12/4

18:00-12:50

2 stops36h 50m

Bristol

Sun 19/4

17:20-14:25

1 stop27h 05m

£554

ChicagoCardiff

ORD - CWL

ORDCWL

Chicago O'Hare Intl

Wed 8/4

19:25-22:25

2 stops21h 00m

Cardiff Wales

Wed 15/4

17:15-18:15

3 stops31h 00m

£560

Flights are sorted by cheapest return flights first.

Deals found on 25/2

Showing 1-10 of 60 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 Delta, KLM, and United Airlines fly from Chicago to Wales in about 12h. The time it takes to get you to your destination can typically vary by up to 7h 40m. 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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