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Cheap flights from Madrid to Chicago from $379

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Madrid to Chicago departing on 11/2. 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 round-trip flights

Delta Logo
6:00 am - 6:08 pmMAD-MDW
19h 08m2 stops
Delta Logo
1:05 pm - 9:00 amMDW-MAD
12h 55m1 stop
$567Delta
Find Deal
jue., ene. 22 - lun., ene. 26
Virgin Atlantic Logo
10:00 am - 9:46 pmMAD-MDW
18h 46m2 stops
Virgin Atlantic Logo
1:00 pm - 9:00 amMDW-MAD
13h 00m2 stops
$571Virgin Atlantic
Find Deal
jue., ene. 22 - lun., ene. 26
KLM Logo
11:00 am - 9:46 pmMAD-MDW
17h 46m1 stop
KLM Logo
1:05 pm - 9:00 amMDW-MAD
12h 55m1 stop
$585KLM
Find Deal
sáb., feb. 7 - lun., feb. 23
KLM Logo
6:00 am - 6:08 pmMAD-MDW
19h 08m2 stops
KLM Logo
10:35 am - 8:00 amMDW-MAD
14h 25m2 stops
$587KLM
Find Deal
lun., ene. 12 - lun., ene. 19
Delta Logo
6:00 am - 6:08 pmMAD-MDW
19h 08m2 stops
Delta Logo
1:00 pm - 11:30 amMDW-MAD
15h 30m2 stops
$595Delta
Find Deal
sáb., feb. 7 - dom., feb. 15
Delta Logo
6:00 am - 6:08 pmMAD-MDW
19h 08m2 stops
Delta Logo
1:05 pm - 9:00 amMDW-MAD
12h 55m1 stop
$598Delta
Find Deal
vie., feb. 6 - dom., feb. 22
Delta Logo
6:00 am - 6:34 pmMAD-MDW
19h 34m2 stops
Delta Logo
1:05 pm - 9:00 amMDW-MAD
12h 55m1 stop
$599Delta
Find Deal
sáb., feb. 7 - dom., feb. 22
Air France Logo
6:00 am - 6:35 pmMAD-MDW
19h 35m2 stops
Air France Logo
6:23 pm - 3:35 pmMDW-MAD
14h 12m2 stops
$668Air France
Find Deal
jue., oct. 2 - mié., oct. 15
Multiple Airlines Logo
10:05 am - 9:36 pmMAD-MDW
18h 31m1 stop
Multiple Airlines Logo
6:00 am - 9:35 amMDW-MAD
20h 35m1 stop
$721Multiple Airlines
Find Deal
jue., oct. 2 - mié., oct. 15
Multiple Airlines Logo
10:00 am - 10:14 pmMAD-MDW
18h 14m2 stops
Multiple Airlines Logo
5:09 pm - 9:15 amMDW-MAD
33h 06m1 stop
$723Multiple Airlines
Find Deal
vie., oct. 31 - vie., nov. 7

Virgin Atlantic flights from Madrid to Chicago Midway Airport

Our best Virgin Atlantic deals on Madrid to Chicago Midway Airport flight tickets
Virgin Atlantic
Jan 22
MAD10:00 amMadrid Barajas
18h 46m
2 stops
MDW9:46 pmChicago Midway
Jan 26
MDW1:00 pmChicago Midway
13h 00m
2 stops
MAD9:00 amMadrid Barajas
$571
Find similar
Virgin Atlantic
Nov 4
MAD11:15 amMadrid Barajas
17h 59m
1 stop
MDW10:14 pmChicago Midway
Dec 1
MDW12:47 pmChicago Midway
13h 18m
1 stop
MAD9:05 amMadrid Barajas
$627
Find similar
Virgin Atlantic
Mar 2
MAD10:00 amMadrid Barajas
18h 46m
2 stops
MDW9:46 pmChicago Midway
Mar 9
MDW9:20 amChicago Midway
15h 40m
2 stops
MAD7:00 amMadrid Barajas
$644
Find similar

