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Cheap flights from Cardiff to Chicago from £555

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — CHI
3 Sep — 10 Sep1
1 adult

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 29 August 2025.

Round-trip from

£555
Virgin Atlantic
  • Virgin Atlantic
  • 12/10-19/10
  • 4 total stops
  • 69h 40m 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 29 August 2025.

Sun 12/1009:50CWL - ORD
2 stops38h 24mVirgin Atlantic
Sun 19/1019:59ORD - CWL
2 stops31h 16mVirgin Atlantic
Deal found 28/8£555
Sun 12/1017:15CWL - ORD
1 stop27h 25mKLM
Sun 19/1016:15ORD - CWL
1 stop18h 30mKLM
Deal found 28/8£580
Sun 12/1009:50CWL - MDW
2 stops38h 35mVirgin Atlantic
Sun 19/1013:08MDW - CWL
2 stops21h 37mVirgin Atlantic
Deal found 28/8£591
Sat 11/1009:00CWL - ORD
1 stop11h 00mMultiple Airlines
Sat 18/1011:12ORD - CWL
3 stops17h 23mMultiple Airlines
Deal found 27/8£685
Sat 11/1017:35CWL - ORD
1 stop26h 35mVirgin Atlantic
Sat 18/1016:15ORD - CWL
1 stop18h 30mVirgin Atlantic
Deal found 27/8£688
Sat 11/1009:45CWL - MDW
2 stops14h 40mDelta
Sat 18/1011:10MDW - CWL
2 stops16h 05mDelta
Deal found 27/8£699
Sun 12/1011:00CWL - ORD
2 stops34h 55mMultiple Airlines
Sun 19/1019:05ORD - CWL
3 stops32h 10mMultiple Airlines
Deal found 28/8£706
Mon 6/1009:50CWL - MDW
2 stops14h 35mKLM
Mon 13/1013:08MDW - CWL
2 stops14h 07mKLM
Deal found 28/8£810
Mon 6/1017:15CWL - ORD
1 stop26h 55mKLM
Mon 13/1016:40ORD - CWL
1 stop10h 35mKLM
Deal found 28/8£822
Mon 6/1009:50CWL - MDW
2 stops18h 24mDelta
Mon 13/1018:23MDW - CWL
2 stops16h 22mDelta
Deal found 27/8£959
Thu 30/1010:20CWL - MDW
2 stops28h 25mKLM
Fri 31/1018:35MDW - CWL
2 stops17h 20mKLM
Deal found 27/8£2,548

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 29 August 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 - ORD

CWLORD

Cardiff Wales

Sun 12/10

09:50-18:14

2 stops38h 24m

Chicago O'Hare Intl

Sun 19/10

19:59-09:15

2 stops31h 16m

£555

CardiffChicago

CWL - ORD

CWLORD

Cardiff Wales

Sun 12/10

17:15-14:40

1 stop27h 25m

Chicago O'Hare Intl

Sun 19/10

16:15-16:45

1 stop18h 30m

£580

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Sun 12/10

09:50-18:25

2 stops38h 35m

Chicago Midway

Sun 19/10

13:08-16:45

2 stops21h 37m

£591

CardiffChicago

CWL - ORD

CWLORD

Cardiff Wales

Sat 11/10

09:00-14:00

1 stop11h 00m

Chicago O'Hare Intl

Sat 18/10

11:12-10:35

3 stops17h 23m

£685

CardiffChicago

CWL - ORD

CWLORD

Cardiff Wales

Sat 11/10

17:35-14:10

1 stop26h 35m

Chicago O'Hare Intl

Sat 18/10

16:56-16:45

2 stops17h 49m

£688

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Sat 11/10

09:45-18:25

2 stops14h 40m

Chicago Midway

Sat 18/10

11:10-09:15

2 stops16h 05m

£699

CardiffChicago

CWL - ORD

CWLORD

Cardiff Wales

Sun 12/10

11:00-15:55

2 stops34h 55m

Chicago O'Hare Intl

Sun 19/10

19:05-09:15

3 stops32h 10m

£706

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Mon 6/10

09:50-18:25

2 stops14h 35m

Chicago Midway

Mon 13/10

13:08-09:15

2 stops14h 07m

£810

CardiffChicago

CWL - ORD

CWLORD

Cardiff Wales

Mon 6/10

17:15-14:10

1 stop26h 55m

Chicago O'Hare Intl

Mon 13/10

16:40-09:15

1 stop10h 35m

£822

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Mon 6/10

09:50-22:14

2 stops18h 24m

Chicago Midway

Mon 13/10

18:23-16:45

2 stops16h 22m

£959

Flights are sorted by cheapest return flights first.

Deals found on 28/8

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.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 29 August 2025.
Read reviews from past customers who have flown with KLM from Cardiff to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
KLM
7.8
Good
1,383 reviews
Check prices

Boarding

7.8

Comfort

7.7

Overall

7.8

Crew

8.4

Food

7.3

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.
KLM
7.8
Good
1,383 reviews
KLM
7.8
Good
1,383 reviews
Check prices

Boarding

7.8

Comfort

7.7

Overall

7.8

Crew

8.4

Food

7.3

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.

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 14h 40m. Virgin Atlantic provides one of the quickest options available for as low as £699. 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 £544, 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.

  • 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

Browse thousands of different options on Cheapflights for your next trip

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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 29 August 2025.
AirlineCheapestAverageFlexibilityOn-time
KLMCheapest£544Average£676FlexibilityNo 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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