Latest deals
Insights
FAQs
Price Alerts

Cheap flights from Wales to Chicago from £331

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 29/4. 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
Voted winner of Europe's Best Travel App 2023

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customise your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Wales to Chicago

Cheap return flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
13:25 - 09:45
MAN
-
MDW
26h 20m
1 stop
Multiple Airlines Logo
15:20 - 11:40
MDW
-
MAN
14h 20m
1 stop
£691Multiple Airlines
Sat, 9 May - Sun, 17 May
Virgin Atlantic Logo
13:00 - 21:09
MAN
-
MDW
14h 09m
1 stop
Virgin Atlantic Logo
13:22 - 08:15
MDW
-
MAN
12h 53m
2 stops
£724Virgin Atlantic
Mon, 11 May - Mon, 18 May
Delta Logo
05:55 - 17:56
MAN
-
MDW
18h 01m
2 stops
Delta Logo
13:22 - 08:15
MDW
-
MAN
12h 53m
2 stops
£725Delta
Mon, 11 May - Mon, 18 May
Delta Logo
05:55 - 18:31
MAN
-
MDW
18h 36m
2 stops
Delta Logo
09:30 - 08:15
MDW
-
MAN
16h 45m
2 stops
£725Delta
Wed, 16 Sep - Wed, 23 Sep
Multiple Airlines Logo
17:25 - 14:35
MAN
-
MDW
51h 10m
2 stops
Multiple Airlines Logo
15:20 - 11:40
MDW
-
MAN
14h 20m
1 stop
£743Multiple Airlines
Sat, 9 May - Thu, 21 May
Multiple Airlines Logo
13:25 - 09:45
MAN
-
MDW
26h 20m
1 stop
Multiple Airlines Logo
15:20 - 11:40
MDW
-
MAN
14h 20m
1 stop
£751Multiple Airlines
Sat, 9 May - Thu, 21 May
Delta Logo
13:00 - 21:45
MAN
-
MDW
14h 45m
1 stop
Delta Logo
09:30 - 08:15
MDW
-
MAN
16h 45m
2 stops
£752Delta
Fri, 9 Oct - Wed, 14 Oct
Delta Logo
13:00 - 21:45
MAN
-
MDW
14h 45m
1 stop
Delta Logo
09:30 - 08:15
MDW
-
MAN
16h 45m
2 stops
£754Delta
Fri, 9 Oct - Wed, 14 Oct
KLM Logo
09:20 - 18:33
BRS
-
MDW
15h 13m
2 stops
KLM Logo
13:22 - 08:50
MDW
-
BRS
13h 28m
2 stops
£799KLM
Fri, 8 May - Thu, 28 May
KLM Logo
10:45 - 18:33
BRS
-
MDW
13h 48m
2 stops
KLM Logo
19:13 - 22:05
MDW
-
BRS
20h 52m
2 stops
£814KLM
Sat, 9 May - Sat, 16 May

KLM flights from Wales to Chicago Midway Airport

Our best KLM deals on Wales to Chicago Midway Airport flight tickets
KLM
8 May
BRS09:20Bristol
15h 13m
2 stops
MDW18:33Chicago Midway
28 May
MDW13:22Chicago Midway
13h 28m
2 stops
BRS08:50Bristol
£799
KLM
9 May
BRS10:45Bristol
13h 48m
2 stops
MDW18:33Chicago Midway
16 May
MDW19:13Chicago Midway
20h 52m
2 stops
BRS22:05Bristol
£814
KLM
9 Sept
MAN05:55Manchester
15h 32m
2 stops
MDW15:27Chicago Midway
16 Sept
MDW13:05Chicago Midway
15h 15m
2 stops
MAN10:20Manchester
£834

Virgin Atlantic flights from Wales to Chicago Midway Airport

Our best Virgin Atlantic deals on Wales to Chicago Midway Airport flight tickets
Virgin Atlantic
11 May
MAN13:00Manchester
14h 09m
1 stop
MDW21:09Chicago Midway
18 May
MDW13:22Chicago Midway
12h 53m
2 stops
MAN08:15Manchester
£724
Virgin Atlantic
9 May
MAN13:15Manchester
13h 54m
1 stop
MDW21:09Chicago Midway
16 May
MDW10:45Chicago Midway
16h 05m
1 stop
MAN08:50Manchester
£766
Virgin Atlantic
5 May
MAN13:00Manchester
15h 28m
1 stop
MDW22:28Chicago Midway
12 May
MDW17:10Chicago Midway
32h 05m
1 stop
MAN07:15Manchester
£771

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 15 April 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

Sat 9/5

13:25-09:45

1 stop26h 20m

Chicago Midway

Sun 17/5

15:20-11:40

1 stop14h 20m

£691
Fastest return journey

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 11/5

13:00-21:09

1 stop14h 09m

Chicago Midway

Mon 18/5

13:22-08:15

2 stops12h 53m

£724

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 11/5

05:55-17:56

2 stops18h 01m

Chicago Midway

Mon 18/5

13:22-08:15

2 stops12h 53m

£725

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 16/9

05:55-18:31

2 stops18h 36m

Chicago Midway

Wed 23/9

09:30-08:15

2 stops16h 45m

£725

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Sat 9/5

17:25-14:35

2 stops51h 10m

Chicago Midway

Thu 21/5

15:20-11:40

1 stop14h 20m

£743

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Sat 9/5

13:25-09:45

1 stop26h 20m

Chicago Midway

Thu 21/5

15:20-11:40

1 stop14h 20m

£751

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Fri 9/10

13:00-21:45

1 stop14h 45m

Chicago Midway

Wed 14/10

09:30-08:15

2 stops16h 45m

£752

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Fri 9/10

13:00-21:45

1 stop14h 45m

Chicago Midway

Wed 14/10

09:30-08:15

2 stops16h 45m

£754

BristolChicago

BRS - MDW

BRSMDW

Bristol

Fri 8/5

09:20-18:33

2 stops15h 13m

Chicago Midway

Thu 28/5

13:22-08:50

2 stops13h 28m

£799

BristolChicago

BRS - MDW

BRSMDW

Bristol

Sat 9/5

10:45-18:33

2 stops13h 48m

Chicago Midway

Sat 16/5

19:13-22:05

2 stops20h 52m

£814

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 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 09m

Direct flights

None
The fastest flight from Wales to Chicago Midway Airport takes 14h 09m
There are no direct flights from Wales to Chicago Midway Airport. There are no popular flight routes from Wales to Chicago Midway Airport.
Search flight deals

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.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organise and travel with friends or family. Trips is free – and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 15/5
Fri 22/5
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago