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Cheap flights from Chicago to Wales from £144

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 17/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CWL
6 Dec — 13 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 6 November 2025.

Round-trip from

£377

One-way from

£144
Icelandair
  • Icelandair
  • 26/11-3/12
  • 2 total stops
  • 21h 40m total
  • Chicago to Wales
Search Deals
Icelandair
  • Icelandair
  • 17/1
  • 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 6 November 2025.

Wed 26/1118:30ORD - MAN
1 stop10h 15mIcelandair
Wed 3/1211:55MAN - ORD
1 stop11h 25mIcelandair
Deal found 6/11£377
Wed 31/1218:30ORD - MAN
1 stop10h 15mIcelandair
Sun 18/111:55MAN - ORD
1 stop11h 25mIcelandair
Deal found 4/11£378
Sun 23/1118:30ORD - MAN
1 stop10h 15mIcelandair
Wed 3/1211:55MAN - ORD
1 stop11h 25mIcelandair
Deal found 5/11£381
Fri 5/1207:10ORD - MAN
2 stops20h 20mScandinavian Airlines
Sat 13/1210:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Deal found 4/11£389
Tue 2/1218:30ORD - MAN
1 stop10h 15mIcelandair
Tue 9/1211:55MAN - ORD
1 stop11h 25mIcelandair
Deal found 5/11£391
Mon 17/1107:10ORD - MAN
2 stops29h 25mScandinavian Airlines
Sat 22/1112:55MAN - ORD
2 stops33h 50mScandinavian Airlines
Deal found 4/11£410
Sun 16/1118:30ORD - MAN
1 stop10h 15mIcelandair
Sun 23/1111:55MAN - ORD
1 stop11h 25mIcelandair
Deal found 4/11£416
Sun 16/1107:10ORD - MAN
2 stops29h 25mScandinavian Airlines
Sun 23/1110:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Deal found 4/11£418
Tue 11/1110:00ORD - MAN
2 stops17h 30mMultiple Airlines
Tue 18/1119:50MAN - ORD
2 stops23h 20mMultiple Airlines
Deal found 4/11£420
Fri 28/1119:20ORD - MAN
1 stop32h 10mScandinavian Airlines
Fri 12/1212:55MAN - ORD
2 stops33h 50mScandinavian Airlines
Deal found 4/11£423
Mon 1/1207:05ORD - MAN
3 stops26h 15mMultiple Airlines
Mon 8/1221:30MAN - ORD
2 stops21h 40mMultiple Airlines
Deal found 3/11£427
Wed 31/1218:08MDW - MAN
2 stops15h 57mDelta
Wed 21/113:30MAN - MDW
1 stop14h 56mDelta
Deal found 5/11£473

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 6 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

Sat 7/2

07:05-18:35

2 stops29h 30m

Manchester

Thu 19/2

10:10-16:45

1 stop12h 35m

£403

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Mon 9/2

07:01-18:35

2 stops29h 34m

Manchester

Mon 23/2

10:10-16:45

1 stop12h 35m

£407

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sat 7/2

07:05-18:35

2 stops29h 30m

Manchester

Thu 12/2

10:10-16:45

1 stop12h 35m

£407

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sun 8/2

07:01-09:30

2 stops20h 29m

Manchester

Wed 25/2

10:10-16:45

1 stop12h 35m

£407

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sat 7/2

07:05-18:35

2 stops29h 30m

Manchester

Sun 22/2

10:10-16:55

1 stop12h 45m

£407

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Mon 17/11

07:10-18:35

2 stops29h 25m

Manchester

Sat 22/11

12:55-16:45

2 stops33h 50m

£410

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Tue 20/1

07:05-09:30

2 stops20h 25m

Manchester

Sat 7/2

12:55-16:55

2 stops34h 00m

£410

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Wed 18/3

20:20-12:15

2 stops34h 55m

Manchester

Sat 21/3

10:10-17:45

1 stop12h 35m

£410

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Thu 29/1

18:30-23:00

2 stops22h 30m

Manchester

Sun 1/2

19:55-17:20

3 stops27h 25m

£429

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Tue 27/1

10:40-18:35

2 stops25h 55m

Manchester

Tue 10/2

12:55-16:45

2 stops33h 50m

£433

Flights are sorted by cheapest return flights first.

Deals found on 4/11

Showing 1-10 of 50 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, Delta, and Virgin Atlantic fly from Chicago to Wales in about 15h 57m. The time it takes to get you to your destination can typically vary by up to 13h 33m. 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 Icelandair, which is currently one of the cheapest options available, starting at £144. Aer Lingus flights start at £244 while deals on Delta start at £310 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?

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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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