Find flights
When to book
Airlines
FAQs

Cheap flights from Wales to Chicago from £231

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 7/6. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — CHI
30 Apr — 7 May1
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 25 April 2025.

Round-trip from

£487

One-way from

£231
21/5-28/5
  • 21/5-28/5
  • 4 total stops
  • 54h 10m total
  • Wales to Chicago
Search Deals
7/6
  • 7/6
  • 2 total stops
  • 30h 17m 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 25 April 2025.

Wed 21/515:15MAN - ORD
2 stops36h 00mMultiple Airlines
Wed 28/519:25ORD - MAN
2 stops18h 10mMultiple Airlines
Deal found 23/4£487
Fri 17/1019:10MAN - ORD
1 stop27h 00mScandinavian Airlines
Fri 31/1020:20ORD - MAN
2 stops31h 20mScandinavian Airlines
Deal found 24/4£492
Mon 1/908:00MAN - ORD
1 stop11h 50mBritish Airways
Wed 24/917:45ORD - MAN
1 stop10h 05mBritish Airways
Deal found 24/4£498
Mon 1/907:00MAN - ORD
2 stops19h 17mFinnair
Wed 24/922:35ORD - MAN
1 stop14h 15mFinnair
Deal found 23/4£516
Wed 14/506:05MAN - ORD
2 stops20h 07mUnited Airlines
Wed 21/520:25ORD - MAN
2 stops30h 00mUnited Airlines
Deal found 23/4£525
Tue 16/913:05MAN - ORD
1 stop11h 10mIcelandair
Tue 30/919:25ORD - MAN
1 stop10h 15mIcelandair
Deal found 24/4£529
Wed 17/905:55MAN - MDW
2 stops18h 41mVirgin Atlantic
Mon 22/913:00MDW - MAN
2 stops15h 20mVirgin Atlantic
Deal found 24/4£531
Mon 1/906:05MAN - ORD
2 stops14h 46mAir Canada
Wed 24/914:00ORD - MAN
2 stops14h 25mAir Canada
Deal found 24/4£546
Mon 1/905:55MAN - MDW
2 stops18h 33mDelta
Wed 24/913:00MDW - MAN
2 stops15h 20mDelta
Deal found 24/4£549
Mon 1/905:55MAN - ORD
2 stops18h 45mDelta
Wed 24/913:35ORD - MAN
2 stops14h 45mDelta
Deal found 23/4£552
Fri 6/619:00BRS - ORD
3 stops30h 30mMultiple Airlines
Sun 15/616:43ORD - BRS
2 stops14h 22mMultiple Airlines
Deal found 23/4£558
Mon 2/606:00MAN - ORD
1 stop12h 55mLufthansa
Sat 21/621:14ORD - MAN
1 stop30h 46mLufthansa
Deal found 24/4£583

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 25 April 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

Wed 21/5

15:15-21:15

2 stops36h 00m

Chicago O'Hare Intl

Wed 28/5

19:25-19:35

2 stops18h 10m

£487

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 17/10

19:10-16:10

1 stop27h 00m

Chicago O'Hare Intl

Fri 31/10

20:20-08:40

2 stops31h 20m

£492

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 1/9

08:00-13:50

1 stop11h 50m

Chicago O'Hare Intl

Wed 24/9

17:45-09:50

1 stop10h 05m

£498

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 1/9

07:00-20:17

2 stops19h 17m

Chicago O'Hare Intl

Wed 24/9

22:35-18:50

1 stop14h 15m

£516

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 14/5

06:05-20:12

2 stops20h 07m

Chicago O'Hare Intl

Wed 21/5

20:25-08:25

2 stops30h 00m

£525

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 16/9

13:05-18:15

1 stop11h 10m

Chicago O'Hare Intl

Tue 30/9

19:25-11:40

1 stop10h 15m

£529

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 17/9

05:55-18:36

2 stops18h 41m

Chicago Midway

Mon 22/9

13:00-10:20

2 stops15h 20m

£531

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 1/9

06:05-14:51

2 stops14h 46m

Chicago O'Hare Intl

Wed 24/9

14:00-10:25

2 stops14h 25m

£546

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 1/9

05:55-18:28

2 stops18h 33m

Chicago Midway

Wed 24/9

13:00-10:20

2 stops15h 20m

£549

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 1/9

05:55-18:40

2 stops18h 45m

Chicago O'Hare Intl

Wed 24/9

13:35-10:20

2 stops14h 45m

£552

Flights are sorted by cheapest return flights first.

Deals found on 24/4

Showing 1-10 of 46 results
1
2
3
...
5

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 25 April 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
7,919 reviews
Check prices

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
7,919 reviews
Delta
8.0
Very Good
7,919 reviews
Check prices

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
1,333 reviews
Delta
8.0
Very Good
7,919 reviews
Check prices

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
1,272 reviews
Delta
8.0
Very Good
7,919 reviews
Check prices

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
780 reviews
Delta
8.0
Very Good
7,919 reviews
Check prices

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
1,582 reviews
Delta
8.0
Very Good
7,919 reviews
Check prices

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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 TAP AIR PORTUGAL. According to our data, you can fly for as low as £410. Users have also found prices from £439 and £507 on Icelandair 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

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

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
Edinburgh to O'Hare Intl flights
Stansted to O'Hare Intl flights
Manchester to O'Hare Intl flights
Heathrow to St. Louis flights
Birmingham to O'Hare Intl flights
Gatwick to St. Louis flights
Edinburgh to Midway flights
Manchester to Midway flights
Luton to O'Hare Intl flights
Glasgow Intl to O'Hare Intl flights
Bristol to O'Hare Intl flights
Inverness to O'Hare Intl flights
Belfast Intl to O'Hare Intl flights
Belfast City to O'Hare Intl flights
Glasgow Intl to Midway flights
Birmingham to Midway flights
London City to Midway flights
Bristol to Midway flights
London City to St. Louis flights
Newcastle upon Tyne to O'Hare Intl flights
Liverpool to O'Hare Intl flights
Leeds to O'Hare Intl flights
Gatwick to Midway flights
Manchester to St. Louis flights
Newcastle upon Tyne to Midway flights
Leeds to Midway flights
Southampton to O'Hare Intl flights
Luton to St. Louis flights
Stansted to St. Louis flights
Exeter to O'Hare Intl flights
Southampton to Midway flights
Heathrow to Moline flights
Cardiff to Midway flights
Cardiff to O'Hare Intl flights
Liverpool to St. Louis flights
Southend to O'Hare Intl flights
Heathrow to Peoria flights
Birmingham to St. Louis flights
Edinburgh to St. Louis flights
Darlington to O'Hare Intl flights
Manchester to Moline flights
Newcastle upon Tyne to St. Louis flights
Darlington to Midway flights
Gatwick to Evansville flights
Heathrow to Evansville flights
London City to Evansville 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 25 April 2025.
AirlineCheapestAverageFlexibilityOn-time
KLMCheapest£552Average£877FlexibilityNo 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 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?

Cheapflights simply makes it quick and affordable to book flights from Wales 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 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.

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

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2025 Cheapflights