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Cheap flights from Wales to Chicago from £261

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 29/5. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — CHI
5 Apr — 12 Apr1
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 31 March 2025.

Round-trip from

£490

One-way from

£382
15/5-29/5
  • 15/5-29/5
  • 2 total stops
  • 25h 35m total
  • Wales to Chicago
Search Deals
29/7
  • 29/7
  • 2 total stops
  • 42h 45m 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 31 March 2025.

Mon 3/1110:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Sun 16/1119:30ORD - MAN
1 stop17h 00mScandinavian Airlines
Deal found 30/3£484
Thu 15/510:50MAN - ORD
1 stop14h 10mMultiple Airlines
Thu 29/515:45ORD - MAN
1 stop11h 25mMultiple Airlines
Deal found 31/3£490
Fri 12/910:30MAN - ORD
1 stop12h 30mBritish Airways
Fri 19/921:15ORD - MAN
1 stop12h 35mBritish Airways
Deal found 29/3£491
Fri 18/420:40MAN - ORD
1 stop23h 30mVirgin Atlantic
Fri 2/516:20ORD - MAN
1 stop14h 50mVirgin Atlantic
Deal found 31/3£504
Tue 29/407:00MAN - ORD
2 stops16h 39mFinnair
Tue 6/520:30ORD - MAN
1 stop10h 40mFinnair
Deal found 30/3£508
Wed 23/406:05MAN - ORD
2 stops14h 50mAir Canada
Wed 30/411:30ORD - MAN
2 stops16h 55mAir Canada
Deal found 30/3£511
Sun 20/406:05MAN - ORD
2 stops31h 57mUnited Airlines
Sun 27/414:55ORD - MAN
1 stop11h 30mUnited Airlines
Deal found 31/3£513
Fri 18/416:55MAN - ORD
1 stop24h 50mAmerican Airlines
Fri 2/522:20ORD - MAN
1 stop13h 00mAmerican Airlines
Deal found 31/3£520
Fri 12/912:35MAN - MDW
1 stop15h 09mVirgin Atlantic
Fri 19/915:40MDW - MAN
1 stop10h 55mVirgin Atlantic
Deal found 29/3£525
Wed 3/1211:55MAN - ORD
1 stop11h 25mIcelandair
Tue 9/1218:30ORD - MAN
1 stop10h 15mIcelandair
Deal found 30/3£527
Wed 7/519:15MAN - ORD
1 stop25h 00mIberia
Sun 18/522:25ORD - MAN
1 stop14h 25mIberia
Deal found 30/3£528
Wed 17/909:20BRS - ORD
2 stops16h 27mVirgin Atlantic
Tue 23/910:10ORD - BRS
2 stops16h 40mVirgin Atlantic
Deal found 31/3£536

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 31 March 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

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 15/5

10:50-19:00

1 stop14h 10m

Chicago O'Hare Intl

Thu 29/5

15:45-09:10

1 stop11h 25m

£490

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 12/9

10:30-17:00

1 stop12h 30m

Chicago O'Hare Intl

Fri 19/9

21:15-15:50

1 stop12h 35m

£491

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 18/4

20:40-14:10

1 stop23h 30m

Chicago O'Hare Intl

Fri 2/5

16:20-13:10

1 stop14h 50m

£504

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 22/5

19:10-16:10

1 stop27h 00m

Chicago O'Hare Intl

Thu 29/5

19:15-09:20

1 stop32h 05m

£505

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 29/4

07:00-17:39

2 stops16h 39m

Chicago O'Hare Intl

Tue 6/5

20:30-13:10

1 stop10h 40m

£508

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 23/4

06:05-14:55

2 stops14h 50m

Chicago O'Hare Intl

Wed 30/4

11:30-10:25

2 stops16h 55m

£511

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 20/4

06:05-08:02

2 stops31h 57m

Chicago O'Hare Intl

Sun 27/4

14:55-08:25

1 stop11h 30m

£513

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 18/4

16:55-11:45

1 stop24h 50m

Chicago O'Hare Intl

Fri 2/5

22:20-17:20

1 stop13h 00m

£520

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Fri 12/9

12:35-21:44

1 stop15h 09m

Chicago Midway

Fri 19/9

15:40-08:35

1 stop10h 55m

£525

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 7/5

19:15-14:15

1 stop25h 00m

Chicago O'Hare Intl

Sun 18/5

22:25-18:50

1 stop14h 25m

£528

Flights are sorted by cheapest return flights first.

Deals found on 31/3

Showing 1-10 of 40 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 31 March 2025.
Read through reviews of airlines operating flights from Wales to Chicago, such as Delta, KLM and Finnair. 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
7,899 reviews
Check prices

Boarding

8.2

Comfort

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very Good
7,899 reviews
Delta
8.0
Very Good
7,899 reviews
Check prices

Boarding

8.2

Comfort

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
KLM
7.8
Good
1,321 reviews
Delta
8.0
Very Good
7,899 reviews
Check prices

Boarding

8.2

Comfort

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Finnair
7.6
Good
1,267 reviews
Delta
8.0
Very Good
7,899 reviews
Check prices

Boarding

8.2

Comfort

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Austrian Airlines
7.6
Good
770 reviews
Delta
8.0
Very Good
7,899 reviews
Check prices

Boarding

8.2

Comfort

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
SWISS
7.5
Good
1,570 reviews
Delta
8.0
Very Good
7,899 reviews
Check prices

Boarding

8.2

Comfort

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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 Aer Lingus. According to our data, you can fly for as low as £478. Users have also found prices from £701 and £851 on Icelandair and Air France, 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
Heathrow to Midway flights
London City to O'Hare Intl flights
Stansted to O'Hare Intl flights
Manchester to O'Hare Intl flights
Luton to O'Hare Intl flights
Edinburgh to O'Hare Intl flights
Heathrow to St. Louis flights
Manchester to Midway flights
London City to Midway flights
Birmingham to O'Hare Intl flights
Gatwick to St. Louis flights
Glasgow Intl to O'Hare Intl flights
London City to St. Louis flights
Gatwick to Midway flights
Edinburgh to Midway flights
Birmingham to Midway flights
Glasgow Intl to Midway flights
Manchester to St. Louis flights
Belfast Intl to O'Hare Intl flights
Liverpool to O'Hare Intl flights
Stansted to St. Louis flights
Newcastle upon Tyne to O'Hare Intl flights
Inverness to O'Hare Intl flights
Southampton to O'Hare Intl flights
Luton to St. Louis flights
Leeds to O'Hare Intl flights
Belfast City to O'Hare Intl flights
Edinburgh to St. Louis flights
Bristol to O'Hare Intl flights
Bristol to Midway flights
Leeds to Midway flights
Newcastle upon Tyne to Midway flights
London City to Evansville flights
Darlington to O'Hare Intl flights
Heathrow to Evansville flights
Darlington to Midway flights
Southampton to Midway flights
Heathrow to Champaign flights
Birmingham to St. Louis flights
Cardiff to O'Hare Intl flights
Heathrow to Moline flights
Southend to O'Hare Intl flights
Leeds to St. Louis flights
Gatwick to Evansville flights
Glasgow Intl to St. Louis flights
Norwich to O'Hare Intl flights
Newquay to O'Hare Intl flights
Cardiff to Midway 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 31 March 2025.
AirlineCheapestAverageFlexibilityOn-time
KLMCheapest£638Average£902FlexibilityNo cancel feeOn-time75%
Search KLM flights

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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?

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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.

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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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