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Cheap flights from Wales to Chicago from £289

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 26/8. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — CHI
18 Jun — 25 Jun1
1 adult

Cheap flight deals from Wales to Chicago

Keep the following information in mind while searching for Wales to Chicago flight deals. Data was last updated 13 June 2025.

Round-trip from

£481

One-way from

£289
KLM
  • KLM
  • 17/9-24/9
  • 2 total stops
  • 24h 25m total
  • Wales to Chicago
Search Deals
26/8
  • 26/8
  • 2 total stops
  • 43h 55m total
  • Wales to Chicago
Search Deals

Find flight deals from Wales to Chicago

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 13 June 2025.

Wed 17/906:15BRS - ORD
1 stop14h 25mKLM
Wed 24/916:50ORD - BRS
1 stop10h 00mKLM
Deal found 10/6£481
Wed 17/906:15BRS - MDW
2 stops18h 21mKLM
Wed 24/917:59MDW - BRS
2 stops17h 01mKLM
Deal found 10/6£489
Mon 22/905:55MAN - MDW
2 stops18h 41mVirgin Atlantic
Mon 29/909:30MDW - MAN
2 stops21h 55mVirgin Atlantic
Deal found 11/6£491
Mon 1/905:55MAN - ORD
1 stop14h 45mVirgin Atlantic
Wed 24/910:35ORD - MAN
2 stops15h 45mVirgin Atlantic
Deal found 11/6£491
Thu 7/808:50MAN - ORD
1 stop11h 10mMultiple Airlines
Sun 17/815:45ORD - MAN
1 stop10h 25mMultiple Airlines
Deal found 12/6£494
Thu 11/911:50MAN - ORD
1 stop11h 43mAir Canada
Thu 18/920:25ORD - MAN
1 stop31h 55mAir Canada
Deal found 11/6£497
Fri 3/1020:25MAN - ORD
2 stops25h 45mScandinavian Airlines
Sun 5/1019:15ORD - MAN
2 stops18h 30mScandinavian Airlines
Deal found 10/6£497
Mon 1/907:00MAN - ORD
1 stop12h 50mBritish Airways
Fri 12/922:35ORD - MAN
1 stop12h 45mBritish Airways
Deal found 10/6£501
Mon 3/1105:55MAN - MDW
2 stops18h 41mDelta
Mon 1/1217:59MDW - MAN
2 stops15h 56mDelta
Deal found 11/6£502
Sun 2/1113:40MAN - ORD
1 stop30h 50mDelta
Tue 2/1209:35ORD - MAN
2 stops16h 45mDelta
Deal found 11/6£502
Wed 3/909:20BRS - ORD
2 stops18h 36mDelta
Wed 10/910:15ORD - BRS
2 stops16h 35mDelta
Deal found 11/6£506
Mon 18/807:40BRS - ORD
1 stop17h 20mMultiple Airlines
Fri 29/815:45ORD - BRS
1 stop11h 50mMultiple Airlines
Deal found 11/6£517

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 13 June 2025.
Use the filters below to find and compare flights from Wales to Chicago that are best for you.

