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Cheap flights from Wales to Chicago from £234

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 28/4. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — CHI
8 Apr — 15 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Wales to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Wales to Chicago
Explore the most affordable flight options available from Wales to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 9 March 2026.

Sat 18/418:20
MAN
-
ORD
2 stops27h 40m
Multiple Airlines
Sat 25/419:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 4/3£428
Tue 7/419:40
MAN
-
ORD
2 stops44h 10m
Multiple Airlines
Sun 12/419:05
ORD
-
MAN
1 stop12h 00m
Multiple Airlines
Deal found 5/3£430
Sat 18/409:35
MAN
-
ORD
1 stop12h 35m
Scandinavian Airlines
Sat 25/419:15
ORD
-
MAN
1 stop17h 35m
Scandinavian Airlines
Deal found 4/3£430
Tue 5/509:25
MAN
-
ORD
2 stops14h 50m
Multiple Airlines
Wed 13/522:25
ORD
-
MAN
1 stop31h 15m
Multiple Airlines
Deal found 6/3£431
Wed 11/1119:15
MAN
-
ORD
1 stop27h 30m
Scandinavian Airlines
Fri 20/1119:20
ORD
-
MAN
2 stops18h 15m
Scandinavian Airlines
Deal found 6/3£432
Fri 17/417:10
MAN
-
ORD
2 stops28h 55m
Multiple Airlines
Sun 26/419:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 4/3£433
Mon 20/409:35
MAN
-
ORD
1 stop12h 35m
Scandinavian Airlines
Mon 27/419:15
ORD
-
MAN
1 stop31h 40m
Scandinavian Airlines
Deal found 6/3£434
Wed 18/1108:15
MAN
-
ORD
2 stops15h 05m
Multiple Airlines
Wed 2/1216:25
ORD
-
MAN
1 stop11h 45m
Multiple Airlines
Deal found 6/3£437
Tue 14/419:40
MAN
-
ORD
2 stops26h 20m
Multiple Airlines
Mon 20/419:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 7/3£438
Thu 16/419:25
MAN
-
ORD
2 stops26h 35m
Multiple Airlines
Sun 26/419:25
ORD
-
MAN
1 stop10h 15m
Multiple Airlines
Deal found 8/3£448
Wed 22/409:20
BRS
-
ORD
2 stops14h 55m
Multiple Airlines
Wed 29/419:25
ORD
-
BRS
2 stops21h 30m
Multiple Airlines
Deal found 7/3£481
Wed 15/414:00
BRS
-
ORD
1 stop11h 15m
Multiple Airlines
Wed 22/415:45
ORD
-
BRS
1 stop10h 45m
Multiple Airlines
Deal found 5/3£491

Find flight deals from Wales to Chicago

Keep the following information in mind while searching for Wales to Chicago flight deals. Data was last updated 9 March 2026.

Round-trip from

£428

One-way from

£234
Icelandair
  • Icelandair
  • 18/4-25/4
  • 3 total stops
  • 37h 55m total
  • Wales to Chicago
Search Deals
28/4
  • 28/4
  • 2 total stops
  • 45h 57m total
  • Wales to Chicago
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Wales to Chicago 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 9 March 2026.
Use the filters below to find and compare flights from Wales to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 27/4

