YOUR NEXT MADRID ESCAPEBest fares checked Sep 27, 2026Seven-night round trip · one adult · USD · sampled fares
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Prices may change. Select and confirm the full itinerary with the booking provider. Dates can differ between airport cards.

CHICAGO → MAD

Cheap flights from
Chicago to Madrid.

A great Madrid trip starts with a fare worth finding. Compare the latest samples below, then join our upcoming free newsletter to get standout Chicago flight finds in your inbox.

Last checked Sep 27, 20261 adult · Economy · USDSources & coverage
Lowest recently sampled round trip
$591
Google Flights Compare on Skyscanner ↗

Same airports & dates. Each provider checks its own current prices.

ORD → MAD · Dec 2–Dec 9
Search fare; select your return flight to confirm.

A LOWER FARE. A BIGGER TRIP BUDGET.

What could a better fare change?

Spend more on being in Madrid, and less on getting there. These are real examples from our research—the reason it pays to keep an eye on the fares.

FLEXIBLE TRAVEL DATES$530 less

47% below the priciest date sample

$591 for Dec 2–Dec 9, 2026, compared with $1,121 for Dec 28–Jan 4, 2027.

12 seven-night date pairs from ORD to the same arrival-airport set (MAD). Lowest returned fare per date pair; checks within 24 hours. Airlines, stops and ticket conditions can differ. A travel-date comparison, not a booking-time prediction.

Explore the cheaper date samples ↗
WHY WATCH THE PRICE?7% price gap

$45 between this search’s high and low

The same dated search ranged from $548 to $593 across 61 historical price observations.

ORD → MAD · Dec 2–Dec 9, 2026. Google Flights history covers Jul 29, 2026–Sep 27, 2026. The percentage is the low below the high. This does not prove when you should book or what subscribers will save.

See the price history ↗
OUR LOWEST RECORDED FARE$591

The lowest seven-night fare in our archive

ORD → MAD · Dec 2–Dec 9, 2026. Recorded Sep 27, 2026.

Our archive starts Sep 27, 2026 and contains 228 seven-night fare observations for this route. Search fare; return may require confirmation. This is our record, not an industry-wide all-time low or a current offer.

How we keep fare records ↗
START WITH THE RIGHT AIRPORT

O’Hare or Midway?

Same dates: Dec 2–Dec 9. Same arrival airports: MAD.

ORD
O’Hare International
$591

1 stop outbound

MDW
Midway International
$725

2 stops outbound

$134 separates the lowest and highest airport sample for these dates. These are search-result fares for seven-night trips. Flight times, stops and baggage can differ. Ground transport is excluded.

Across 12 matched date pairs in this sample, ORD had the lowest airport fare 12 time(s); MDW had the lowest airport fare 0 time(s). Ties count for each airport. This describes the sampled dates only.

YOUR AIRPORT, YOUR MATH

Which airport wins for you?

A cheaper ticket can come with a pricier ride. Add your own round-trip transport estimate to the matched fares.

ORD

Flight sample $914

$914fare + transport
MDW

Flight sample $1,152

$1,152fare + transport

Add your transport estimates to compare your total.

One adult, economy, USD. The two fares use identical dates and arrival-airport sets, checked within 24 hours. Transport starts at $0 because we don’t know your starting point. Baggage and other extras are excluded. Prices and itineraries can differ.

A FEW NUMBERS TO TRAVEL BY

Madrid, by the flight.

8h 10m

Fastest sampled outbound

ORD → MAD, Oct 11. Nonstop.

16

Airlines in the mix

Across 24 seven-night airport/date searches. Includes connecting carriers.

12

Travel windows sampled

Lowest: $591, Dec 2–Dec 9 from ORD.

1 / 2

Origins with nonstop samples

ORD in these outbound results. This is not a full schedule.

Derived from the current seven-night observations on this page. Outbound times describe the outbound journey only; fare amounts are round-trip search results. See sources and coverage.

A LITTLE FLEXIBILITY CAN HELP

Compare upcoming travel dates.

Lowest fare in each sampled departure month. Seven-night trips only.

