Flights from Chicago to Madrid

Chicago (CHI) → Madrid (MAD)

Name your price for Chicago → Madrid and leave the checking to us. Fares on this route are re-read every 15 minutes; when one reaches your number, the alert arrives with a link to that ticket.

🔎 See fares now, get told when they drop
Dates are optional — leave them empty and we watch every date we track How it works
Let the fare find you

We re-read this route every 15 minutes and write when a ticket reaches your price. Free, and one click stops it.

Cheap fares

Updated 04:17 UTC Refresh
September 2026 from $433 Sep 27 October 2026 from $352 Oct 21

Cheapest in October — from $352

Ticket at this price

Cheapest $352 departure Oct 21
Pick this ticket

Fares come from our search partner and change through the day. We do not sell tickets — we show the price and tell you when it drops.

Nonstop flights

DayAirlinesFrom
Tuesday Iberia $634
Wednesday American Airlines, Iberia $458
Thursday American Airlines, Iberia $691
Friday American Airlines $917
Saturday American Airlines, Iberia $505
Sunday American Airlines $634

Built from the fares we found for the next two months, not from the carriers official schedule.

Price trend

Pick a date and we will show the fare and a link to the ticket

Airlines and fares

United Airlines cheapest on 6 days of 12 from $481
jetBlue cheapest on 3 days of 12 from $352
Lufthansa cheapest on 2 days of 12 from $530
Porter Airlines Canada cheapest on 1 day of 12 from $413

Fares over the next 30 days

Cheapest fare found for each departure date. Tap a date to open the search.
MonTueWedThuFriSatSun
22.09
Tue
$505
1 stop
23.09
Wed
$505
1 stop
24.09
Thu
$558
1 stop
25.09
Fri
$558
1 stop
26.09
Sat
$511
1 stop
27.09
Sun
$433
2 stops
28.09
Mon
—
no prices
29.09
Tue
—
no prices
30.09
Wed
—
no prices
01.10
Thu
—
no prices
02.10
Fri
—
no prices
03.10
Sat
$413
3 stops
04.10
Sun
—
no prices
05.10
Mon
—
no prices
06.10
Tue
—
no prices
07.10
Wed
—
no prices
08.10
Thu
$530
1 stop
09.10
Fri
$530
1 stop
10.10
Sat
$481
1 stop
11.10
Sun
—
no prices
12.10
Mon
—
no prices
13.10
Tue
—
no prices
14.10
Wed
$356
1 stop
15.10
Thu
—
no prices
16.10
Fri
—
no prices
17.10
Sat
—
no prices
18.10
Sun
—
no prices
19.10
Mon
—
no prices
20.10
Tue
—
no prices
21.10
Wed
$352
1 stop
22.10
Thu
—
no prices

Other cities in Spain from Chicago

Barcelona Palma Malaga Alicante Valencia Ibiza

Madrid from other cities

London New York Los Angeles Atlanta Las Vegas Dublin

How it works

1 Name your price A route and the number you would pay. Dates optional.
2 We re-read the fares Real airline and agency prices on your route, every 15 minutes.
3 You get the link A ticket at your price arrives by email or push, with a link to book it.

Why it helps

  • Checking a route by hand means seeing whatever the price happens to be at that minute. We look four times an hour instead.
  • A cheap fare can be gone before the evening. Ours goes out within about three minutes of appearing.
  • Watch one route or fifteen. It costs the same and the volume does not grow: one message per route per day at most.
Where alerts arrive
Email Main channel
Browser push Backup channel

Frequently asked questions

How do I know when flights from Chicago to Madrid get cheaper?
Set your price above and pick a channel, email or browser notification. Fares here are re-read every 15 minutes, and a ticket at or below your number is sent within a few minutes of appearing.
How much does it cost?
Nothing. The alert links to the ticket at the same price you'd pay booking directly.
What price should I set for Chicago → Madrid?
The form suggests a number to start from, and you can move it to whatever you would actually pay. If you would rather pick it yourself, take the cheapest fare shown for the months ahead and go about a fifth below it: low enough to be a real saving, close enough to happen. Editable later in “My alerts”.
Can I track only direct flights or specific dates?
Yes. Turn on “Direct only”, and add a departure date range if you have one. Only tickets matching both reach you.