22:35-18:15

2 stops25h 40m

Chicago O'Hare Intl

Thu 30/4

14:20-08:15

1 stop11h 55m

£510

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 19/4

20:10-16:10

2 stops26h 00m

Chicago O'Hare Intl

Sun 26/4

06:04-12:05

2 stops24h 01m

£560

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 23/4

19:10-16:10

1 stop27h 00m

Chicago O'Hare Intl

Sun 26/4

06:04-12:05

2 stops24h 01m

£560

BristolChicago

BRS - ORD

BRSORD

Bristol

Fri 17/4

12:25-19:15

1 stop12h 50m

Chicago O'Hare Intl

Sun 26/4

21:00-16:00

1 stop13h 00m

£580
Fastest return journey

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 23/4

13:05-18:15

1 stop11h 10m

Chicago O'Hare Intl

Sun 26/4

19:25-11:40

1 stop10h 15m

£601

BristolChicago

BRS - ORD

BRSORD

Bristol

Wed 15/4

10:45-12:35

2 stops31h 50m

Chicago O'Hare Intl

Thu 23/4

14:20-15:25

2 stops19h 05m

£601

CardiffChicago

CWL - ORD

CWLORD

Cardiff Wales

Tue 21/4

17:15-14:30

1 stop27h 15m

Chicago O'Hare Intl

Tue 28/4

10:15-09:15

2 stops17h 00m

£650

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 20/4

06:00-16:56

2 stops16h 56m

Chicago O'Hare Intl

Mon 27/4

13:00-09:50

2 stops14h 50m

£650

BristolChicago

BRS - MDW

BRSMDW

Bristol

Tue 21/4

06:15-18:36

2 stops18h 21m

Chicago Midway

Tue 28/4

09:27-08:50

2 stops17h 23m

£657

BristolChicago

BRS - MDW

BRSMDW

Bristol

Mon 20/4

06:15-17:58

2 stops17h 43m

Chicago Midway

Mon 27/4

19:16-17:00

2 stops15h 44m

£657

Flights are sorted by cheapest return flights first.

Deals found on 4/3

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Wales to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Wales 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 Wales to Chicago
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 Wales to Chicago. 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 Wales to Chicago?

    Scandinavian Airlines, Aer Lingus, and Virgin Atlantic can get you from Wales to Chicago in just under 12h 50m. Your travel time can differ by up to 14h 25m. The distance from Wales to Chicago is about 3855 mi. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

    While some choose either Manchester - Chicago Midway or Bristol - Chicago O'Hare Intl, Manchester - Chicago O'Hare Intl is the most popular route from Wales to Chicago.

  • Can I find deals for flights from Wales to Chicago that include hotel bookings?

    Yes. In addition to deals on Wales to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Wales to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wales to Chicago.

  • Can I find deals for business class flights from Wales to Chicago?

    Yes. Cheapflights offers flight deals from Wales to Chicago 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 Wales to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Heathrow to O'Hare Intl flights
Heathrow to Midway flights
Gatwick to O'Hare Intl flights
London City to O'Hare Intl flights
Stansted to O'Hare Intl flights
Luton to O'Hare Intl flights
Heathrow to St. Louis flights
Manchester to O'Hare Intl flights
Edinburgh to O'Hare Intl flights
Birmingham to O'Hare Intl flights
Manchester to Midway flights
Gatwick to Midway flights
Gatwick to St. Louis flights
Edinburgh to Midway flights
London City to St. Louis flights
Leeds to O'Hare Intl flights
Stansted to St. Louis flights
Birmingham to Midway flights
Newcastle upon Tyne to O'Hare Intl flights
Glasgow Intl to O'Hare Intl flights
Glasgow Intl to Midway flights
Bristol to O'Hare Intl flights
Bristol to Midway flights
Norwich to O'Hare Intl flights
Liverpool to O'Hare Intl flights
Leeds to Midway flights
Manchester to St. Louis flights
Southampton to O'Hare Intl flights
London City to Midway flights
Glasgow Intl to St. Louis flights
Cardiff to O'Hare Intl flights
Belfast City to O'Hare Intl flights
Belfast Intl to O'Hare Intl flights
Luton to St. Louis flights
Darlington to O'Hare Intl flights
Grimsby to O'Hare Intl flights
Inverness to O'Hare Intl flights
Darlington to Midway flights
Birmingham to St. Louis flights
Edinburgh to St. Louis flights
Newquay to O'Hare Intl flights
Heathrow to Peoria flights
London City to Peoria flights
Gatwick to Champaign flights
Manchester to Moline flights
Heathrow to Moline flights
Glasgow Intl to Moline flights
Leeds to St. Louis flights
Newcastle upon Tyne to St. Louis flights
Heathrow to Springfield flights

Top airline flying from Wales to Chicago

Discover the top airline that operate flights from Wales to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 9 March 2026.
AirlineCheapestAverageFlexibilityOn-time
KLMCheapest£548Average£702FlexibilityNo cancel feeOn-time75%
Search KLM flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Wales to Chicago?

Deals for Wales to Chicago flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Wales to Chicago?

Cheapflights simply makes it quick and affordable to book flights from Wales to Chicago by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Wales to Chicago with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Wales to Chicago flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Wales to Chicago become cheaper?

Of course! You can now track prices for flights from Wales to Chicago and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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