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Cheap flights from Wales to Chicago from £258

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 9/9. 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
06:00 - 19:52
MAN
-
ORD
19h 52m
2 stops
Multiple Airlines Logo
22:25 - 11:40
ORD
-
MAN
31h 15m
1 stop
£490Multiple Airlines
Thu, 9 Jul - Sat, 25 Jul
Multiple Airlines Logo
06:55 - 17:50
MAN
-
ORD
16h 55m
2 stops
Multiple Airlines Logo
19:25 - 11:40
ORD
-
MAN
10h 15m
1 stop
£490Multiple Airlines
Thu, 10 Sep - Tue, 22 Sep
Multiple Airlines Logo
06:55 - 17:50
MAN
-
ORD
16h 55m
2 stops
Multiple Airlines Logo
19:25 - 11:40
ORD
-
MAN
10h 15m
1 stop
£500Multiple Airlines
Thu, 24 Sep - Sun, 11 Oct
Scandinavian Airlines Logo
10:10 - 16:45
MAN
-
ORD
12h 35m
1 stop
Scandinavian Airlines Logo
19:15 - 18:35
ORD
-
MAN
17h 20m
1 stop
£515Scandinavian Airlines
Mon, 23 Nov - Tue, 1 Dec
Scandinavian Airlines Logo
09:35 - 16:10
MAN
-
ORD
12h 35m
1 stop
Scandinavian Airlines Logo
19:15 - 20:30
ORD
-
MAN
19h 15m
2 stops
£518Scandinavian Airlines
Wed, 7 Oct - Wed, 14 Oct
Virgin Atlantic Logo
13:00 - 22:36
MAN
-
MDW
15h 36m
1 stop
Virgin Atlantic Logo
13:00 - 08:50
MDW
-
MAN
13h 50m
1 stop
£707Virgin Atlantic
Mon, 7 Sep - Mon, 14 Sep
Virgin Atlantic Logo
13:00 - 22:36
MAN
-
MDW
15h 36m
1 stop
Virgin Atlantic Logo
10:48 - 08:50
MDW
-
MAN
16h 02m
1 stop
£707Virgin Atlantic
Mon, 7 Sep - Thu, 24 Sep
Delta Logo
05:50 - 18:37
MAN
-
MDW
18h 47m
2 stops
Delta Logo
09:30 - 10:10
MDW
-
MAN
18h 40m
2 stops
£719Delta
Tue, 24 Nov - Mon, 30 Nov
Delta Logo
13:50 - 16:50
MAN
-
MDW
33h 00m
2 stops
Delta Logo
06:00 - 10:30
MDW
-
MAN
22h 30m
1 stop
£722Delta
Sun, 22 Nov - Thu, 3 Dec
WestJet Logo
11:35 - 16:40
CWL
-
ORD
35h 05m
2 stops
WestJet Logo
17:30 - 10:15
ORD
-
CWL
58h 45m
2 stops
£847WestJet
Mon, 22 Jun - Mon, 6 Jul

Delta flights from Wales to Chicago

Our best Delta deals on Wales to Chicago flight tickets
Delta
24 Nov
MAN05:50Manchester
18h 47m
2 stops
MDW18:37Chicago Midway
30 Nov
MDW09:30Chicago Midway
18h 40m
2 stops
MAN10:10Manchester
£719
Delta
22 Nov
MAN13:50Manchester
33h 00m
2 stops
MDW16:50Chicago Midway
3 Dec
MDW06:00Chicago Midway
22h 30m
1 stop
MAN10:30Manchester
£722
Delta
16 Sept
MAN10:40Manchester
17h 45m
1 stop
MDW22:25Chicago Midway
23 Sept
MDW09:30Chicago Midway
15h 45m
2 stops
MAN07:15Manchester
£731

Aer Lingus flights from Wales to Chicago

Our best Aer Lingus deals on Wales to Chicago flight tickets
Aer Lingus
6 Jun
BRS12:25Bristol
12h 50m
1 stop
ORD19:15Chicago O'Hare Intl
15 Jul
ORD15:45Chicago O'Hare Intl
10h 10m
1 stop
BRS07:55Bristol
£720
Aer Lingus
14 Jul
BRS08:25Bristol
16h 50m
1 stop
ORD19:15Chicago O'Hare Intl
28 Jul
ORD15:45Chicago O'Hare Intl
10h 10m
1 stop
BRS07:55Bristol
£801
Aer Lingus
14 Jul
BRS08:25Bristol
11h 35m
1 stop
ORD14:00Chicago O'Hare Intl
28 Jul
ORD21:00Chicago O'Hare Intl
13h 00m
1 stop
BRS16:00Bristol
£804

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 28 May 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 9/7

06:00-19:52

2 stops19h 52m

Chicago O'Hare Intl

Sat 25/7

22:25-11:40

1 stop31h 15m

£490
Fastest return journey

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 10/9

06:55-17:50

2 stops16h 55m

Chicago O'Hare Intl

Tue 22/9

19:25-11:40

1 stop10h 15m

£490

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 24/9

06:55-17:50

2 stops16h 55m

Chicago O'Hare Intl

Sun 11/10

19:25-11:40

1 stop10h 15m

£500

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 23/11

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

Tue 1/12

19:15-18:35

1 stop17h 20m

£515

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 7/10

09:35-16:10

1 stop12h 35m

Chicago O'Hare Intl

Wed 14/10

19:15-20:30

2 stops19h 15m

£518

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 7/9

13:00-22:36

1 stop15h 36m

Chicago Midway

Mon 14/9

13:00-08:50

1 stop13h 50m

£706

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 7/9

13:00-22:36

1 stop15h 36m

Chicago Midway

Thu 24/9

10:48-08:50

1 stop16h 02m

£707

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 24/11

05:50-18:37

2 stops18h 47m

Chicago Midway

Mon 30/11

09:30-10:10

2 stops18h 40m

£719

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Sun 22/11

13:50-16:50

2 stops33h 00m

Chicago Midway

Thu 3/12

06:00-10:30

1 stop22h 30m

£722

CardiffChicago

CWL - ORD

CWLORD

Cardiff Wales

Mon 22/6

11:35-16:40

2 stops35h 05m

Chicago O'Hare Intl

Mon 6/7

17:30-10:15

2 stops58h 45m

£847

Flights are sorted by cheapest return flights first.

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

KLM and Delta 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 £698Free CancellationRating
7.8
1,525 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