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Cheap flights from Chicago to Wales from £148

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 28/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CWL
2 Dec — 9 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 2 November 2025.

Round-trip from

£379

One-way from

£148
Icelandair
  • Icelandair
  • 21/1-26/1
  • 2 total stops
  • 21h 40m total
  • Chicago to Wales
Search Deals
Icelandair
  • Icelandair
  • 28/1
  • 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 2 November 2025.

Fri 28/1118:30ORD - MAN
2 stops20h 25mMultiple Airlines
Fri 5/1206:45MAN - ORD
2 stops16h 35mMultiple Airlines
Deal found 31/10£385
Wed 3/1218:30ORD - MAN
2 stops22h 45mMultiple Airlines
Wed 10/1208:15MAN - ORD
2 stops15h 05mMultiple Airlines
Deal found 1/11£388
Wed 5/1117:55ORD - MAN
1 stop13h 30mMultiple Airlines
Wed 12/1112:25MAN - ORD
1 stop11h 30mMultiple Airlines
Deal found 31/10£391
Tue 2/1218:30ORD - MAN
2 stops22h 05mMultiple Airlines
Tue 9/1207:35MAN - ORD
2 stops15h 45mMultiple Airlines
Deal found 2/11£391
Sun 9/1118:30ORD - MAN
1 stop10h 15mIcelandair
Fri 14/1111:55MAN - ORD
1 stop11h 25mIcelandair
Deal found 31/10£396
Sun 9/1118:30ORD - MAN
1 stop10h 15mIcelandair
Thu 20/1111:55MAN - ORD
1 stop11h 25mIcelandair
Deal found 30/10£397
Wed 26/1118:30ORD - MAN
1 stop10h 15mIcelandair
Wed 3/1211:55MAN - ORD
1 stop11h 25mIcelandair
Deal found 30/10£403
Mon 17/1107:10ORD - MAN
2 stops29h 25mScandinavian Airlines
Sat 22/1112:55MAN - ORD
2 stops33h 50mScandinavian Airlines
Deal found 2/11£407
Wed 3/1218:30ORD - MAN
2 stops33h 00mScandinavian Airlines
Wed 10/1210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Deal found 1/11£408
Sun 9/1119:40ORD - MAN
1 stop11h 50mMultiple Airlines
Tue 18/1107:35MAN - ORD
1 stop12h 25mMultiple Airlines
Deal found 31/10£410
Sun 16/1118:30ORD - MAN
1 stop10h 15mIcelandair
Sun 23/1111:55MAN - ORD
1 stop11h 25mIcelandair
Deal found 2/11£412
Tue 2/1213:14MDW - MAN
2 stops14h 56mDelta
Tue 9/1213:30MAN - MDW
1 stop16h 17mDelta
Deal found 2/11£468

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 2 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

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sun 25/1

18:30-10:45

1 stop10h 15m

Manchester

Wed 11/2

11:55-17:20

1 stop11h 25m

£397

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sun 25/1

18:30-10:45

1 stop10h 15m

Manchester

Tue 10/2

11:55-17:20

1 stop11h 25m

£397

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Wed 28/1

18:30-10:45

1 stop10h 15m

Manchester

Thu 12/2

11:55-17:20

1 stop11h 25m

£397

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Tue 27/1

18:30-10:45

1 stop10h 15m

Manchester

Sun 8/2

11:55-17:20

1 stop11h 25m

£397

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Tue 27/1

18:30-10:45

1 stop10h 15m

Manchester

Sat 7/2

11:55-17:20

1 stop11h 25m

£397

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Fri 30/1

18:30-10:45

1 stop10h 15m

Manchester

Thu 12/2

11:55-17:20

1 stop11h 25m

£397

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sat 24/1

18:30-10:45

1 stop10h 15m

Manchester

Wed 11/2

11:55-17:20

1 stop11h 25m

£397

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sun 25/1

18:30-10:45

1 stop10h 15m

Manchester

Thu 12/2

11:55-17:20

1 stop11h 25m

£397

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Mon 26/1

18:30-10:45

1 stop10h 15m

Manchester

Thu 12/2

11:55-17:20

1 stop11h 25m

£397

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Tue 27/1

18:30-10:45

1 stop10h 15m

Manchester

Thu 12/2

11:55-17:20

1 stop11h 25m

£397

Flights are sorted by cheapest return flights first.

Deals found on 1/11

Showing 1-10 of 54 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 Icelandair, Virgin Atlantic, 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 21m. 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 £148. TAP AIR PORTUGAL flights start at £196 while deals on British Airways start at £202 one-way.

  • 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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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?

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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