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Cheap flights from Cardiff to Chicago from £519

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 14/11. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — CHI
12 Oct — 19 Oct1
1 adult
1 adult, Economy

Cheap 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 12 September 2025.

Round-trip from

£519
Delta
  • Delta
  • 14/11-12/2
  • 4 total stops
  • 40h 52m total
  • Cardiff to Chicago
Search Deals

Find flight deals from Cardiff to Chicago

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 12 September 2025.

Fri 14/1110:20CWL - MDW
2 stops19h 12mDelta
Thu 12/213:05MDW - CWL
2 stops21h 40mDelta
Deal found 12/9£519
Sun 12/1017:15CWL - ORD
1 stop27h 25mKLM
Sun 19/1016:15ORD - CWL
1 stop11h 00mKLM
Deal found 12/9£552
Sun 12/1009:50CWL - ORD
2 stops17h 29mDelta
Sun 19/1016:15ORD - CWL
1 stop11h 00mDelta
Deal found 12/9£556
Mon 27/1010:20CWL - MDW
2 stops28h 20mKLM
Mon 3/1113:08MDW - CWL
2 stops14h 42mKLM
Deal found 12/9£585
Mon 6/1017:15CWL - MDW
2 stops52h 54mMultiple Airlines
Mon 13/1013:08MDW - CWL
2 stops14h 07mMultiple Airlines
Deal found 12/9£592
Fri 14/1117:15CWL - ORD
1 stop27h 05mKLM
Thu 12/213:30ORD - CWL
2 stops14h 20mKLM
Deal found 12/9£640
Fri 14/1110:20CWL - ORD
2 stops17h 07mDelta
Thu 12/207:30ORD - CWL
2 stops20h 20mDelta
Deal found 12/9£641
Mon 27/1017:15CWL - ORD
2 stops29h 09mKLM
Mon 3/1116:25ORD - CWL
1 stop11h 25mKLM
Deal found 12/9£642
Mon 6/1017:15CWL - MDW
2 stops31h 10mKLM
Mon 13/1013:08MDW - CWL
2 stops14h 07mKLM
Deal found 10/9£718
Sat 25/1016:50CWL - ORD
2 stops29h 10mMultiple Airlines
Sat 1/1116:50ORD - CWL
1 stop23h 05mMultiple Airlines
Deal found 10/9£772
Fri 14/1122:25CWL - ORD
1 stop25h 30mMultiple Airlines
Thu 12/221:00ORD - CWL
1 stop19h 00mMultiple Airlines
Deal found 12/9£777
Mon 27/1023:30CWL - ORD
1 stop20h 30mMultiple Airlines
Mon 3/1116:25ORD - CWL
1 stop18h 30mMultiple Airlines
Deal found 12/9£814

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 12 September 2025.
Use the filters below to find and compare flights from Cardiff to Chicago that are best for you.

Fly from

Cardiff

Fly to

Chicago

Route

Depart

Return

Price

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Fri 14/11

10:20-23:32

2 stops19h 12m

Chicago Midway

Thu 12/2

13:05-16:45

2 stops21h 40m

£519

CardiffChicago

CWL - ORD

CWLORD

Cardiff Wales

Thu 5/3

17:25-14:20

1 stop26h 55m

Chicago O'Hare Intl

Mon 9/3

17:45-16:55

2 stops18h 10m

£543

CardiffChicago

CWL - ORD

CWLORD

Cardiff Wales

Thu 5/3

10:20-12:44

2 stops32h 24m

Chicago O'Hare Intl

Mon 9/3

07:00-09:50

2 stops21h 50m

£549

CardiffChicago

CWL - ORD

CWLORD

Cardiff Wales

Sun 12/10

17:15-14:40

1 stop27h 25m

Chicago O'Hare Intl

Sun 19/10

16:15-09:15

1 stop11h 00m

£552

CardiffChicago

CWL - ORD

CWLORD

Cardiff Wales

Sun 12/10

09:50-21:19

2 stops17h 29m

Chicago O'Hare Intl

Sun 19/10

16:15-09:15

1 stop11h 00m

£556

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Mon 27/10

10:20-09:40

2 stops28h 20m

Chicago Midway

Mon 3/11

13:08-09:50

2 stops14h 42m

£585

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Mon 6/10

17:15-16:09

2 stops52h 54m

Chicago Midway

Mon 13/10

13:08-09:15

2 stops14h 07m

£592

CardiffChicago

CWL - ORD

CWLORD

Cardiff Wales

Fri 14/11

17:15-14:20

1 stop27h 05m

Chicago O'Hare Intl

Thu 12/2

13:30-09:50

2 stops14h 20m

£640

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Mon 6/10

17:15-18:25

2 stops31h 10m

Chicago Midway

Mon 13/10

13:08-09:15

2 stops14h 07m

£718

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Sun 12/10

09:50-18:25

2 stops14h 35m

Chicago Midway

Sun 19/10

13:08-09:15

2 stops14h 07m

£886

Flights are sorted by cheapest return flights first.

Deals found on 12/9

Showing 1-10 of 11 results
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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

What is the cheapest month to book a flight from Cardiff to Chicago?

Currently, January is the cheapest month in which you can book a flight from Cardiff to Chicago (average of £595). Flying from Cardiff to Chicago in July is currently the most expensive (average of £843). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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. 0 airlines have 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 19h 12m. Delta provides one of the quickest options available for as low as £519. 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.

  • 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.

  • What is the cheapest month to book a flight from Cardiff to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Cardiff to Chicago (average of £595). Flying from Cardiff to Chicago in July is currently the most expensive (average of £843). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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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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