Delta flights from Madrid to Chicago Midway Airport

Our best Delta deals on Madrid to Chicago Midway Airport flight tickets
Delta
Jan 22
MAD6:00 amMadrid Barajas
19h 08m
2 stops
MDW6:08 pmChicago Midway
Jan 26
MDW1:05 pmChicago Midway
12h 55m
1 stop
MAD9:00 amMadrid Barajas
$567
Find similar
Delta
Feb 7
MAD6:00 amMadrid Barajas
19h 08m
2 stops
MDW6:08 pmChicago Midway
Feb 15
MDW1:00 pmChicago Midway
15h 30m
2 stops
MAD11:30 amMadrid Barajas
$595
Find similar
Delta
Feb 6
MAD6:00 amMadrid Barajas
19h 08m
2 stops
MDW6:08 pmChicago Midway
Feb 22
MDW1:05 pmChicago Midway
12h 55m
1 stop
MAD9:00 amMadrid Barajas
$598
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Madrid 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 832,500 searches. Data last updated septiembre 17, 2025.
Use the filters below to find and compare flights from Madrid to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

jue. 1/22

6:00 am-6:08 pm

2 stops19h 08m

Chicago Midway

lun. 1/26

1:05 pm-9:00 am

1 stop12h 55m

$567

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

jue. 1/22

10:00 am-9:46 pm

2 stops18h 46m

Chicago Midway

lun. 1/26

1:00 pm-9:00 am

2 stops13h 00m

$571

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

sáb. 2/7

11:00 am-9:46 pm

1 stop17h 46m

Chicago Midway

lun. 2/23

1:05 pm-9:00 am

1 stop12h 55m

$585

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

lun. 1/12

6:00 am-6:08 pm

2 stops19h 08m

Chicago Midway

lun. 1/19

10:35 am-8:00 am

2 stops14h 25m

$587

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

sáb. 2/7

6:00 am-6:08 pm

2 stops19h 08m

Chicago Midway

dom. 2/15

1:00 pm-11:30 am

2 stops15h 30m

$595

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

vie. 2/6

6:00 am-6:08 pm

2 stops19h 08m

Chicago Midway

dom. 2/22

1:05 pm-9:00 am

1 stop12h 55m

$598

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

sáb. 2/7

6:00 am-6:34 pm

2 stops19h 34m

Chicago Midway

dom. 2/22

1:05 pm-9:00 am

1 stop12h 55m

$599

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

jue. 10/2

6:00 am-6:35 pm

2 stops19h 35m

Chicago Midway

mié. 10/15

6:23 pm-3:35 pm

2 stops14h 12m

$668

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

jue. 10/2

10:05 am-9:36 pm

1 stop18h 31m

Chicago Midway

mié. 10/15

6:00 am-9:35 am

1 stop20h 35m

$721

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

vie. 10/31

10:00 am-10:14 pm

2 stops18h 14m

Chicago Midway

vie. 11/7

5:09 pm-9:15 am

1 stop33h 06m

$723

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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When to book flights from Madrid to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Madrid to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Madrid to Chicago Midway Airport (MAD to MDW) flight deals and tips

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

Direct flights

None
There are no direct flights from Madrid to Chicago Midway Airport. There are no popular flight routes from Madrid to Chicago Midway Airport.
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  • How far is Madrid Barajas to Chicago Midway by plane?

    There are 4184.0 mi between Madrid Barajas and Chicago Midway. 14h 30m is a normal flight duration for this route.

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

    Prices for flights from Madrid Barajas Airport to Chicago Midway Airport refresh daily.

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Madrid Barajas Airport 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.

  • How do I get Price Alerts for flights from Madrid to Chicago Midway Airport?

    You can take advantage of momondo’s Price Alerts by first searching for your flights to Madrid from Chicago Midway Airport. Flight offers will be shown to you in real-time. From there you can create a Price Alert by using our on-site widget.

  • How can I save money on flights from Madrid to Chicago Midway Airport with momondo?

    Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore”. Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.

  • How does momondo find its flight prices?

    We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Madrid to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Madrid to Chicago for you.

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

Yes. momondo allows you to filter the results for Madrid to Chicago flights to just show those with flexible booking policies.

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

Once you have performed a search for Madrid to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are not ready to book a flight from Madrid to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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