Fly from

Wales

Fly to

Chicago

Route

Depart

Return

Price

BristolChicago

BRS - ORD

BRSORD

Bristol

Wed 17/9

06:15-14:40

1 stop14h 25m

Chicago O'Hare Intl

Wed 24/9

16:50-08:50

1 stop10h 00m

£481

BristolChicago

BRS - MDW

BRSMDW

Bristol

Wed 17/9

06:15-18:36

2 stops18h 21m

Chicago Midway

Wed 24/9

17:59-17:00

2 stops17h 01m

£489

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 22/9

05:55-18:36

2 stops18h 41m

Chicago Midway

Mon 29/9

09:30-13:25

2 stops21h 55m

£491

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 1/9

05:55-14:40

1 stop14h 45m

Chicago O'Hare Intl

Wed 24/9

10:35-08:20

2 stops15h 45m

£491

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 7/8

08:50-14:00

1 stop11h 10m

Chicago O'Hare Intl

Sun 17/8

15:45-08:10

1 stop10h 25m

£494

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 11/9

11:50-17:33

1 stop11h 43m

Chicago O'Hare Intl

Thu 18/9

20:25-10:20

1 stop31h 55m

£497

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 3/10

20:25-16:10

2 stops25h 45m

Chicago O'Hare Intl

Sun 5/10

19:15-19:45

2 stops18h 30m

£497

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 1/9

07:00-13:50

1 stop12h 50m

Chicago O'Hare Intl

Fri 12/9

22:35-17:20

1 stop12h 45m

£501

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 3/11

05:55-18:36

2 stops18h 41m

Chicago Midway

Mon 1/12

17:59-15:55

2 stops15h 56m

£502

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 2/11

13:40-14:30

1 stop30h 50m

Chicago O'Hare Intl

Tue 2/12

09:35-08:20

2 stops16h 45m

£502

Flights are sorted by cheapest return flights first.

Deals found on 12/6

Showing 1-10 of 47 results
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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

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 13 June 2025.
Read through reviews of airlines operating flights from Wales to Chicago, such as Delta, KLM and Austrian Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very Good
7,950 reviews
Check prices

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very Good
7,950 reviews
Delta
8.0
Very Good
7,950 reviews
Check prices

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
KLM
7.8
Good
1,358 reviews
Delta
8.0
Very Good
7,950 reviews
Check prices

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Austrian Airlines
7.6
Good
802 reviews
Delta
8.0
Very Good
7,950 reviews
Check prices

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Finnair
7.6
Good
1,290 reviews
Delta
8.0
Very Good
7,950 reviews
Check prices

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air France
7.5
Good
1,463 reviews
Delta
8.0
Very Good
7,950 reviews
Check prices

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • What are the cheapest airlines to fly from Wales to Chicago one-way?

    For one-way options, check prices for Icelandair. According to our data, you can fly for as low as £444. Users have also found prices from £486 and £523 on British Airways and Aer Lingus, respectively.

  • 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.

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

    Currently, January is the cheapest month in which you can book a flight from Wales to Chicago (average of £595). Flying from Wales 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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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
Gatwick to O'Hare Intl flights
London City to O'Hare Intl flights
Heathrow to Midway flights
Stansted to O'Hare Intl flights
Luton to O'Hare Intl flights
Edinburgh to O'Hare Intl flights
Manchester to O'Hare Intl flights
Gatwick to Midway flights
Manchester to Midway flights
Birmingham to O'Hare Intl flights
Heathrow to St. Louis flights
Manchester to St. Louis flights
Gatwick to St. Louis flights
Edinburgh to Midway flights
Birmingham to Midway flights
Glasgow Intl to O'Hare Intl flights
Newcastle upon Tyne to O'Hare Intl flights
London City to St. Louis flights
London City to Midway flights
Belfast Intl to O'Hare Intl flights
Bristol to O'Hare Intl flights
Liverpool to O'Hare Intl flights
Leeds to O'Hare Intl flights
Glasgow Intl to St. Louis flights
Glasgow Intl to Midway flights
Bristol to Midway flights
Newcastle upon Tyne to Midway flights
Belfast City to O'Hare Intl flights
Stansted to St. Louis flights
Leeds to St. Louis flights
Edinburgh to St. Louis flights
Leeds to Midway flights
Luton to St. Louis flights
Inverness to O'Hare Intl flights
Birmingham to St. Louis flights
Southampton to O'Hare Intl flights
Norwich to O'Hare Intl flights
Cardiff to O'Hare Intl flights
Newcastle upon Tyne to St. Louis flights
Liverpool to St. Louis flights
Heathrow to Dubuque flights
Heathrow to Peoria flights
Cardiff to Midway flights
Southend to O'Hare Intl flights
Heathrow to Moline flights
Manchester to Moline flights
Doncaster to O'Hare Intl flights
Heathrow to Champaign flights
Exeter to O'Hare Intl 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 13 June 2025.
AirlineCheapestAverageFlexibilityOn-time
KLMCheapest£541Average£759FlexibilityNo cancel feeOn-time75%
Search KLM flights

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

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

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