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Cheap flights from Madrid to Chicago from $464

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 8/25. 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
1 adult, Economy, 0 bags

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 - 4:59 pm
MAD
-
MDW
17h 59m
2 stops
Delta Logo
12:30 pm - 11:20 am
MDW
-
MAD
15h 50m
2 stops
$714Delta
Mon, Aug 31 - Fri, Apr 16
Air France Logo
9:50 am - 4:25 pm
MAD
-
MDW
13h 35m
1 stop
Air France Logo
10:35 am - 9:55 am
MDW
-
MAD
16h 20m
1 stop
$716Air France
Tue, Oct 13 - Sun, Nov 1
KLM Logo
9:50 am - 10:10 pm
MAD
-
MDW
19h 20m
1 stop
KLM Logo
10:35 am - 9:55 am
MDW
-
MAD
17h 20m
1 stop
$717KLM
Tue, Oct 13 - Fri, Oct 30
Delta Logo
6:00 am - 4:59 pm
MAD
-
MDW
17h 59m
2 stops
Delta Logo
10:35 am - 12:15 pm
MDW
-
MAD
18h 40m
1 stop
$718Delta
Mon, Aug 31 - Fri, Apr 16
Multiple Airlines Logo
9:50 am - 10:36 pm
MAD
-
MDW
19h 46m
1 stop
Multiple Airlines Logo
5:25 pm - 12:15 pm
MDW
-
MAD
11h 50m
1 stop
$722Multiple Airlines
Mon, Aug 31 - Fri, Apr 16
Multiple Airlines Logo
9:50 am - 4:11 pm
MAD
-
MDW
13h 21m
1 stop
Multiple Airlines Logo
5:10 pm - 12:15 pm
MDW
-
MAD
12h 05m
1 stop
$724Multiple Airlines
Mon, Sep 14 - Tue, Sep 22
Delta Logo
6:00 am - 6:11 pm
MAD
-
MDW
19h 11m
2 stops
Delta Logo
9:30 am - 6:20 am
MDW
-
MAD
13h 50m
2 stops
$741Delta
Sun, Oct 4 - Wed, Oct 14
Delta Logo
6:00 am - 4:59 pm
MAD
-
MDW
17h 59m
2 stops
Delta Logo
1:05 pm - 12:15 pm
MDW
-
MAD
16h 10m
1 stop
$742Delta
Mon, Aug 31 - Sun, Sep 13
Virgin Atlantic Logo
9:50 am - 4:15 pm
MAD
-
MDW
13h 25m
1 stop
Virgin Atlantic Logo
4:30 pm - 12:15 pm
MDW
-
MAD
12h 45m
1 stop
$745Virgin Atlantic
Fri, Sep 4 - Sat, Sep 12
Delta Logo
9:50 am - 4:11 pm
MAD
-
MDW
13h 21m
1 stop
Delta Logo
5:25 pm - 12:15 pm
MDW
-
MAD
11h 50m
1 stop
$746Delta
Mon, Oct 5 - Wed, Oct 14

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Delta flights from Madrid to Chicago Midway Airport

Our best Delta deals on Madrid to Chicago Midway Airport flight tickets
Delta
Aug 31
MAD6:00 amMadrid Barajas
17h 59m
2 stops
MDW4:59 pmChicago Midway
Apr 16
MDW12:30 pmChicago Midway
15h 50m
2 stops
MAD11:20 amMadrid Barajas
$714
Delta
Aug 31
MAD6:00 amMadrid Barajas
17h 59m
2 stops
MDW4:59 pmChicago Midway
Apr 16
MDW10:35 amChicago Midway
18h 40m
1 stop
MAD12:15 pmMadrid Barajas
$718
Delta
Oct 4
MAD6:00 amMadrid Barajas
19h 11m
2 stops
MDW6:11 pmChicago Midway
Oct 14
MDW9:30 amChicago Midway
13h 50m
2 stops
MAD6:20 amMadrid Barajas
$741

Air France flights from Madrid to Chicago Midway Airport

Our best Air France deals on Madrid to Chicago Midway Airport flight tickets
Air France
Oct 13
MAD9:50 amMadrid Barajas
13h 35m
1 stop
MDW4:25 pmChicago Midway
Nov 1
MDW10:35 amChicago Midway
16h 20m
1 stop
MAD9:55 amMadrid Barajas
$716
Air France
Aug 28
MAD9:50 amMadrid Barajas
13h 25m
1 stop
MDW4:15 pmChicago Midway
Sep 11
MDW4:30 pmChicago Midway
12h 45m
1 stop
MAD12:15 pmMadrid Barajas
$753
Air France
Aug 28
MAD9:50 amMadrid Barajas
13h 25m
1 stop
MDW4:15 pmChicago Midway
Sep 11
MDW4:30 pmChicago Midway
12h 45m
1 stop
MAD12:15 pmMadrid Barajas
$754

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 June 13, 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

Mon 8/31

6:00 am-4:59 pm

2 stops17h 59m

Chicago Midway

Fri 4/16

12:30 pm-11:20 am

2 stops15h 50m

$714

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Tue 10/13

9:50 am-4:25 pm

1 stop13h 35m

Chicago Midway

Sun 11/1

10:35 am-9:55 am

1 stop16h 20m

$716

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Tue 10/13

9:50 am-10:10 pm

1 stop19h 20m

Chicago Midway

Fri 10/30

10:35 am-9:55 am

1 stop17h 20m

$717

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Mon 8/31

6:00 am-4:59 pm

2 stops17h 59m

Chicago Midway

Fri 4/16

10:35 am-12:15 pm

1 stop18h 40m

$718

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Mon 8/31

9:50 am-10:36 pm

1 stop19h 46m

Chicago Midway

Fri 4/16

5:25 pm-12:15 pm

1 stop11h 50m

$722

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Mon 9/14

9:50 am-4:11 pm

1 stop13h 21m

Chicago Midway

Tue 9/22

5:10 pm-12:15 pm

1 stop12h 05m

$724

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Sun 10/4

6:00 am-6:11 pm

2 stops19h 11m

Chicago Midway

Wed 10/14

9:30 am-6:20 am

2 stops13h 50m

$741

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Mon 8/31

6:00 am-4:59 pm

2 stops17h 59m

Chicago Midway

Sun 9/13

1:05 pm-12:15 pm

1 stop16h 10m

$742

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Fri 9/4

9:50 am-4:15 pm

1 stop13h 25m

Chicago Midway

Sat 9/12

4:30 pm-12:15 pm

1 stop12h 45m

$745
Quickest round-trip

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Mon 10/5

9:50 am-4:11 pm

1 stop13h 21m

Chicago Midway

Wed 10/14

5:25 pm-12:15 pm

1 stop11h 50m

$746

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

Can stopping save me money on Madrid to Chicago Midway Airport flights?

You could potentially save up to 17% on your flight if you consider stops on a Madrid to Chicago Midway Airport flight.

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

17h 22m

Direct flights

None
The fastest flight from Madrid to Chicago Midway Airport takes 17h 22m
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. 17h 22m 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
Portage
Benton Harbor
Saint Joseph
Lansing
Valparaiso
Schererville
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.

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