Swipe to see more months →

Oct 26Nov 26Dec 26Jan 27Feb 27Mar 27Apr 27May 27Jun 27Jul 27

Tap a bar to see the dates, airports and check time behind that sample.

Read the chart as a data table
Departure monthLowest sampleDate pairs
2026-10$9141
2026-11$6111
2026-12$5912
2027-01$7511
2027-02$7501
2027-03$7141
2027-04$6611
2027-05$7221
2027-06$8512
2027-07$7061

Sampled dates, not a complete fare calendar. Each month can have different date coverage. This chart describes future travel dates, not past price movements.

THE DETAILS BEHIND THE PRICE

Find a fare worth your next trip.

Prices checked within seven days. Use the filters to find a trip that fits.

Round-trip search fares · 36 representative results · return verification marked individually
Dates / airportsAirline / outboundRound tripCheck price
Dec 2–Dec 9ORD → MAD · 7 nightsTap Air Portugal1 stop · 12h 5m$591Select return to confirmChecked Sep 27Google Skyscanner ↗
Nov 6–Nov 13ORD → MAD · 7 nightsTap Air Portugal1 stop · 10h 55m$611Select return to confirmChecked Sep 27Google Skyscanner ↗
Apr 10–Apr 17ORD → MAD · 7 nightsTap Air Portugal1 stop · 11h 25m$661Select return to confirmChecked Sep 27Google Skyscanner ↗
Dec 2–Dec 9ORD → MAD · 7 nightsBritish Airways1 stop · 12h 5m$704Select return to confirmChecked Sep 27Google Skyscanner ↗
Dec 2–Dec 9ORD → MAD · 7 nightsAmericanBritish Airways1 stop · 12h 5m$704Select return to confirmChecked Sep 27Google Skyscanner ↗
Jul 23–Jul 30ORD → MAD · 7 nightsTap Air Portugal1 stop · 11h 40m$706Select return to confirmChecked Sep 27Google Skyscanner ↗
Dec 2–Dec 9ORD → MAD · 7 nightsIberiaNonstop · 8h 10m$707Return also checkedChecked Sep 27Google Skyscanner ↗
Itinerary

