How long is the flight from Wales to Chicago?

Delta, KLM, and Scandinavian Airlines can get you from Wales to Chicago in just under 14h 30m. Your travel time can differ by up to 19h 50m. The distance from Wales to Chicago is about 3855 mi. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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.

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).

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.

What is the cheapest time of day to fly from WLS to CHI?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Wales to Chicago as you normally would.

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.

£307+ Cheap Flights from Wales to Chicago

Cheap flight deals from Wales to Chicago

Enter your travel dates to find the best prices.

Cheapest

Best

Last-minute

One-way

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 20 September 2026.

Mon 2/1115:50 -

2 stops30h 55m

Mon 9/1119:15 -

3 stops20h 20m

Deal found 17/9£395

Wed 21/1007:20 -

1 stop12h 40m

Tue 3/1115:55 -

1 stop12h 45m

Deal found 17/9£498

Mon 2/1108:10 -

1 stop12h 00m

Mon 16/1120:05 -

1 stop14h 40m

Deal found 16/9£501

Tue 3/1111:55 -

1 stop11h 25m

Sat 14/1118:30 -

1 stop10h 15m

Deal found 16/9£505

Thu 1/1006:00 -

1 stop14h 00m

Tue 6/1021:00 -

1 stop17h 05m

Deal found 19/9£510

Wed 2/1207:10 -

2 stops16h 10m

Mon 7/1218:30 -

2 stops22h 10m

Deal found 16/9£511

Tue 24/1110:10 -

1 stop12h 35m

Thu 3/1219:15 -

1 stop32h 15m

Deal found 18/9£512

Thu 5/1111:55 -

1 stop11h 25m

Sat 14/1118:30 -

1 stop10h 15m

Deal found 16/9£514

Wed 14/1012:05 -

1 stop13h 10m

Wed 21/1015:45 -

1 stop10h 45m

Deal found 16/9£514

Tue 3/1117:55 -

2 stops26h 30m

Sat 14/1118:30 -

1 stop10h 15m

Deal found 16/9£516

Fri 6/1122:25 -

2 stops22h 00m

Tue 17/1118:30 -

1 stop10h 15m

Deal found 16/9£517

Wed 14/1007:20 -

1 stop17h 55m

Wed 21/1015:45 -

1 stop10h 45m

Deal found 16/9£517

Best flights from Wales to Chicago
Discover carefully curated flight deals from Wales to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 20 September 2026.

Sun 1/1105:55 -

1 stop14h 30m

Tue 10/1118:00 -

2 stops16h 55m

Deal found 19/9£568

Sat 16/105:55 -

2 stops16h 30m

Sun 31/113:00 -

2 stops15h 15m

Deal found 16/9£584

Mon 9/1108:35 -

2 stops14h 45m

Wed 11/1118:30 -

2 stops12h 30m

Deal found 18/9£602

Sat 7/1112:25 -

2 stops34h 20m

Mon 23/1119:15 -

2 stops32h 30m

Deal found 19/9£622

Sat 7/1109:40 -

2 stops16h 50m

Mon 23/1116:17 -

2 stops13h 28m

Deal found 18/9£646

Fri 6/1111:35 -

1 stop11h 45m

Wed 18/1118:30 -

1 stop10h 15m

Deal found 16/9£650

Tue 3/1106:10 -

1 stop12h 00m

Tue 10/1121:21 -

1 stop29h 39m

Deal found 18/9£669

Fri 6/1114:55 -

1 stop13h 38m

Wed 11/1112:30 -

2 stops15h 35m

Deal found 19/9£676

Sun 1/1105:55 -

1 stop14h 30m

Sun 8/1117:29 -

2 stops17h 26m

Deal found 16/9£573

Wed 14/1009:20 -

1 stop11h 10m

Wed 21/1013:50 -

2 stops17h 25m

Deal found 16/9£573

Mon 9/1108:35 -

1 stop15h 45m

Thu 12/1118:30 -

2 stops31h 20m

Deal found 18/9£634

Mon 19/1006:15 -

1 stop14h 15m

Wed 4/1116:25 -

1 stop18h 30m

Deal found 17/9£646

Mon 2/1108:55 -

2 stops17h 35m

Sun 15/1116:31 -

2 stops15h 29m

Deal found 15/9£651

Mon 5/1009:35 -

2 stops18h 57m

Tue 13/1019:15 -

2 stops32h 25m

Deal found 19/9£667

Sat 7/1106:10 -

1 stop12h 00m

Mon 23/1117:50 -

1 stop10h 30m

Deal found 18/9£669

Mon 2/1120:40 -

2 stops27h 20m

Mon 16/1112:30 -

2 stops15h 35m

Deal found 16/9£680

Wed 21/1006:15 -

2 stops17h 45m

Thu 5/1113:27 -

2 stops14h 48m

Deal found 17/9£575

Thu 5/1106:10 -

2 stops17h 07m

Mon 9/1114:30 -

2 stops13h 50m

Deal found 19/9£673

Fri 9/1018:15 -

2 stops25h 45m

Fri 16/1015:45 -

2 stops20h 45m

Deal found 15/9£679

Wed 21/1006:15 -

2 stops16h 32m

Tue 3/1111:39 -

2 stops16h 36m

Deal found 17/9£689

Wed 21/1008:25 -

1 stop11h 35m

Sun 25/1016:55 -

1 stop10h 00m

Deal found 17/9£731

Sat 3/1006:05 -

2 stops18h 36m

Mon 5/1018:06 -

2 stops33h 44m

Deal found 15/9£684

Thu 1/1009:45 -

2 stops18h 47m

Sat 10/1016:15 -

1 stop11h 00m

Deal found 15/9£623

Mon 2/1120:40 -

2 stops27h 20m

Mon 9/1110:34 -

2 stops15h 46m

Deal found 18/9£767

Thu 1/1017:15 -

1 stop27h 00m

Sat 10/1016:15 -

1 stop11h 00m

Deal found 15/9£733

Fri 30/1006:10 -

2 stops17h 44m

Fri 6/1113:30 -

2 stops14h 50m

Deal found 15/9£687

Sat 7/1109:05 -

2 stops14h 55m

Mon 23/1113:31 -

2 stops14h 34m

Deal found 18/9£676

Thu 19/1105:50 -

2 stops18h 14m

Thu 26/1106:00 -

1 stop22h 50m

Deal found 17/9£828

Mon 2/1106:10 -

1 stop12h 00m

Mon 9/1107:00 -

2 stops21h 20m

Deal found 18/9£693

Sun 1/1105:55 -

2 stops18h 05m

Tue 10/1113:31 -

2 stops14h 44m

Deal found 19/9£814

Find flight deals from Wales to Chicago

Round-trip from	£395
One-way from	£307

2/11-9/11
5 total stops
51h 15m total
Wales to Chicago

Search Deals

31/1-31/12
2 total stops
23h 50m total
Wales to Chicago

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

BristolChicago

BRS Bristol - ORD Chicago O'Hare Intl

BRSORD

Bristol

Mon 9/11

19:10-14:10

1 stop25h 00m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£372

ManchesterChicago

MAN Manchester - ORD Chicago O'Hare Intl

MANORD

Manchester

Tue 20/10

19:40-12:40

2 stops47h 00m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£372

BristolChicago

BRS Bristol - MDW Chicago Midway

BRSMDW

Bristol

Mon 9/11

19:20-23:47

3 stops58h 27m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£388

BristolChicago

BRS Bristol - MDW Chicago Midway

BRSMDW

Bristol

Thu 1/10

08:40-11:00

3 stops56h 20m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£405

BristolChicago

BRS Bristol - ORD Chicago O'Hare Intl

BRSORD

Bristol

Tue 13/10

14:50-14:30

3 stops29h 40m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£417

ManchesterChicago

MAN Manchester - ORD Chicago O'Hare Intl

MANORD

Manchester

Sun 7/3

18:45-12:40

1 stop23h 55m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£436

ManchesterChicago

MAN Manchester - MDW Chicago Midway

MANMDW

Manchester

Sun 1/11

07:00-17:47

2 stops40h 47m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£441

BristolChicago

BRS Bristol - ORD Chicago O'Hare Intl

BRSORD

Bristol

Thu 1/10

05:55-16:00

2 stops40h 05m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£443

BristolChicago

BRS Bristol - ORD Chicago O'Hare Intl

BRSORD

Bristol

Wed 30/9

11:45-14:25

1 stop32h 40m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£455

ManchesterChicago

MAN Manchester - MDW Chicago Midway

MANMDW

Manchester

Tue 5/1

12:40-16:25

1 stop33h 45m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£459

Flights are sorted by cheapest return flights first.

Deals found on 15/9

Showing 1-10 of 57 resultsSorted by cheapest first

...

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.

BRS-ORD

MAN-ORD

MAN-MDW

BRS-MDW

CWL-ORD

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

GBWLS-CHI

BRS-ORD

MAN-ORD

MAN-MDW

BRS-MDW

No data available for this route at this time. Please check back soon.

