Cheap flights from Chicago to Wales from £174

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 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CWL
2 Sep — 9 Sep1
1 adult

Cheap flight deals from Chicago to Wales

Keep the following information in mind while searching for Chicago to Wales flight deals. Data was last updated 28 August 2025.

Round-trip from

£420

One-way from

£174
Scandinavian Airlines
  • Scandinavian Airlines
  • 6/11-9/11
  • 2 total stops
  • 59h 40m total
  • Chicago to Wales
2/10
  • 2/10
  • 2 total stops
  • 31h 30m total
  • Chicago to Wales

Find 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 28 August 2025.

Thu 6/1119:20ORD - MAN
1 stop32h 10mScandinavian Airlines
Sun 9/1119:15MAN - ORD
1 stop27h 30mScandinavian Airlines
Deal found 27/8£420
Thu 23/1019:15ORD - MAN
2 stops18h 30mScandinavian Airlines
Sat 1/1112:55MAN - ORD
2 stops33h 50mScandinavian Airlines
Deal found 26/8£420
Thu 30/1020:50ORD - MAN
2 stops30h 45mScandinavian Airlines
Mon 3/1110:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Deal found 27/8£421
Mon 24/1119:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Fri 28/1110:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Deal found 26/8£422
Thu 6/1119:20ORD - MAN
1 stop32h 10mScandinavian Airlines
Tue 11/1119:15MAN - ORD
1 stop27h 30mScandinavian Airlines
Deal found 27/8£428
Wed 24/922:15ORD - MAN
1 stop31h 25mIcelandair
Wed 1/1012:40MAN - ORD
1 stop14h 35mIcelandair
Deal found 27/8£434
Sat 25/1020:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Mon 3/1110:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Deal found 27/8£442
Wed 22/1019:25ORD - MAN
1 stop10h 15mIcelandair
Tue 28/1011:55MAN - ORD
1 stop11h 25mIcelandair
Deal found 28/8£445
Tue 7/1019:25ORD - MAN
1 stop10h 15mIcelandair
Fri 17/1012:40MAN - ORD
1 stop14h 35mIcelandair
Deal found 27/8£446
Tue 7/1012:48MDW - MAN
1 stop13h 47mVirgin Atlantic
Fri 17/1012:35MAN - MDW
1 stop15h 39mVirgin Atlantic
Deal found 27/8£480
Sun 28/918:15MDW - MAN
2 stops13h 10mDelta
Tue 7/1012:35MAN - MDW
1 stop15h 39mDelta
Deal found 26/8£495
Sat 11/1019:15ORD - BRS
2 stops20h 20mMultiple Airlines
Sat 18/1013:30BRS - ORD
3 stops32h 40mMultiple Airlines
Deal found 26/8£497

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 28 August 2025.
Use the filters below to find and compare flights from Chicago to Wales that are best for you.

Fly from

Chicago

Fly to

Wales

Route

Depart

Return

Price

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sun 23/11

19:20-09:30

1 stop32h 10m

Manchester

Mon 8/12

10:10-16:45

1 stop12h 35m

£420

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Fri 31/10

20:20-08:40

2 stops31h 20m

Manchester

Fri 7/11

12:55-16:45

2 stops33h 50m

£420

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Thu 23/10

19:15-19:45

2 stops18h 30m

Manchester

Sat 1/11

12:55-17:45

2 stops33h 50m

£420

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Thu 30/10

20:50-08:35

2 stops30h 45m

Manchester

Mon 3/11

10:10-16:45

1 stop12h 35m

£421

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Mon 24/11

19:20-18:35

1 stop17h 15m

Manchester

Fri 28/11

10:10-16:45

1 stop12h 35m

£422

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Thu 6/11

19:20-09:30

1 stop32h 10m

Manchester

Tue 11/11

19:15-16:45

1 stop27h 30m

£428

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Wed 24/9

22:15-11:40

1 stop31h 25m

Manchester

Wed 1/10

12:40-21:15

1 stop14h 35m

£434

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Fri 17/10

19:25-11:40

1 stop10h 15m

Manchester

Wed 22/10

12:40-18:15

1 stop11h 35m

£442

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sat 25/10

20:20-18:35

1 stop17h 15m

Manchester

Mon 3/11

10:10-16:45

1 stop12h 35m

£442

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Mon 20/10

10:35-08:35

1 stop16h 00m

Manchester

Wed 5/11

13:30-22:14

1 stop14h 44m

£457

Flights are sorted by cheapest return flights first.

Deals found on 26/8

Showing 1-10 of 60 results
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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 Scandinavian Airlines, Virgin Atlantic, and Delta fly from Chicago to Wales in about 14h 56m. The time it takes to get you to your destination can typically vary by up to 17h 14m. There are 3816 mi between Chicago and Wales. Both multi-stop and direct flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Chicago to Wales one-way?

    To fly one-way, consider booking your trip with Virgin Atlantic, which is currently one of the cheapest options available, starting at £280. KLM flights start at £376 while deals on Delta start at £433 one-way.

  • What are the most popular routes 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.

  • What is the cheapest month to book a flight from Chicago to Wales?

    Currently, July is the cheapest month in which you can book a flight from Chicago to Wales (average of £169). Flying from Chicago to Wales in December is currently the most expensive (average of £263). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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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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