ORD → MAD
IB 342 · 2026-12-02 17:40

MAD → ORD
IB 341 · 2026-12-09 12

Dec 2–Dec 9ORD → MAD · 7 nightsAir Canada1 stop · 11h 5m$709Select return to confirmChecked Sep 27Google Skyscanner ↗
Dec 2–Dec 9ORD → MAD · 7 nightsAmerican1 stop · 10h 58m$711Select return to confirmChecked Sep 27Google Skyscanner ↗
Mar 15–Mar 22ORD → MAD · 7 nightsAir Canada1 stop · 11h 5m$714Select return to confirmChecked Sep 27Google Skyscanner ↗
May 6–May 13ORD → MAD · 7 nightsITA1 stop · 19h 10m$722Select return to confirmChecked Sep 27Google Skyscanner ↗
Mar 15–Mar 22ORD → MAD · 7 nightsSWISS1 stop · 16h 55m$722Select return to confirmChecked Sep 27Google Skyscanner ↗
Dec 2–Dec 9MDW → MAD · 7 nightsDeltaAir France2 stops · 14h 49m$725Select return to confirmChecked Sep 27Google Skyscanner ↗
Mar 15–Mar 22ORD → MAD · 7 nightsBritish Airways1 stop · 11h 45m$726Select return to confirmChecked Sep 27Google Skyscanner ↗
Mar 15–Mar 22ORD → MAD · 7 nightsAmericanBritish Airways1 stop · 11h 45m$726Select return to confirmChecked Sep 27Google Skyscanner ↗
Mar 15–Mar 22ORD → MAD · 7 nightsAmericanNonstop · 8h 30m$727Select return to confirmChecked Sep 27Google Skyscanner ↗
Mar 15–Mar 22ORD → MAD · 7 nightsIberiaNonstop · 8h 10m$727Select return to confirmChecked Sep 27Google Skyscanner ↗
Mar 15–Mar 22ORD → MAD · 7 nightsAmerican1 stop · 10h 15m$732Select return to confirmChecked Sep 27Google Skyscanner ↗
Feb 18–Feb 25ORD → MAD · 7 nightsTurkish Airlines1 stop · 18h 30m$750Select return to confirmChecked Sep 27Google Skyscanner ↗
Jan 23–Jan 30ORD → MAD · 7 nightsAer Lingus1 stop · 17h 30m$751Select return to confirmChecked Sep 27Google Skyscanner ↗
Feb 18–Feb 25ORD → MAD · 7 nightsBritish Airways1 stop · 12h 5m$760Select return to confirmChecked Sep 27Google Skyscanner ↗
Feb 18–Feb 25MDW → MAD · 7 nightsDelta1 stop · 16h 10m$776Select return to confirmChecked Sep 27Google Skyscanner ↗
Jan 23–Jan 30MDW → MAD · 7 nightsDeltaAir France2 stops · 34h 55m$786Select return to confirmChecked Sep 27Google Skyscanner ↗
Apr 10–Apr 17MDW → MAD · 7 nightsDeltaAir France2 stops · 14h 36m$831Select return to confirmChecked Sep 27Google Skyscanner ↗
May 6–May 13MDW → MAD · 7 nightsDeltaAir France2 stops · 21h 15m$851Select return to confirmChecked Sep 27Google Skyscanner ↗
Jun 27–Jul 4ORD → MAD · 7 nightsTap Air Portugal1 stop · 11h 40m$851Select return to confirmChecked Sep 27Google Skyscanner ↗
Mar 15–Mar 22MDW → MAD · 7 nightsDeltaAir France2 stops · 17h 0m$900Select return to confirmChecked Sep 27Google Skyscanner ↗
Oct 11–Oct 18ORD → MAD · 7 nightsLufthansa1 stop · 12h 30m$914Select return to confirmChecked Sep 27Google Skyscanner ↗
Nov 6–Nov 13MDW → MAD · 7 nightsDeltaKLM2 stops · 22h 53m$941Select return to confirmChecked Sep 27Google Skyscanner ↗
Jun 1–Jun 8ORD → MAD · 7 nightsBritish Airways1 stop · 13h 15m$980Select return to confirmChecked Sep 27Google Skyscanner ↗
Jun 1–Jun 8MDW → MAD · 7 nightsDelta2 stops · 17h 20m$1,071Select return to confirmChecked Sep 27Google Skyscanner ↗
Dec 28–Jan 4ORD → MAD · 7 nightsTurkish AirlinesAir Europa1 stop · 24h 5m$1,121Select return to confirmChecked Sep 27Google Skyscanner ↗
Oct 11–Oct 18MDW → MAD · 7 nightsDelta2 stops · 17h 16m$1,152Select return to confirmChecked Sep 27Google Skyscanner ↗
Jul 23–Jul 30MDW → MAD · 7 nightsDelta2 stops · 13h 55m$1,169Select return to confirmChecked Sep 27Google Skyscanner ↗
Jun 27–Jul 4MDW → MAD · 7 nightsDelta2 stops · 17h 20m$1,299Select return to confirmChecked Sep 27Google Skyscanner ↗
Dec 28–Jan 4MDW → MAD · 7 nightsDeltaAir France2 stops · 19h 0m$1,550Select return to confirmChecked Sep 27Google Skyscanner ↗

Prices can change. Cabin baggage and checked bags are not assumed included. Confirm the complete itinerary, airline fare rules and final price on the booking site.

ONE SEARCH, OVER TIME

How this search’s price moved.

