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Cheap flights from Wales to Chicago from £286

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wales to Chicago departing on 10/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Wales to Chicago

Cheap return flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
13:50 - 17:50
MAN
-
ORD
34h 00m
2 stops
Multiple Airlines Logo
19:25 - 11:40
ORD
-
MAN
10h 15m
1 stop
£487Multiple Airlines
Tue, 2 Jun - Thu, 17 Sep
Multiple Airlines Logo
21:25 - 18:15
MAN
-
ORD
26h 50m
2 stops
Multiple Airlines Logo
22:25 - 12:05
ORD
-
MAN
31h 40m
3 stops
£494Multiple Airlines
Wed, 27 May - Wed, 3 Jun
Multiple Airlines Logo
06:55 - 17:50
MAN
-
ORD
16h 55m
2 stops
Multiple Airlines Logo
18:30 - 10:45
ORD
-
MAN
10h 15m
1 stop
£507Multiple Airlines
Thu, 24 Sep - Wed, 2 Dec
Multiple Airlines Logo
06:55 - 17:50
MAN
-
ORD
16h 55m
2 stops
Multiple Airlines Logo
21:00 - 13:55
ORD
-
MAN
10h 55m
1 stop
£525Multiple Airlines
Thu, 3 Sep - Wed, 9 Sep
Aer Lingus Logo
08:25 - 14:00
BRS
-
ORD
11h 35m
1 stop
Aer Lingus Logo
21:00 - 16:00
ORD
-
BRS
13h 00m
1 stop
£637Aer Lingus
Wed, 29 Apr - Tue, 2 Jun
Virgin Atlantic Logo
13:00 - 21:09
MAN
-
MDW
14h 09m
1 stop
Virgin Atlantic Logo
13:22 - 08:15
MDW
-
MAN
12h 53m
2 stops
£723Virgin Atlantic
Mon, 11 May - Mon, 18 May
Delta Logo
05:55 - 17:56
MAN
-
MDW
18h 01m
2 stops
Delta Logo
13:22 - 08:15
MDW
-
MAN
12h 53m
2 stops
£724Delta
Mon, 11 May - Mon, 18 May
Delta Logo
05:55 - 18:31
MAN
-
MDW
18h 36m
2 stops
Delta Logo
09:30 - 08:15
MDW
-
MAN
16h 45m
2 stops
£725Delta
Wed, 16 Sep - Wed, 23 Sep
KLM Logo
09:20 - 18:33
BRS
-
MDW
15h 13m
2 stops
KLM Logo
13:22 - 08:50
MDW
-
BRS
13h 28m
2 stops
£798KLM
Fri, 8 May - Thu, 28 May
KLM Logo
06:15 - 16:26
BRS
-
MDW
16h 11m
2 stops
KLM Logo
19:13 - 17:00
MDW
-
BRS
15h 47m
2 stops
£800KLM
Sun, 3 May - Sat, 9 May

British Airways flights from Wales to Chicago

Our best British Airways deals on Wales to Chicago flight tickets
British Airways
27 May
MAN09:20Manchester
12h 35m
1 stop
ORD15:55Chicago O'Hare Intl
24 Jun
ORD21:15Chicago O'Hare Intl
12h 15m
1 stop
MAN15:30Manchester
£587
British Airways
28 Apr
BRS08:25Bristol
16h 50m
1 stop
ORD19:15Chicago O'Hare Intl
2 May
ORD14:53Chicago O'Hare Intl
35h 02m
2 stops
BRS07:55Bristol
£875
British Airways
28 Apr
BRS16:30Bristol
25h 50m
2 stops
ORD12:20Chicago O'Hare Intl
2 May
ORD14:53Chicago O'Hare Intl
35h 02m
2 stops
BRS07:55Bristol
£911

