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Cheap flights from Chicago to Wales from £140

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 30/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CWL
3 Feb — 10 Feb1
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 4 January 2026.

Mon 19/118:30ORD - MAN
1 stop10h 15mIcelandair
Fri 23/111:55MAN - ORD
1 stop11h 25mIcelandair
Deal found 2/1£390
Wed 11/219:20ORD - MAN
2 stops32h 10mScandinavian Airlines
Sun 15/210:10MAN - ORD
1 stop12h 45mScandinavian Airlines
Deal found 3/1£391
Sun 8/320:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Thu 12/310:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Deal found 4/1£394
Wed 21/118:30ORD - MAN
2 stops17h 45mMultiple Airlines
Mon 26/106:55MAN - ORD
2 stops16h 25mMultiple Airlines
Deal found 2/1£398
Sat 14/219:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Sat 21/210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Deal found 2/1£400
Fri 1/519:25ORD - MAN
1 stop10h 15mIcelandair
Sun 10/513:05MAN - ORD
1 stop11h 10mIcelandair
Deal found 2/1£402
Sat 28/219:20ORD - MAN
2 stops34h 55mScandinavian Airlines
Wed 11/310:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Deal found 2/1£403
Mon 9/320:20ORD - MAN
2 stops34h 55mScandinavian Airlines
Wed 25/310:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Deal found 3/1£403
Sat 14/219:20ORD - MAN
2 stops34h 55mScandinavian Airlines
Thu 26/212:55MAN - ORD
2 stops33h 50mScandinavian Airlines
Deal found 3/1£406
Wed 14/118:30ORD - MAN
1 stop10h 15mIcelandair
Mon 26/111:55MAN - ORD
1 stop11h 25mIcelandair
Deal found 3/1£407
Mon 16/218:30ORD - BRS
2 stops21h 30mMultiple Airlines
Mon 23/207:00BRS - ORD
2 stops16h 20mMultiple Airlines
Deal found 2/1£449
Fri 13/210:49MDW - MAN
1 stop17h 41mDelta
Tue 17/213:30MAN - MDW
1 stop15h 03mDelta
Deal found 3/1£463

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 4 January 2026.

Round-trip from

£390

One-way from

£140
Icelandair
  • Icelandair
  • 19/1-23/1
  • 2 total stops
  • 21h 40m total
  • Chicago to Wales
Search Deals
Icelandair
  • Icelandair
  • 30/1
  • 1 total stop
  • 10h 30m 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 4 January 2026.
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

Mon 19/1

18:30-10:45

1 stop10h 15m

Manchester

Fri 23/1

11:55-17:20

1 stop11h 25m

£390

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sun 8/3

19:30-10:45

1 stop10h 15m

Manchester

Wed 25/3

11:55-18:20

1 stop11h 25m

£420

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Wed 11/3

19:30-10:45

1 stop10h 15m

Manchester

Thu 26/3

11:55-18:20

1 stop11h 25m

£444

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Tue 10/3

19:30-10:45

1 stop10h 15m

Manchester

Thu 26/3

11:55-18:20

1 stop11h 25m

£444

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Fri 13/2

19:20-09:30

1 stop32h 10m

Manchester

Tue 17/2

12:55-16:45

2 stops33h 50m

£456

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sat 7/3

05:25-10:30

1 stop23h 05m

Manchester

Thu 26/3

13:30-18:49

1 stop34h 19m

£463

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 18/2

12:45-08:45

1 stop14h 00m

Manchester

Sat 28/2

13:30-22:31

1 stop15h 01m

£463

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sat 7/3

15:21-10:30

1 stop13h 09m

Manchester

Sat 14/3

13:30-23:59

1 stop15h 29m

£463

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Fri 13/2

10:49-10:30

1 stop17h 41m

Manchester

Wed 25/2

13:00-22:31

1 stop15h 31m

£463

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sat 7/3

05:25-10:30

1 stop23h 05m

Manchester

Wed 25/3

13:30-16:49

1 stop32h 19m

£463

Flights are sorted by cheapest return flights first.

Deals found on 3/1

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 Icelandair, Delta, and Aer Lingus 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 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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Midway to Birmingham flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

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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