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Cheap flights from Madrid to Chicago from $411

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 5/22. 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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0 bags

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Find the cheapest flights from Madrid to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 5:58 pm
MAD
-
MDW
18h 58m
2 stops
Delta Logo
1:59 pm - 11:20 am
MDW
-
MAD
14h 21m
2 stops
$665Delta
Fri, May 1 - Sat, May 9
Delta Logo
6:00 am - 5:58 pm
MAD
-
MDW
18h 58m
2 stops
Delta Logo
1:59 pm - 11:20 am
MDW
-
MAD
14h 21m
2 stops
$670Delta
Fri, May 1 - Sat, May 9
Delta Logo
6:00 am - 5:58 pm
MAD
-
MDW
18h 58m
2 stops
Delta Logo
1:22 pm - 12:10 pm
MDW
-
MAD
15h 48m
2 stops
$671Delta
Tue, Apr 28 - Fri, May 8
Delta Logo
6:00 am - 5:58 pm
MAD
-
MDW
18h 58m
2 stops
Delta Logo
1:22 pm - 9:55 am
MDW
-
MAD
13h 33m
2 stops
$673Delta
Mon, May 4 - Mon, May 11
Delta Logo
6:00 am - 5:58 pm
MAD
-
MDW
18h 58m
2 stops
Delta Logo
9:22 am - 9:30 am
MDW
-
MAD
17h 08m
2 stops
$674Delta
Tue, Apr 28 - Wed, Jun 3
Delta Logo
6:00 am - 5:58 pm
MAD
-
MDW
18h 58m
2 stops
Delta Logo
1:22 pm - 12:10 pm
MDW
-
MAD
15h 48m
2 stops
$675Delta
Tue, Apr 28 - Fri, May 8
Delta Logo
6:00 am - 5:58 pm
MAD
-
MDW
18h 58m
2 stops
Delta Logo
1:59 pm - 11:20 am
MDW
-
MAD
14h 21m
2 stops
$676Delta
Fri, May 1 - Sat, May 9
Virgin Atlantic Logo
12:45 pm - 10:28 pm
MAD
-
MDW
16h 43m
1 stop
Virgin Atlantic Logo
1:22 pm - 9:55 am
MDW
-
MAD
13h 33m
2 stops
$679Virgin Atlantic
Mon, May 4 - Mon, May 11
Delta Logo
12:45 pm - 10:28 pm
MAD
-
MDW
16h 43m
1 stop
Delta Logo
1:24 pm - 12:10 pm
MDW
-
MAD
15h 46m
2 stops
$680Delta
Tue, Apr 28 - Sun, May 3
Delta Logo
6:00 am - 5:58 pm
MAD
-
MDW
18h 58m
2 stops
Delta Logo
1:24 pm - 12:10 pm
MDW
-
MAD
15h 46m
2 stops
$681Delta
Fri, May 1 - Wed, May 6

Virgin Atlantic flights from Madrid to Chicago Midway Airport

Our best Virgin Atlantic deals on Madrid to Chicago Midway Airport flight tickets
Virgin Atlantic
Apr 27
MAD12:45 pmMadrid Barajas
16h 43m
1 stop
MDW10:28 pmChicago Midway
May 11
MDW1:22 pmChicago Midway
13h 33m
2 stops
MAD9:55 amMadrid Barajas
$678
Virgin Atlantic
May 4
MAD12:45 pmMadrid Barajas
16h 43m
1 stop
MDW10:28 pmChicago Midway
May 11
MDW1:22 pmChicago Midway
13h 33m
2 stops
MAD9:55 amMadrid Barajas
$679
Virgin Atlantic
May 6
MAD12:45 pmMadrid Barajas
16h 43m
1 stop
MDW10:28 pmChicago Midway
May 12
MDW1:22 pmChicago Midway
13h 33m
2 stops
MAD9:55 amMadrid Barajas
$708

KLM flights from Madrid to Chicago Midway Airport

Our best KLM deals on Madrid to Chicago Midway Airport flight tickets
KLM
Apr 27
MAD7:05 amMadrid Barajas
17h 53m
2 stops
MDW5:58 pmChicago Midway
May 11
MDW6:23 amChicago Midway
22h 52m
1 stop
MAD12:15 pmMadrid Barajas
$711
KLM
Apr 27
MAD7:05 amMadrid Barajas
17h 53m
2 stops
MDW5:58 pmChicago Midway
May 11
MDW6:23 amChicago Midway
22h 52m
1 stop
MAD12:15 pmMadrid Barajas
$712
KLM
Apr 27
MAD7:05 amMadrid Barajas
18h 31m
2 stops
MDW6:36 pmChicago Midway
May 11
MDW6:36 pmChicago Midway
14h 49m
2 stops
MAD4:25 pmMadrid Barajas
$713

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 April 18, 2026.
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

Cheapest round-trip

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Fri 5/1

6:00 am-5:58 pm

2 stops18h 58m

Chicago Midway

Sat 5/9

1:59 pm-11:20 am

2 stops14h 21m

$665

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Fri 5/1

6:00 am-5:58 pm

2 stops18h 58m

Chicago Midway

Sat 5/9

1:59 pm-11:20 am

2 stops14h 21m

$670

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Tue 4/28

6:00 am-5:58 pm

2 stops18h 58m

Chicago Midway

Fri 5/8

1:22 pm-12:10 pm

2 stops15h 48m

$671

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Mon 5/4

6:00 am-5:58 pm

2 stops18h 58m

Chicago Midway

Mon 5/11

1:22 pm-9:55 am

2 stops13h 33m

$673

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Tue 4/28

6:00 am-5:58 pm

2 stops18h 58m

Chicago Midway

Wed 6/3

9:22 am-9:30 am

2 stops17h 08m

$674

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Tue 4/28

6:00 am-5:58 pm

2 stops18h 58m

Chicago Midway

Fri 5/8

1:22 pm-12:10 pm

2 stops15h 48m

$675

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Fri 5/1

6:00 am-5:58 pm

2 stops18h 58m

Chicago Midway

Sat 5/9

1:59 pm-11:20 am

2 stops14h 21m

$676
Quickest round-trip

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Mon 5/4

12:45 pm-10:28 pm

1 stop16h 43m

Chicago Midway

Mon 5/11

1:22 pm-9:55 am

2 stops13h 33m

$679

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Tue 4/28

12:45 pm-10:28 pm

1 stop16h 43m

Chicago Midway

Sun 5/3

1:24 pm-12:10 pm

2 stops15h 46m

$680

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Fri 5/1

6:00 am-5:58 pm

2 stops18h 58m

Chicago Midway

Wed 5/6

1:24 pm-12:10 pm

2 stops15h 46m

$681

Flights are sorted by cheapest round-trip 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 Madrid 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 Madrid Barajas to Chicago Midway?

Virgin Atlantic, Delta, and KLM are the most popular carriers operating from Madrid Barajas to Chicago Midway

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

Fastest flight time

13h 25m

Direct flights

None
The fastest flight from Madrid to Chicago Midway Airport takes 13h 25m
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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Frequently asked questions about flying from Madrid to Chicago Midway Airport

  • How far is Madrid Barajas to Chicago Midway by plane?

    There are 4184.0 mi between Madrid Barajas and Chicago Midway. 13h 25m 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.

Traveling to a place near Chicago?

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