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Cheap flights from Wales to Chicago from £343

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 27/6. 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
08:10 - 09:40
MAN
-
MDW
31h 30m
2 stops
Multiple Airlines Logo
15:20 - 11:40
MDW
-
MAN
14h 20m
1 stop
£695Multiple Airlines
Tue, 7 Jul - Tue, 14 Jul
Virgin Atlantic Logo
10:40 - 22:25
MAN
-
MDW
17h 45m
1 stop
Virgin Atlantic Logo
10:48 - 08:50
MDW
-
MAN
16h 02m
1 stop
£700Virgin Atlantic
Wed, 23 Sep - Tue, 29 Sep
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
£704Virgin 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
£705Virgin Atlantic
Mon, 7 Sep - Thu, 24 Sep
Delta Logo
06:15 - 18:18
BRS
-
MDW
18h 03m
2 stops
Delta Logo
13:26 - 13:15
MDW
-
BRS
17h 49m
2 stops
£790Delta
Thu, 25 Jun - Thu, 2 Jul
KLM Logo
06:15 - 18:31
BRS
-
MDW
18h 16m
2 stops
KLM Logo
19:16 - 17:00
MDW
-
BRS
15h 44m
2 stops
£800KLM
Mon, 15 Jun - Mon, 22 Jun
Delta Logo
06:15 - 18:18
BRS
-
MDW
18h 03m
2 stops
Delta Logo
18:58 - 17:05
MDW
-
BRS
16h 07m
2 stops
£813Delta
Tue, 14 Jul - Tue, 28 Jul
WestJet Logo
11:35 - 09:08
CWL
-
MDW
27h 33m
2 stops
WestJet Logo
19:06 - 10:15
MDW
-
CWL
33h 09m
2 stops
£860WestJet
Tue, 14 Jul - Tue, 21 Jul
KLM Logo
09:20 - 18:18
BRS
-
MDW
14h 58m
2 stops
KLM Logo
13:26 - 10:15
MDW
-
BRS
14h 49m
2 stops
£883KLM
Wed, 1 Jul - Sun, 5 Jul
WestJet Logo
11:35 - 09:08
CWL
-
MDW
27h 33m
3 stops
WestJet Logo
19:06 - 10:15
MDW
-
CWL
33h 09m
2 stops
£962WestJet
Tue, 14 Jul - Tue, 21 Jul

Virgin Atlantic flights from Wales to Chicago Midway Airport

Our best Virgin Atlantic deals on Wales to Chicago Midway Airport flight tickets
Virgin Atlantic
23 Sept
MAN10:40Manchester
17h 45m
1 stop
MDW22:25Chicago Midway
29 Sept
MDW10:48Chicago Midway
16h 02m
1 stop
MAN08:50Manchester
£700
Virgin Atlantic
7 Sept
MAN13:00Manchester
15h 36m
1 stop
MDW22:36Chicago Midway
14 Sept
MDW13:00Chicago Midway
13h 50m
1 stop
MAN08:50Manchester
£704
Virgin Atlantic
7 Sept
MAN13:00Manchester
15h 36m
1 stop
MDW22:36Chicago Midway
24 Sept
MDW10:48Chicago Midway
16h 02m
1 stop
MAN08:50Manchester
£705

WestJet flights from Wales to Chicago Midway Airport

Our best WestJet deals on Wales to Chicago Midway Airport flight tickets
WestJet
14 Jul
CWL11:35Cardiff Wales
27h 33m
2 stops
MDW09:08Chicago Midway
21 Jul
MDW19:06Chicago Midway
33h 09m
2 stops
CWL10:15Cardiff Wales
£860
WestJet
14 Jul
CWL11:35Cardiff Wales
27h 33m
3 stops
MDW09:08Chicago Midway
21 Jul
MDW19:06Chicago Midway
33h 09m
2 stops
CWL10:15Cardiff Wales
£962
WestJet
9 Jul
CWL11:35Cardiff Wales
27h 33m
2 stops
MDW09:08Chicago Midway
14 Jul
MDW13:18Chicago Midway
38h 57m
2 stops
CWL10:15Cardiff Wales
£1,077

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 31 May 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

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 7/7

08:10-09:40

2 stops31h 30m

Chicago Midway

Tue 14/7

15:20-11:40

1 stop14h 20m

£695

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 23/9

10:40-22:25

1 stop17h 45m

Chicago Midway

Tue 29/9

10:48-08:50

1 stop16h 02m

£700
Fastest return journey

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

£704

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

£705

BristolChicago

BRS - MDW

BRSMDW

Bristol

Thu 25/6

06:15-18:18

2 stops18h 03m

Chicago Midway

Thu 2/7

13:26-13:15

2 stops17h 49m

£790

BristolChicago

BRS - MDW

BRSMDW

Bristol

Mon 15/6

06:15-18:31

2 stops18h 16m

Chicago Midway

Mon 22/6

19:16-17:00

2 stops15h 44m

£800

BristolChicago

BRS - MDW

BRSMDW

Bristol

Tue 14/7

06:15-18:18

2 stops18h 03m

Chicago Midway

Tue 28/7

18:58-17:05

2 stops16h 07m

£813

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Tue 14/7

11:35-09:08

2 stops27h 33m

Chicago Midway

Tue 21/7

19:06-10:15

2 stops33h 09m

£860

BristolChicago

BRS - MDW

BRSMDW

Bristol

Wed 1/7

09:20-18:18

2 stops14h 58m

Chicago Midway

Sun 5/7

13:26-10:15

2 stops14h 49m

£883

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Tue 14/7

11:35-09:08

3 stops27h 33m

Chicago Midway

Tue 21/7

19:06-10:15

2 stops33h 09m

£962

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?

KLM 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

13h 54m

Direct flights

None
The fastest flight from Wales to Chicago Midway Airport takes 13h 54m
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.

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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