Skip to content
Flight Deals

Display prices in

Fare history stays consistent; only the display changes.
Search

Route brief · CHI → MAD

Chicago Madrid

RareDeal score 91/100found

$406

−42% vs typical

seasonal median $705 · difference $299

Mar 8 '27 – Mar 16 '27 · 8 nightsUnited1 stop

Usual monthly lows
$455$729
Board rank
Stronger than 91%
Route sample
6 observed months
Check this fare ↗Compare sellers →

Cached fare — the booking search re-prices live before you pay.

Destination briefMADMadridDinner at 10pm, museums at world-class density, and Iberia fare sales that border on typos.Best windowApr–Jun · Sep–OctAirportsBarajas (MAD)All routes into Madrid

Search this route

Chicago (CHI)Madrid (MAD)

Trip detailsRound-trip · Economy · 1 adult
1 adult
01Fare seasonality

When this route gets cheap.

Cached-fare history: across 6 months, Mar is the cheapest for CHI → MAD. Best time to be there: Apr–Jun · Sep–Oct.

Fares bottom out in March around $406 and peak in December near $1,034 — a $628 spread across the 6 months we track. The cheapest itinerary we are tracking makes one stop and takes about 9.5 hours outbound, on a 8-night trip — ticketed under United, which on a connecting fare need not operate every leg. At $406 for 6,725 km each way, that works out to about $30 per 1,000 km flown. That is well under the $44 that long-haul fares on this board typically run. Across the 12 departure cities we track at a similar distance from Madrid, this fare ranks 3rd — 38% above the $295 from Dubai. It is also the 3rd cheapest of the 28 routes of similar length we watch out of Chicago.

The one day we hold a cached fare for

Tap a date → live search

The median cached fare across this calendar is 3% lower than when tracking began on Aug 8 — $750 then versus $729 now, across 7 recorded snapshots. This is a calendar-level trend, so an individual deal above can be lower. The lowest single day we have seen here is $577, on Oct 20.

These are the only days we have a cached price for on this route so far — not the only days it flies. The search above covers any date.

Cached fares · checked 30 Aug 2026

Cheapest in Mar · around $406

42% below the $705 typical fare

CheapestLowTypicalHighclick a month to search it live ↗

Cheapest round-trip fare found per month · Chicago → Madrid · cached-price history

Route facts

Airports
O’Hare (ORD) · Midway (MDW) ↔ Barajas (MAD)
Flight time
~9.5 hours outbound
Distance
~6,725 km each way
Typical price
$705 round-trip (seasonal median)
Airlines on the board
United
Itineraries
Connections on current fares
Best months to visit
Apr–Jun · Sep–Oct
02Good to know

CHI → MAD, answered.

Is $406 a good price for Chicago to Madrid?

Yes — the seasonal median for this route is around $705 round-trip. At $406 you're 42% below that, saving about $299, which we rate rare for this route.

What is the cheapest month to fly from Chicago to Madrid?

Across 6 months of cached-fare history, Mar comes out cheapest on this route. The best months to actually be in Madrid are Apr–Jun · Sep–Oct — when those overlap, that's your window.

How far in advance should I book CHI → Madrid?

We do not publish a number for this, because we cannot measure it yet. Answering it honestly means watching the same departure date on this route over many weeks as it approaches, and that archive is still filling up — so any "book N days ahead" figure here would be borrowed from somewhere else rather than measured. What we can measure is which month is cheap: across 6 months of cached fares, Mar comes out lowest on this route. See /guides/what-moves-a-flight-price/ for what does move a fare.

Are there nonstop flights from Chicago to Madrid?

The current cheapest fares involve a connection, ticketed under United. Nonstop options exist on many dates at higher prices — check the live search for your exact dates.

Are these prices guaranteed?

No — these are cached fares found on real searches (this one on September 1). Airlines reprice constantly, so the booking search re-checks the live price before you pay. Fresher finds are far more likely to still be available.

Next step

Sleeping in Madrid?

Lock the flight first — then compare stays for Mar 8 '27 – Mar 16 '27 · 8 nights.

Missed it?

Cached fares expire. This route has a feed of its own — follow it and the next CHI → MAD drop reaches you as soon as we find it.

Follow CHI → MAD
Keep browsing

Related routes on the board.

Flight.Deals app

Keep the fare board one tap away.

Install Flight.Deals on your Home Screen. It opens without browser chrome while current fares and comparisons still load from the live site.