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Cheap flights from Chicago to Wales from £142

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 25/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CWL
20 Dec — 27 Dec1
1 adult
1 adult, Economy, 0 bags

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 20 November 2025.

Round-trip from

£422

One-way from

£142
Scandinavian Airlines
  • Scandinavian Airlines
  • 8/3-12/3
  • 3 total stops
  • 31h 20m total
  • Chicago to Wales
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Icelandair
  • Icelandair
  • 25/2
  • 1 total stop
  • 10h 15m total
  • Chicago to Wales
Search Deals

Find 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 20 November 2025.

Mon 1/1215:50ORD - BRS
1 stop10h 15mMultiple Airlines
Wed 17/1209:00BRS - ORD
1 stop14h 55mMultiple Airlines
Deal found 18/11£379
Sun 30/1120:25ORD - MAN
1 stop13h 50mTAP AIR PORTUGAL
Sat 6/1217:10MAN - ORD
1 stop27h 35mTAP AIR PORTUGAL
Deal found 20/11£434
Sun 14/1218:30ORD - MAN
1 stop10h 15mIcelandair
Thu 8/111:55MAN - ORD
1 stop11h 25mIcelandair
Deal found 19/11£471
Mon 24/1115:50ORD - MAN
1 stop9h 45mAer Lingus
Wed 10/1208:05MAN - ORD
1 stop11h 55mAer Lingus
Deal found 19/11£477
Tue 2/1215:50ORD - CWL
1 stop17h 40mMultiple Airlines
Thu 11/1210:30CWL - ORD
1 stop13h 25mMultiple Airlines
Deal found 19/11£483
Mon 24/1107:10ORD - MAN
2 stops29h 25mScandinavian Airlines
Wed 10/1210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Deal found 19/11£506
Tue 16/1218:30ORD - MAN
1 stop10h 15mIcelandair
Thu 8/111:55MAN - ORD
1 stop11h 25mIcelandair
Deal found 20/11£516
Wed 17/1219:10ORD - MAN
1 stop15h 05mTAP AIR PORTUGAL
Thu 8/117:10MAN - ORD
1 stop28h 15mTAP AIR PORTUGAL
Deal found 19/11£519
Wed 19/1115:20ORD - MAN
1 stop11h 20mMultiple Airlines
Tue 25/1106:10MAN - ORD
1 stop12h 00mMultiple Airlines
Deal found 19/11£529
Mon 24/1112:50ORD - MAN
2 stops15h 30mAir Canada
Wed 10/1206:10MAN - ORD
2 stops14h 45mAir Canada
Deal found 19/11£530
Sun 14/1218:30ORD - MAN
1 stop10h 15mIcelandair
Sat 10/111:55MAN - ORD
1 stop11h 25mIcelandair
Deal found 19/11£535
Sun 30/1119:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Sat 6/1212:50MAN - ORD
2 stops33h 55mScandinavian Airlines
Deal found 20/11£537

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 20 November 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

ChicagoBristol

ORD - BRS

ORDBRS

Chicago O'Hare Intl

Mon 1/12

15:50-08:05

1 stop10h 15m

Bristol

Wed 17/12

09:00-17:55

1 stop14h 55m

£379

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sun 8/3

20:20-20:05

2 stops18h 45m

Manchester

Thu 12/3

12:55-17:55

2 stops34h 00m

£443

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Tue 12/5

19:25-11:40

1 stop10h 15m

Manchester

Wed 3/6

13:05-21:40

1 stop14h 35m

£455

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sat 9/5

19:25-11:40

1 stop10h 15m

Manchester

Fri 5/6

13:05-18:10

1 stop11h 05m

£455

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Tue 12/5

19:25-11:40

1 stop10h 15m

Manchester

Fri 5/6

13:05-18:10

1 stop11h 05m

£455

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Tue 12/5

19:25-11:40

1 stop10h 15m

Manchester

Mon 1/6

13:05-18:10

1 stop11h 05m

£465

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Wed 15/4

19:15-20:30

2 stops19h 15m

Manchester

Wed 22/4

09:35-16:10

1 stop12h 35m

£467

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Mon 15/12

18:30-10:45

1 stop10h 15m

Manchester

Thu 8/1

11:55-17:20

1 stop11h 25m

£471

ChicagoCardiff

ORD - CWL

ORDCWL

Chicago O'Hare Intl

Tue 2/12

15:50-15:30

1 stop17h 40m

Cardiff Wales

Thu 11/12

10:30-17:55

1 stop13h 25m

£483

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Wed 18/3

20:20-18:35

1 stop17h 15m

Manchester

Sun 22/3

19:15-17:45

1 stop27h 30m

£486

Flights are sorted by cheapest return flights first.

Deals found on 20/11

Showing 1-10 of 56 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, Icelandair, and Delta fly from Chicago to Wales in about 10h 15m. The time it takes to get you to your destination can typically vary by up to 8h 30m. 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 cheapest airlines to fly from Chicago to Wales one-way?

    To fly one-way, consider booking your trip with Icelandair, which is currently one of the cheapest options available, starting at £146. British Airways flights start at £154 while deals on Aer Lingus start at £318 one-way.

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

    While some choose either Chicago Midway - Manchester or Chicago O'Hare Intl - Cardiff Wales, 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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Alternative routes for Chicago to Wales

See prices for flight routes from nearby airports that may be better suited for you.
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Fly with Cheapflights

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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?

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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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