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Cheap flights from Madrid to Chicago from $427

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 4/24. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 5:54 pm
MAD
-
MDW
18h 54m
2 stops
Delta Logo
6:34 pm - 3:35 pm
MDW
-
MAD
14h 01m
2 stops
$587Delta
Thu, Apr 9 - Sun, Apr 12
Delta Logo
6:00 am - 5:54 pm
MAD
-
MDW
18h 54m
2 stops
Delta Logo
12:52 pm - 11:20 am
MDW
-
MAD
15h 28m
2 stops
$588Delta
Thu, Apr 9 - Tue, Apr 14
Delta Logo
6:00 am - 5:58 pm
MAD
-
MDW
18h 58m
2 stops
Delta Logo
9:27 am - 9:55 am
MDW
-
MAD
17h 28m
2 stops
$589Delta
Wed, Apr 22 - Tue, Apr 28
Delta Logo
6:00 am - 5:54 pm
MAD
-
MDW
18h 54m
2 stops
Delta Logo
9:27 am - 9:30 am
MDW
-
MAD
17h 03m
2 stops
$590Delta
Thu, Apr 9 - Wed, Apr 22
Delta Logo
6:00 am - 5:54 pm
MAD
-
MDW
18h 54m
2 stops
Delta Logo
9:27 am - 9:30 am
MDW
-
MAD
17h 03m
2 stops
$591Delta
Thu, Apr 9 - Wed, Apr 22
Delta Logo
12:45 pm - 10:28 pm
MAD
-
MDW
16h 43m
1 stop
Delta Logo
1:24 pm - 9:55 am
MDW
-
MAD
13h 31m
2 stops
$595Delta
Wed, Apr 22 - Tue, Apr 28
Delta Logo
12:45 pm - 10:28 pm
MAD
-
MDW
16h 43m
1 stop
Delta Logo
7:16 pm - 4:25 pm
MDW
-
MAD
14h 09m
2 stops
$596Delta
Sat, Apr 18 - Sat, Apr 25
Virgin Atlantic Logo
12:45 pm - 10:28 pm
MAD
-
MDW
16h 43m
1 stop
Virgin Atlantic Logo
1:24 pm - 9:55 am
MDW
-
MAD
13h 31m
2 stops
$597Virgin Atlantic
Sat, Apr 18 - Tue, Apr 28
Delta Logo
12:45 pm - 10:28 pm
MAD
-
MDW
16h 43m
1 stop
Delta Logo
7:16 pm - 4:25 pm
MDW
-
MAD
14h 09m
2 stops
$598Delta
Fri, Apr 17 - Sat, Apr 25
Delta Logo
6:00 am - 5:54 pm
MAD
-
MDW
17h 54m
2 stops
Delta Logo
9:22 am - 9:55 am
MDW
-
MAD
17h 33m
2 stops
$602Delta
Wed, Mar 11 - Wed, May 13

Delta flights from Madrid to Chicago Midway Airport

Our best Delta deals on Madrid to Chicago Midway Airport flight tickets
Delta
Feb 26
MAD6:00 amMadrid Barajas
19h 40m
2 stops
MDW6:40 pmChicago Midway
Mar 2
MDW1:49 pmChicago Midway
14h 41m
2 stops
MAD11:30 amMadrid Barajas
$528
Delta
Feb 26
MAD6:00 amMadrid Barajas
18h 37m
2 stops
MDW5:37 pmChicago Midway
Mar 2
MDW12:45 pmChicago Midway
13h 30m
1 stop
MAD9:15 amMadrid Barajas
$532
Delta
Mar 2
MAD11:15 amMadrid Barajas
13h 30m
1 stop
MDW5:45 pmChicago Midway
Mar 10
MDW1:10 pmChicago Midway
15h 05m
2 stops
MAD10:15 amMadrid Barajas
$540

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 18
MAD12:45 pmMadrid Barajas
16h 43m
1 stop
MDW10:28 pmChicago Midway
Apr 28
MDW1:24 pmChicago Midway
13h 31m
2 stops
MAD9:55 amMadrid Barajas
$597
Virgin Atlantic
Mar 4
MAD10:00 amMadrid Barajas
19h 31m
2 stops
MDW10:31 pmChicago Midway
Apr 13
MDW1:24 pmChicago Midway
13h 31m
2 stops
MAD9:55 amMadrid Barajas
$607
Virgin Atlantic
Mar 7
MAD10:00 amMadrid Barajas
19h 31m
2 stops
MDW10:31 pmChicago Midway
Apr 13
MDW10:41 amChicago Midway
16h 14m
2 stops
MAD9:55 amMadrid Barajas
$666

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 February 23, 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

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Thu 4/9

6:00 am-5:54 pm

2 stops18h 54m

Chicago Midway

Sun 4/12

6:34 pm-3:35 pm

2 stops14h 01m

$587

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Thu 4/9

6:00 am-5:54 pm

2 stops18h 54m

Chicago Midway

Tue 4/14

12:52 pm-11:20 am

2 stops15h 28m

$588

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Wed 4/22

6:00 am-5:58 pm

2 stops18h 58m

Chicago Midway

Tue 4/28

9:27 am-9:55 am

2 stops17h 28m

$589

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Thu 4/9

6:00 am-5:54 pm

2 stops18h 54m

Chicago Midway

Wed 4/22

9:27 am-9:30 am

2 stops17h 03m

$590

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Thu 4/9

6:00 am-5:54 pm

2 stops18h 54m

Chicago Midway

Wed 4/22

9:27 am-9:30 am

2 stops17h 03m

$591

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Wed 4/22

12:45 pm-10:28 pm

1 stop16h 43m

Chicago Midway

Tue 4/28

1:24 pm-9:55 am

2 stops13h 31m

$595

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Sat 4/18

12:45 pm-10:28 pm

1 stop16h 43m

Chicago Midway

Sat 4/25

7:16 pm-4:25 pm

2 stops14h 09m

$596

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Sat 4/18

12:45 pm-10:28 pm

1 stop16h 43m

Chicago Midway

Tue 4/28

1:24 pm-9:55 am

2 stops13h 31m

$597

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Fri 4/17

12:45 pm-10:28 pm

1 stop16h 43m

Chicago Midway

Sat 4/25

7:16 pm-4:25 pm

2 stops14h 09m

$598

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Wed 3/11

6:00 am-5:54 pm

2 stops17h 54m

Chicago Midway

Wed 5/13

9:22 am-9:55 am

2 stops17h 33m

$602

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 35m

Direct flights

None
The fastest flight from Madrid to Chicago Midway Airport takes 13h 35m
There are no direct flights from Madrid to Chicago Midway Airport. There are no popular flight routes from Madrid to Chicago Midway Airport.
Search flight deals

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

    There are 4184.0 mi between Madrid Barajas and Chicago Midway. 13h 35m 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
Portage
Lansing
Schererville
Valparaiso
Munster
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.

An easier way to manage your Chicago Midway Airport trip

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