Related info for your journey

How long is the flight from Wales to Chicago?
Delta, KLM, and Scandinavian Airlines can get you from Wales to Chicago in just under 14h 30m. Your travel time can differ by up to 19h 50m. The distance from Wales to Chicago is about 3855 mi. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.
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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Complete your trip

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Alternative routes for Wales to Chicago

Heathrow to O'Hare Intl flights

Gatwick to O'Hare Intl flights

London City to O'Hare Intl flights

Stansted to O'Hare Intl flights

Heathrow to Midway flights

Luton to O'Hare Intl flights

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Manchester to O'Hare Intl flights

Heathrow to St. Louis flights

Edinburgh to Midway flights

Gatwick to St. Louis flights

Manchester to Midway flights

Stansted to St. Louis flights

Gatwick to Midway flights

Glasgow Intl to O'Hare Intl flights

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London City to St. Louis flights

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Luton to St. Louis flights

Glasgow Intl to Midway flights

Leeds to O'Hare Intl flights

Newcastle upon Tyne to Midway flights

Birmingham to Midway flights

Manchester to St. Louis flights

Newcastle upon Tyne to O'Hare Intl flights

Heathrow to Moline flights

Belfast Intl to O'Hare Intl flights

Southend to O'Hare Intl flights

Liverpool to O'Hare Intl flights

Leeds to Midway flights

Southampton to O'Hare Intl flights

Birmingham to St. Louis flights

London City to Moline flights

Belfast City to O'Hare Intl flights

Heathrow to Evansville flights

Edinburgh to St. Louis flights

London City to Evansville flights

Gatwick to Evansville flights

Bristol to Midway flights

Newquay to O'Hare Intl flights

Exeter to O'Hare Intl flights

Heathrow to Peoria flights

Manchester to Peoria flights

Glasgow Intl to St. Louis flights

Manchester to Moline flights

Heathrow to Champaign flights

Grimsby to O'Hare Intl flights

London City to Midway flights

Cardiff to O'Hare Intl flights

Southampton to Midway flights

Top airline flying from Wales to Chicago

Airline	Cheapest	Average	Flexibility	On-time
KLM	Cheapest£699	Average£703	FlexibilityNo cancel fee	On-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.

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.

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Cheap flights from Wales to Chicago from £307

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 31/1. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Wales to Chicago

Cheapest flights from Wales to ChicagoExplore 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 20 September 2026.

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 20 September 2026.

Best flights from Wales to ChicagoDiscover carefully curated flight deals from Wales to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 20 September 2026.

Discover carefully curated flight deals from Wales to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 20 September 2026.

Last-minute flights from Wales to ChicagoDiscover last-minute flight deals from Wales to Chicago. Data last updated 20 September 2026 and is based on user searches.

Discover last-minute flight deals from Wales to Chicago. Data last updated 20 September 2026 and is based on user searches.

One-way flights from Wales to ChicagoSearch for one-way flight options from Wales to Chicago. Find affordable one-way fares based on user searches. Data last updated 20 September 2026.

Search for one-way flight options from Wales to Chicago. Find affordable one-way fares based on user searches. Data last updated 20 September 2026.

Find flight deals from Wales to Chicago

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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.

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Related info for your journey

How long is the flight from Wales to Chicago?

What are the most popular routes from Wales to Chicago?

Can I find deals for flights from Wales to Chicago that include hotel bookings?

How can I find direct flights from Wales to Chicago?

Can I find deals for business class flights from Wales to Chicago?

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.

Other flights to Chicago

Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 20 September 2026.

Complete your trip

Complete your trip to Chicago by adding a car hire and/or hotel booking to your travel itinerary.

Direct flights to Illinois

Book a non-stop flight to one of these other cities located in Illinois.

Search flights from Wales to Chicago by cabin class

Find flights from Wales to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Wales and Chicago flights

Browse other Wales and Chicago flight options. Last updated on 20 September 2026.

Popular flight searches

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Wales to Chicago flights

Consider these flights travelling from Wales to Chicago.

Top airline flying from Wales to Chicago

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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 20 September 2026.

Best flights from Wales to Chicago
Discover carefully curated flight deals from Wales to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 20 September 2026.

Last-minute flights from Wales to Chicago
Discover last-minute flight deals from Wales to Chicago. Data last updated 20 September 2026 and is based on user searches.

One-way flights from Wales to Chicago
Search for one-way flight options from Wales to Chicago. Find affordable one-way fares based on user searches. Data last updated 20 September 2026.