Aer Lingus flights from Wales to Chicago

Our best Aer Lingus deals on Wales to Chicago flight tickets
Aer Lingus
29 Apr
BRS08:25Bristol
11h 35m
1 stop
ORD14:00Chicago O'Hare Intl
2 Jun
ORD21:00Chicago O'Hare Intl
13h 00m
1 stop
BRS16:00Bristol
£637
Aer Lingus
8 May
BRS12:25Bristol
12h 50m
1 stop
ORD19:15Chicago O'Hare Intl
28 May
ORD15:45Chicago O'Hare Intl
16h 40m
1 stop
BRS14:25Bristol
£691
Aer Lingus
4 May
BRS12:25Bristol
12h 50m
1 stop
ORD19:15Chicago O'Hare Intl
8 May
ORD15:45Chicago O'Hare Intl
10h 10m
1 stop
BRS07:55Bristol
£750

momondo 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, momondo users made 279,928 searches. Data last updated 16 April 2026.
Use the filters below to find and compare flights from Wales to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 2/6

13:50-17:50

2 stops34h 00m

Chicago O'Hare Intl

Thu 17/9

19:25-11:40

1 stop10h 15m

£487

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 27/5

21:25-18:15

2 stops26h 50m

Chicago O'Hare Intl

Wed 3/6

22:25-12:05

3 stops31h 40m

£494

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 24/9

06:55-17:50

2 stops16h 55m

Chicago O'Hare Intl

Wed 2/12

18:30-10:45

1 stop10h 15m

£507

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 3/9

06:55-17:50

2 stops16h 55m

Chicago O'Hare Intl

Wed 9/9

21:00-13:55

1 stop10h 55m

£525
Fastest return journey

BristolChicago

BRS - ORD

BRSORD

Bristol

Wed 29/4

08:25-14:00

1 stop11h 35m

Chicago O'Hare Intl

Tue 2/6

21:00-16:00

1 stop13h 00m

£637

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 11/5

13:00-21:09

1 stop14h 09m

Chicago Midway

Mon 18/5

13:22-08:15

2 stops12h 53m

£723

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 11/5

05:55-17:56

2 stops18h 01m

Chicago Midway

Mon 18/5

13:22-08:15

2 stops12h 53m

£724

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 16/9

05:55-18:31

2 stops18h 36m

Chicago Midway

Wed 23/9

09:30-08:15

2 stops16h 45m

£725

BristolChicago

BRS - MDW

BRSMDW

Bristol

Fri 8/5

09:20-18:33

2 stops15h 13m

Chicago Midway

Thu 28/5

13:22-08:50

2 stops13h 28m

£798

BristolChicago

BRS - MDW

BRSMDW

Bristol

Sun 3/5

06:15-16:26

2 stops16h 11m

Chicago Midway

Sat 9/5

19:13-17:00

2 stops15h 47m

£800

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Wales to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Wales to Chicago?

Virgin Atlantic, Icelandair, and Air Canada are the most popular carriers operating from Wales to Chicago

Cheap Wales to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Wales to Chicago

Fastest flight time

10h 45m

Direct flights

None
The fastest flight from Wales to Chicago takes 10h 45m
There are no direct flights from Wales to Chicago. There are no popular flight routes from Wales to Chicago.
Search flight deals

Frequently asked questions about flying from Wales to Chicago

  • When did momondo last update prices for flights from Wales to Chicago?

    Prices for flights from Wales to Chicago refresh daily.

  • How many operators does momondo search for flights from Wales to Chicago?

  • How old do you have to be to fly from Wales to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Wales to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Wales to Chicago

Compare and see reviews for airlines that fly from Wales to Chicago with momondo
Airline
Rating
Free Cancellation
Price
KLMPriceFrom £629Free CancellationRating
7.8
1,499 reviews
Search KLM flights

Why use momondo?

Why should I use momondo to find a flight deal from Wales to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Wales to Chicago . Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Wales to Chicago with flexible booking policies on momondo?

All flight searches from Wales to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Wales to Chicago?

Once all potential Wales to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Wales to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Wales. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport