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Cheap flights from Chicago to Wales from £198

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 25/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CWL
10 May — 17 May1
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 10 April 2026.

Mon 16/1119:20
ORD
-
MAN
2 stops35h 55m
Scandinavian Airlines
Thu 19/1110:10
MAN
-
ORD
1 stop12h 35m
Scandinavian Airlines
Deal found 5/4£463
Tue 28/411:25
ORD
-
MAN
1 stop29h 00m
Turkish Airlines
Tue 5/517:35
MAN
-
ORD
1 stop22h 05m
Turkish Airlines
Deal found 4/4£497
Mon 27/419:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Thu 7/506:00
MAN
-
ORD
3 stops33h 00m
Multiple Airlines
Deal found 9/4£499
Fri 1/522:25
ORD
-
MAN
1 stop31h 15m
Multiple Airlines
Fri 8/523:00
MAN
-
ORD
3 stops27h 08m
Multiple Airlines
Deal found 5/4£500
Wed 11/1111:50
ORD
-
MAN
1 stop21h 45m
Turkish Airlines
Wed 18/1110:50
MAN
-
ORD
1 stop29h 15m
Turkish Airlines
Deal found 8/4£502
Wed 22/411:25
ORD
-
MAN
1 stop16h 10m
Turkish Airlines
Wed 29/417:35
MAN
-
ORD
1 stop22h 05m
Turkish Airlines
Deal found 8/4£508
Tue 28/411:25
ORD
-
MAN
2 stops25h 05m
Multiple Airlines
Tue 5/507:30
MAN
-
ORD
2 stops32h 10m
Multiple Airlines
Deal found 4/4£514
Fri 24/411:25
ORD
-
MAN
1 stop16h 10m
Turkish Airlines
Wed 29/423:30
MAN
-
ORD
1 stop16h 10m
Turkish Airlines
Deal found 8/4£516
Mon 20/419:05
ORD
-
MAN
1 stop12h 05m
British Airways
Mon 27/406:55
MAN
-
ORD
1 stop12h 55m
British Airways
Deal found 6/4£518
Wed 21/1018:00
ORD
-
MAN
1 stop17h 05m
TAP AIR PORTUGAL
Tue 10/1117:15
MAN
-
ORD
1 stop27h 45m
TAP AIR PORTUGAL
Deal found 8/4£520
Fri 1/522:25
ORD
-
MAN
1 stop31h 15m
Multiple Airlines
Sat 9/506:50
MAN
-
ORD
3 stops32h 10m
Multiple Airlines
Deal found 8/4£523
Mon 27/419:25
ORD
-
BRS
3 stops18h 45m
Multiple Airlines
Wed 13/511:45
BRS
-
ORD
3 stops42h 11m
Multiple Airlines
Deal found 5/4£534

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 10 April 2026.
Use the filters below to find and compare flights from Chicago to Wales that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoBristol

ORD - BRS

ORDBRS

Chicago O'Hare Intl

Mon 27/4

19:25-20:10

3 stops18h 45m

Bristol

Wed 13/5

11:45-23:56

3 stops42h 11m

£534

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Mon 20/4

11:25-09:35

1 stop16h 10m

Manchester

Tue 28/4

23:30-09:40

1 stop16h 10m

£622

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Fri 31/7

16:20-10:20

1 stop12h 00m

Manchester

Tue 18/8

20:50-14:30

1 stop23h 40m

£652

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 6/9

17:59-14:00

2 stops14h 01m

Manchester

Sun 13/9

11:15-21:46

1 stop16h 31m

£654

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Fri 24/4

11:08-08:25

2 stops15h 17m

Manchester

Sat 2/5

05:55-14:15

1 stop14h 20m

£655

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Fri 1/5

12:52-10:10

2 stops15h 18m

Manchester

Fri 8/5

13:00-21:26

1 stop14h 26m

£657

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Thu 30/7

15:19-14:00

2 stops16h 41m

Manchester

Mon 17/8

13:45-23:57

2 stops16h 12m

£683

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sun 10/5

12:59-08:15

1 stop13h 16m

Manchester

Wed 20/5

05:55-14:30

1 stop14h 35m

£686

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Mon 11/5

10:24-08:15

1 stop15h 51m

Manchester

Wed 20/5

05:55-14:30

1 stop14h 35m

£686

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Thu 30/4

17:04-16:45

2 stops17h 41m

Manchester

Mon 4/5

13:00-23:59

1 stop16h 59m

£694

Flights are sorted by cheapest return flights first.

Deals found on 8/4

Showing 1-10 of 59 resultsSorted by cheapest first
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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 Turkish Airlines, KLM, and Delta fly from Chicago to Wales in about 12h. The time it takes to get you to your destination can typically vary by up to 4h 10m. 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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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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