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Cheap flights from Wales to Chicago from £219

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 25/8. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Wales to Chicago

Cheap return flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
06:00 - 19:48
MAN
-
ORD
19h 48m
3 stops
Multiple Airlines Logo
19:25 - 23:45
ORD
-
MAN
22h 20m
2 stops
£515Multiple Airlines
Thu, 10 Sep - Wed, 23 Sep
Multiple Airlines Logo
06:00 - 19:48
MAN
-
ORD
19h 48m
3 stops
Multiple Airlines Logo
19:25 - 23:45
ORD
-
MAN
22h 20m
2 stops
£518Multiple Airlines
Thu, 10 Sep - Wed, 23 Sep
Multiple Airlines Logo
06:00 - 16:58
MAN
-
ORD
40h 58m
3 stops
Multiple Airlines Logo
11:05 - 13:00
ORD
-
MAN
19h 55m
3 stops
£520Multiple Airlines
Thu, 10 Sep - Wed, 23 Sep
Aer Lingus Logo
08:25 - 14:00
BRS
-
ORD
11h 35m
1 stop
Aer Lingus Logo
15:45 - 07:55
ORD
-
BRS
10h 10m
1 stop
£639Aer Lingus
Wed, 2 Sep - Sat, 12 Sep
Aer Lingus Logo
08:25 - 14:00
BRS
-
ORD
11h 35m
1 stop
Aer Lingus Logo
15:45 - 07:55
ORD
-
BRS
10h 10m
1 stop
£640Aer Lingus
Wed, 2 Sep - Sat, 12 Sep
Delta Logo
09:20 - 18:01
BRS
-
MDW
14h 41m
2 stops
Delta Logo
17:37 - 17:00
MDW
-
BRS
17h 23m
2 stops
£682Delta
Wed, 2 Sep - Sat, 12 Sep
Delta Logo
09:20 - 18:01
BRS
-
MDW
14h 41m
2 stops
Delta Logo
17:37 - 17:00
MDW
-
BRS
17h 23m
2 stops
£682Delta
Wed, 2 Sep - Sat, 12 Sep
Virgin Atlantic Logo
10:50 - 18:33
BRS
-
MDW
37h 43m
2 stops
Virgin Atlantic Logo
13:28 - 10:15
MDW
-
BRS
14h 47m
2 stops
£691Virgin Atlantic
Sun, 4 Oct - Sat, 17 Oct
Virgin Atlantic Logo
05:55 - 16:57
MAN
-
MDW
17h 02m
2 stops
Virgin Atlantic Logo
13:00 - 10:05
MDW
-
MAN
15h 05m
2 stops
£700Virgin Atlantic
Tue, 8 Sep - Wed, 2 Dec
WestJet Logo
11:35 - 16:40
CWL
-
ORD
59h 05m
2 stops
WestJet Logo
17:30 - 10:15
ORD
-
CWL
34h 45m
2 stops
£913WestJet
Thu, 3 Sep - Thu, 10 Sep

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KLM flights from Wales to Chicago

Our best KLM deals on Wales to Chicago flight tickets
KLM
3 Oct
BRS17:40Bristol
26h 35m
1 stop
ORD14:15Chicago O'Hare Intl
14 Oct
ORD16:50Chicago O'Hare Intl
14h 25m
1 stop
BRS13:15Bristol
£662
KLM
4 Oct
BRS17:35Bristol
26h 55m
1 stop
ORD14:30Chicago O'Hare Intl
17 Oct
ORD10:30Chicago O'Hare Intl
24h 30m
2 stops
BRS17:00Bristol
£681
KLM
3 Oct
BRS06:15Bristol
14h 55m
2 stops
ORD15:10Chicago O'Hare Intl
14 Oct
ORD17:10Chicago O'Hare Intl
17h 50m
2 stops
BRS17:00Bristol
£918

Scandinavian Airlines flights from Wales to Chicago

Our best Scandinavian Airlines deals on Wales to Chicago flight tickets
Scandinavian Airlines
15 Oct
MAN21:10Manchester
25h 00m
2 stops
ORD16:10Chicago O'Hare Intl
31 Oct
ORD20:15Chicago O'Hare Intl
35h 00m
2 stops
MAN12:15Manchester
£542
Scandinavian Airlines
12 Nov
MAN12:55Manchester
33h 50m
2 stops
ORD16:45Chicago O'Hare Intl
27 Nov
ORD19:15Chicago O'Hare Intl
31h 25m
2 stops
MAN08:40Manchester
£545
Scandinavian Airlines
12 Nov
MAN12:55Manchester
33h 50m
2 stops
ORD16:45Chicago O'Hare Intl
27 Nov
ORD19:15Chicago O'Hare Intl
31h 25m
2 stops
MAN08:40Manchester
£546

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 24 July 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

Thu 10/9

06:00-19:48

3 stops19h 48m

Chicago O'Hare Intl

Wed 23/9

19:25-23:45

2 stops22h 20m

£515

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 10/9

06:00-19:48

3 stops19h 48m

Chicago O'Hare Intl

Wed 23/9

19:25-23:45

2 stops22h 20m

£518

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 10/9

06:00-16:58

3 stops40h 58m

Chicago O'Hare Intl

Wed 23/9

11:05-13:00

3 stops19h 55m

£520
Fastest return journey

BristolChicago

BRS - ORD

BRSORD

Bristol

Wed 2/9

08:25-14:00

1 stop11h 35m

Chicago O'Hare Intl

Sat 12/9

15:45-07:55

1 stop10h 10m

£639

BristolChicago

BRS - ORD

BRSORD

Bristol

Wed 2/9

08:25-14:00

1 stop11h 35m

Chicago O'Hare Intl

Sat 12/9

15:45-07:55

1 stop10h 10m

£640

BristolChicago

BRS - MDW

BRSMDW

Bristol

Wed 2/9

09:20-18:01

2 stops14h 41m

Chicago Midway

Sat 12/9

17:37-17:00

2 stops17h 23m

£682

BristolChicago

BRS - MDW

BRSMDW

Bristol

Wed 2/9

09:20-18:01

2 stops14h 41m

Chicago Midway

Sat 12/9

17:37-17:00

2 stops17h 23m

£682

BristolChicago

BRS - MDW

BRSMDW

Bristol

Sun 4/10

10:50-18:33

2 stops37h 43m

Chicago Midway

Sat 17/10

13:28-10:15

2 stops14h 47m

£691

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 8/9

05:55-16:57

2 stops17h 02m

Chicago Midway

Wed 2/12

13:00-10:05

2 stops15h 05m

£700

CardiffChicago

CWL - ORD

CWLORD

Cardiff Wales

Thu 3/9

11:35-16:40

2 stops59h 05m

Chicago O'Hare Intl

Thu 10/9

17:30-10:15

2 stops34h 45m

£913

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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?

WestJet, SWISS, and Virgin Atlantic 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

12h 10m

Direct flights

None
The fastest flight from Wales to Chicago takes 12h 10m
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 £702Free CancellationRating
7.8
1,544 reviews
Search KLM flights

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Schererville

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