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Cheap flights from Cardiff to Chicago from £385

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 19/8. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — CHI
5 Aug — 12 Aug1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Cardiff to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Cardiff to Chicago
Explore the most affordable flight options available from Cardiff to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 6 July 2026.

Mon 17/817:15
CWL
-
ORD
3 stops34h 10m
Multiple Airlines
Mon 24/819:25
ORD
-
CWL
3 stops31h 50m
Multiple Airlines
Deal found 3/7£820
Sun 26/721:45
CWL
-
ORD
2 stops22h 45m
Multiple Airlines
Thu 6/816:20
ORD
-
CWL
2 stops24h 00m
Multiple Airlines
Deal found 4/7£841
Tue 7/721:45
CWL
-
ORD
2 stops44h 55m
Multiple Airlines
Thu 9/715:45
ORD
-
CWL
1 stop24h 35m
Multiple Airlines
Deal found 3/7£933
Sun 26/717:15
CWL
-
MDW
2 stops31h 03m
KLM
Thu 6/817:10
MDW
-
CWL
2 stops17h 35m
KLM
Deal found 4/7£1,017
Mon 17/817:15
CWL
-
MDW
2 stops31h 18m
Virgin Atlantic
Mon 24/813:25
MDW
-
CWL
2 stops13h 50m
Virgin Atlantic
Deal found 3/7£1,074
Tue 11/809:45
CWL
-
MDW
2 stops18h 51m
KLM
Fri 21/812:46
MDW
-
CWL
2 stops14h 29m
KLM
Deal found 6/7£1,102
Mon 17/817:15
CWL
-
MDW
2 stops30h 46m
KLM
Mon 24/809:59
MDW
-
CWL
2 stops17h 16m
KLM
Deal found 6/7£1,141
Tue 11/809:45
CWL
-
MDW
2 stops36h 30m
Virgin Atlantic
Fri 21/813:25
MDW
-
CWL
2 stops13h 50m
Virgin Atlantic
Deal found 2/7£1,144
Tue 11/809:45
CWL
-
MDW
2 stops18h 51m
Delta
Fri 21/809:24
MDW
-
CWL
2 stops17h 51m
Delta
Deal found 3/7£1,159
Mon 17/822:10
CWL
-
MDW
3 stops41h 07m
Multiple Airlines
Mon 24/809:59
MDW
-
CWL
2 stops17h 16m
Multiple Airlines
Deal found 6/7£1,174
Sat 15/809:50
CWL
-
MDW
2 stops18h 46m
KLM
Sun 23/819:25
MDW
-
CWL
2 stops15h 20m
KLM
Deal found 3/7£1,531

Find flight deals from Cardiff to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Cardiff (CWL) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 6 July 2026.

Round-trip from

£820

One-way from

£385
17/8-24/8
  • 17/8-24/8
  • 6 total stops
  • 66h 00m total
  • Cardiff to Chicago
Search Deals
19/8
  • 19/8
  • 3 total stops
  • 46h 45m total
  • Cardiff to Chicago
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Cardiff 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 6 July 2026.
Use the filters below to find and compare flights from Cardiff to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

CardiffChicago

CWL - ORD

CWLORD

Cardiff Wales

Mon 17/8

11:35-22:05

1 stop16h 30m

Chicago O'Hare Intl

Mon 24/8

19:25-22:50

3 stops21h 25m

£900

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Sun 26/7

17:15-18:18

2 stops31h 03m

Chicago Midway

Thu 6/8

17:10-16:45

2 stops17h 35m

£1,017

CardiffChicago

CWL - ORD

CWLORD

Cardiff Wales

Tue 11/8

17:15-14:30

1 stop27h 15m

Chicago O'Hare Intl

Fri 21/8

16:20-17:05

1 stop18h 45m

£1,040

CardiffChicago

CWL - ORD

CWLORD

Cardiff Wales

Tue 11/8

17:15-14:30

1 stop27h 15m

Chicago O'Hare Intl

Fri 21/8

16:20-17:05

1 stop18h 45m

£1,040

CardiffChicago

CWL - ORD

CWLORD

Cardiff Wales

Sat 15/8

17:35-14:15

1 stop26h 40m

Chicago O'Hare Intl

Sun 23/8

16:20-16:45

1 stop18h 25m

£1,070

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Mon 17/8

17:15-18:33

2 stops31h 18m

Chicago Midway

Mon 24/8

13:25-09:15

2 stops13h 50m

£1,074

CardiffChicago

CWL - ORD

CWLORD

Cardiff Wales

Tue 11/8

09:45-21:52

2 stops18h 07m

Chicago O'Hare Intl

Fri 21/8

10:30-09:15

2 stops16h 45m

£1,099
Fastest return journey

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Tue 11/8

09:45-22:36

2 stops18h 51m

Chicago Midway

Fri 21/8

12:46-09:15

2 stops14h 29m

£1,102

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Tue 11/8

09:45-16:15

2 stops36h 30m

Chicago Midway

Fri 21/8

13:25-09:15

2 stops13h 50m

£1,144

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Tue 11/8

09:45-22:36

2 stops18h 51m

Chicago Midway

Fri 21/8

09:24-09:15

2 stops17h 51m

£1,159

Flights are sorted by cheapest return flights first.

Deals found on 6/7

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

Best time to book a flight from Cardiff to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Cardiff 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 Cardiff 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 Cardiff to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Cardiff to Chicago?

    For a flight from Cardiff to Chicago, you will be flying from Cardiff Wales. Cardiff Wales (CWL) is just 9.1 mi from the center of the city. Cardiff Wales is the only Cardiff airport and it handles 0 outbound flights to Chicago per day. 1 airline has flights to Chicago from Cardiff Wales on a regular basis.

  • How long is the flight from Cardiff to Chicago?

    A quick flight from Cardiff to Chicago can take about 31h 03m. KLM provides one of the quickest options available for as low as £1,017. Cardiff and Chicago are separated by a distance of 3833 mi. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What is the cheapest airline to fly from Cardiff to Chicago round-trip?

    Currently priced at £701, KLM will fly you from Cardiff to Chicago and back. In addition to KLM, many other airlines offer competitively priced options for your trip.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Cardiff 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top airline flying from Cardiff to Chicago

Discover the top airline that operate flights from Cardiff 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 6 July 2026.
AirlineCheapestAverageFlexibilityOn-time
KLMCheapest£701Average£704FlexibilityNo cancel feeOn-time75%
Search KLM 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 Cardiff to Chicago?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Cardiff to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

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

Cheapflights simply makes it quick and affordable to book flights from Cardiff 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 Cardiff to Chicago with no change fees?

Certainly. Search results for flights to Chicago from Cardiff shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

Yes! Start tracking prices for Cardiff to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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