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Cheap flights from Wales to Chicago from £248

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 8/9. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Wales to Chicago

Cheap return flights

Enter your travel dates to find the best prices.
Delta Logo
06:15 - 18:19
BRS
-
MDW
18h 04m
2 stops
Delta Logo
19:13 - 17:00
MDW
-
BRS
15h 47m
2 stops
£650Delta
Tue, 8 Sep - Tue, 15 Sep
Delta Logo
09:45 - 22:44
CWL
-
MDW
18h 59m
2 stops
Delta Logo
09:29 - 09:15
MDW
-
CWL
17h 46m
2 stops
£675Delta
Tue, 8 Sep - Tue, 15 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
£680Delta
Wed, 2 Sep - Sat, 12 Sep
Multiple Airlines Logo
13:25 - 11:00
MAN
-
MDW
27h 35m
1 stop
Multiple Airlines Logo
11:45 - 12:15
MDW
-
MAN
18h 30m
2 stops
£689Multiple Airlines
Wed, 23 Sep - Sat, 26 Sep
Virgin Atlantic Logo
20:50 - 16:59
MAN
-
MDW
26h 09m
2 stops
Virgin Atlantic Logo
09:29 - 08:25
MDW
-
MAN
16h 56m
2 stops
£698Virgin Atlantic
Mon, 31 Aug - Wed, 9 Sep
Virgin Atlantic Logo
20:50 - 16:59
MAN
-
MDW
26h 09m
2 stops
Virgin Atlantic Logo
09:29 - 08:25
MDW
-
MAN
16h 56m
2 stops
£699Virgin Atlantic
Mon, 31 Aug - Wed, 9 Sep
Multiple Airlines Logo
17:40 - 18:33
BRS
-
MDW
30h 53m
2 stops
Multiple Airlines Logo
13:28 - 08:50
MDW
-
BRS
13h 22m
2 stops
£722Multiple Airlines
Sat, 3 Oct - Wed, 14 Oct
KLM Logo
09:45 - 22:33
CWL
-
MDW
18h 48m
2 stops
KLM Logo
12:27 - 09:50
MDW
-
CWL
15h 23m
2 stops
£789KLM
Thu, 22 Oct - Mon, 2 Nov
Air France Logo
17:35 - 18:01
CWL
-
MDW
30h 26m
2 stops
Air France Logo
13:51 - 16:45
MDW
-
CWL
20h 54m
2 stops
£1,259Air France
Sat, 15 Aug - Sun, 23 Aug
KLM Logo
09:50 - 22:36
CWL
-
MDW
18h 46m
2 stops
KLM Logo
19:25 - 16:45
MDW
-
CWL
15h 20m
2 stops
£1,311KLM
Sat, 15 Aug - Sun, 23 Aug

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Delta flights from Wales to Chicago Midway Airport

Our best Delta deals on Wales to Chicago Midway Airport flight tickets
Delta
8 Sept
BRS06:15Bristol
18h 04m
2 stops
MDW18:19Chicago Midway
15 Sept
MDW19:13Chicago Midway
15h 47m
2 stops
BRS17:00Bristol
£650
Delta
8 Sept
CWL09:45Cardiff Wales
18h 59m
2 stops
MDW22:44Chicago Midway
15 Sept
MDW09:29Chicago Midway
17h 46m
2 stops
CWL09:15Cardiff Wales
£675
Delta
2 Sept
BRS09:20Bristol
14h 41m
2 stops
MDW18:01Chicago Midway
12 Sept
MDW17:37Chicago Midway
17h 23m
2 stops
BRS17:00Bristol
£680

Virgin Atlantic flights from Wales to Chicago Midway Airport

Our best Virgin Atlantic deals on Wales to Chicago Midway Airport flight tickets
Virgin Atlantic
31 Aug
MAN20:50Manchester
26h 09m
2 stops
MDW16:59Chicago Midway
9 Sept
MDW09:29Chicago Midway
16h 56m
2 stops
MAN08:25Manchester
£698
Virgin Atlantic
31 Aug
MAN20:50Manchester
26h 09m
2 stops
MDW16:59Chicago Midway
9 Sept
MDW09:29Chicago Midway
16h 56m
2 stops
MAN08:25Manchester
£699
Virgin Atlantic
8 Sept
MAN05:55Manchester
17h 02m
2 stops
MDW16:57Chicago Midway
2 Dec
MDW13:00Chicago Midway
15h 05m
2 stops
MAN10:05Manchester
£701

momondo Fare Finder

 
Customise your flight search to find flights from Wales to Chicago Midway Airport 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 26 July 2026.
Use the filters below to find and compare flights from Wales to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

BristolChicago

BRS - MDW

BRSMDW

Bristol

Tue 8/9

06:15-18:19

2 stops18h 04m

Chicago Midway

Tue 15/9

19:13-17:00

2 stops15h 47m

£650

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Tue 8/9

09:45-22:44

2 stops18h 59m

Chicago Midway

Tue 15/9

09:29-09:15

2 stops17h 46m

£675
Fastest return journey

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

£680

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 23/9

13:25-11:00

1 stop27h 35m

Chicago Midway

Sat 26/9

11:45-12:15

2 stops18h 30m

£689

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 31/8

20:50-16:59

2 stops26h 09m

Chicago Midway

Wed 9/9

09:29-08:25

2 stops16h 56m

£698

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 31/8

20:50-16:59

2 stops26h 09m

Chicago Midway

Wed 9/9

09:29-08:25

2 stops16h 56m

£699

BristolChicago

BRS - MDW

BRSMDW

Bristol

Sat 3/10

17:40-18:33

2 stops30h 53m

Chicago Midway

Wed 14/10

13:28-08:50

2 stops13h 22m

£722

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Thu 22/10

09:45-22:33

2 stops18h 48m

Chicago Midway

Mon 2/11

12:27-09:50

2 stops15h 23m

£789

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Sat 15/8

17:35-18:01

2 stops30h 26m

Chicago Midway

Sun 23/8

13:51-16:45

2 stops20h 54m

£1,259

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Sat 15/8

09:50-22:36

2 stops18h 46m

Chicago Midway

Sun 23/8

19:25-16:45

2 stops15h 20m

£1,311

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 Midway Airport

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 Midway?

Virgin Atlantic and Delta are the most popular carriers operating from Wales to Chicago Midway

Cheap Wales to Chicago Midway Airport flight deals and tips

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

Fastest flight time

14h 41m

Direct flights

None
The fastest flight from Wales to Chicago Midway Airport takes 14h 41m
There are no direct flights from Wales to Chicago Midway Airport. There are no popular flight routes from Wales to Chicago Midway Airport.
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Frequently asked questions about flying from Wales to Chicago Midway Airport

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

    Prices for flights from Wales to Chicago Midway Airport are refreshed on a daily basis.

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

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

    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 Midway Airport.

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

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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?

It is quick and easy to find Wales to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

Yes. All flights to Chicago from Wales on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo helps you find the best flight between Wales and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Of course. momondo tracks the price of Wales to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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