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Cheap flights from Wales to Chicago from £357

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 2/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap return flights

Virgin Atlantic Logo
11:55 - 21:36MAN-MDW
15h 41m1 stop
Virgin Atlantic Logo
12:43 - 08:35MDW-MAN
13h 52m1 stop
£522Virgin Atlantic
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Wed, 24 Sep - Tue, 30 Sep
Virgin Atlantic Logo
12:35 - 21:26MAN-MDW
14h 51m1 stop
Virgin Atlantic Logo
12:48 - 08:35MDW-MAN
13h 47m1 stop
£523Virgin Atlantic
Find Deal
Mon, 1 Sep - Tue, 14 Oct
Virgin Atlantic Logo
12:35 - 21:26MAN-MDW
14h 51m1 stop
Virgin Atlantic Logo
10:35 - 08:35MDW-MAN
16h 00m1 stop
£529Virgin Atlantic
Find Deal
Mon, 1 Sep - Wed, 24 Sep
Virgin Atlantic Logo
12:35 - 21:26MAN-MDW
14h 51m1 stop
Virgin Atlantic Logo
09:35 - 10:20MDW-MAN
18h 45m2 stops
£531Virgin Atlantic
Find Deal
Mon, 1 Sep - Tue, 14 Oct
Delta Logo
12:35 - 21:36MAN-MDW
15h 01m1 stop
Delta Logo
18:23 - 13:25MDW-MAN
13h 02m2 stops
£546Delta
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Tue, 23 Sep - Tue, 7 Oct
Delta Logo
08:55 - 18:37MAN-MDW
15h 42m2 stops
Delta Logo
18:23 - 13:25MDW-MAN
13h 02m2 stops
£547Delta
Find Deal
Tue, 2 Sep - Tue, 21 Oct
Air France Logo
12:35 - 21:44MAN-MDW
15h 09m1 stop
Air France Logo
18:15 - 13:25MDW-MAN
13h 10m2 stops
£570Air France
Find Deal
Mon, 25 Aug - Mon, 29 Sep
Logo
08:55 - 18:37MAN-MDW
15h 42m2 stops
Logo
18:15 - 13:25MDW-MAN
13h 10m2 stops
£572
Find Deal
Mon, 25 Aug - Mon, 29 Sep
KLM Logo
12:35 - 17:35MAN-MDW
35h 00m1 stop
KLM Logo
17:04 - 08:35MDW-MAN
33h 31m1 stop
£573KLM
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Tue, 30 Sep - Wed, 8 Oct
KLM Logo
08:55 - 18:35MAN-MDW
15h 40m2 stops
KLM Logo
18:30 - 08:35MDW-MAN
32h 05m1 stop
£573KLM
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Tue, 23 Sep - Sun, 28 Sep

Virgin Atlantic flights from Wales to Chicago Midway Airport

Our best Virgin Atlantic deals on Wales to Chicago Midway Airport flight tickets
Virgin Atlantic
24 Sept
MAN11:55Manchester
15h 41m
1 stop
MDW21:36Chicago Midway
30 Sept
MDW12:43Chicago Midway
13h 52m
1 stop
MAN08:35Manchester
£522
Find similar
Virgin Atlantic
1 Sept
MAN12:35Manchester
14h 51m
1 stop
MDW21:26Chicago Midway
14 Oct
MDW12:48Chicago Midway
13h 47m
1 stop
MAN08:35Manchester
£523
Find similar
Virgin Atlantic
1 Sept
MAN12:35Manchester
14h 51m
1 stop
MDW21:26Chicago Midway
24 Sept
MDW10:35Chicago Midway
16h 00m
1 stop
MAN08:35Manchester
£529
Find similar

Delta flights from Wales to Chicago Midway Airport

Our best Delta deals on Wales to Chicago Midway Airport flight tickets
Delta
23 Sept
MAN12:35Manchester
15h 01m
1 stop
MDW21:36Chicago Midway
7 Oct
MDW18:23Chicago Midway
13h 02m
2 stops
MAN13:25Manchester
£546
Find similar
Delta
2 Sept
MAN08:55Manchester
15h 42m
2 stops
MDW18:37Chicago Midway
21 Oct
MDW18:23Chicago Midway
13h 02m
2 stops
MAN13:25Manchester
£547
Find similar
Delta
17 Sept
MAN11:55Manchester
27h 45m
1 stop
MDW09:40Chicago Midway
23 Sept
MDW12:43Chicago Midway
13h 52m
1 stop
MAN08:35Manchester
£548
Find similar

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 14 August 2025.
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

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 24/9

11:55-21:36

1 stop15h 41m

Chicago Midway

Tue 30/9

12:43-08:35

1 stop13h 52m

£522

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 1/9

12:35-21:26

1 stop14h 51m

Chicago Midway

Tue 14/10

12:48-08:35

1 stop13h 47m

£523

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 1/9

12:35-21:26

1 stop14h 51m

Chicago Midway

Wed 24/9

10:35-08:35

1 stop16h 00m

£529

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 1/9

12:35-21:26

1 stop14h 51m

Chicago Midway

Tue 14/10

09:35-10:20

2 stops18h 45m

£531

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 23/9

12:35-21:36

1 stop15h 01m

Chicago Midway

Tue 7/10

18:23-13:25

2 stops13h 02m

£546

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 2/9

08:55-18:37

2 stops15h 42m

Chicago Midway

Tue 21/10

18:23-13:25

2 stops13h 02m

£547

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 25/8

12:35-21:44

1 stop15h 09m

Chicago Midway

Mon 29/9

18:15-13:25

2 stops13h 10m

£570

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 25/8

08:55-18:37

2 stops15h 42m

Chicago Midway

Mon 29/9

18:15-13:25

2 stops13h 10m

£572

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 30/9

12:35-17:35

1 stop35h 00m

Chicago Midway

Wed 8/10

17:04-08:35

1 stop33h 31m

£573

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 23/9

08:55-18:35

2 stops15h 40m

Chicago Midway

Sun 28/9

18:30-08:35

1 stop32h 05m

£573

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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

Best price found

£357

Fastest flight time

14h 16m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Wales in the past 72 hours is £357. The best return flight deal from Wales to Chicago Midway Airport found on momondo in the last 72 hours is £522.
The fastest flight from Wales to Chicago Midway Airport takes 14h 16m
There are no direct flights from Wales to Chicago Midway Airport. Popular non-direct routes for this connection are Manchester Airport - Chicago Midway Airport and Bristol Airport - Chicago Midway Airport.
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  • 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.

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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