ORD → MAD · Dec 2–Dec 9, 2026

Jul 29, 2026$548–$593Sep 27, 2026
Read the historical observations
Observation datePrice
Jul 29, 2026$591
Jul 30, 2026$591
Jul 31, 2026$591
Aug 1, 2026$592
Aug 2, 2026$592
Aug 3, 2026$592
Aug 4, 2026$592
Aug 5, 2026$592
Aug 6, 2026$592
Aug 7, 2026$592
Aug 8, 2026$592
Aug 9, 2026$592
Aug 10, 2026$592
Aug 11, 2026$592
Aug 12, 2026$592
Aug 13, 2026$592
Aug 14, 2026$592
Aug 15, 2026$592
Aug 16, 2026$592
Aug 17, 2026$592
Aug 18, 2026$592
Aug 19, 2026$592
Aug 20, 2026$592
Aug 21, 2026$592
Aug 22, 2026$593
Aug 23, 2026$593
Aug 24, 2026$593
Aug 25, 2026$593
Aug 26, 2026$593
Aug 27, 2026$593
Aug 28, 2026$593
Aug 29, 2026$593
Aug 30, 2026$593
Aug 31, 2026$593
Sep 1, 2026$593
Sep 2, 2026$549
Sep 3, 2026$549
Sep 4, 2026$549
Sep 5, 2026$549
Sep 6, 2026$549
Sep 7, 2026$549
Sep 8, 2026$549
Sep 9, 2026$549
Sep 10, 2026$549
Sep 11, 2026$549
Sep 12, 2026$549
Sep 13, 2026$549
Sep 14, 2026$549
Sep 15, 2026$549
Sep 16, 2026$548
Sep 17, 2026$548
Sep 18, 2026$548
Sep 19, 2026$553
Sep 20, 2026$553
Sep 21, 2026$553
Sep 22, 2026$553
Sep 23, 2026$553
Sep 24, 2026$553
Sep 25, 2026$592
Sep 26, 2026$591
Sep 27, 2026$591

Google Flights price history returned through Scrapingdog for the dates and settings above. It is not a destination-wide average or a prediction. Source checked Sep 27, 2026.

THE FLIGHT IS ONLY PART OF THE TRIP

Arriving in Madrid.

Airport context and source-backed details to help you compare the whole journey.

MAD · Adolfo Suárez Madrid–Barajas Airport

Madrid, Spain · Airport coordinates 40.493, -3.572

Lowest sample to MAD: $591 round trip from ORD, Dec 2–Dec 9. Different arrival airports may use different dates.

Airport information

Which Madrid airports are included?

This page searches MAD — Adolfo Suárez Madrid–Barajas Airport. Airport coverage follows the destination city market in the passenger dataset, with minor airports excluded. Always check the airport code on both legs: a city search can include different arrival airports, and the cheapest option may not be closest to where you are staying.

Read the source

Why this route is in our research

BTS recorded 134,120 scheduled passengers departing O’Hare and Midway for this destination city market from 2025-07 to 2026-06. That puts it at number 92 in our selected ranking. These are historical on-flight market passengers, not unique travelers, current flight frequencies or a measure of search popularity.

Read the source

Plan the connection from MAD

Once you have an arrival time, use the airport’s bus bus city, intercity and long-distance lines information to plan the journey onward. Compare the arrival airport, your accommodation location and the return flight’s departure time before choosing a fare. We link to the operator so you can check current services directly; transport prices are not included in the airfare comparisons.

Read the source
FLIGHT FOUND. ADVENTURE NEXT.

Make a trip of Madrid.

Keep an eye on the whole travel budget, from your first night to your last mile.

A good stay. A happy budget.

Compare places to stay in Madrid. Add your dates, check the location, and compare the final total and cancellation terms.

Explore Madrid stays ↗Booking.com · choose your travel dates

A little freedom to roam.

Planning a drive beyond Madrid? Compare rental cars, mileage, deposits and pickup hours. City-only trip? Public transit may suit you better.

Compare rental cars ↗Discover Cars · enter MAD and your dates

These are planning links, not priced offers. Hotel and car availability is checked by the provider. We currently receive no commission from these links.

GOOD QUESTIONS. STRAIGHT ANSWERS.

Before you take off for Madrid.

How can I get Chicago to Madrid flight deals in my inbox?

Let us do the fare hunting. Our upcoming free newsletter will bring standout Chicago flight finds to your inbox, with travel dates and booking links so you can check the deal quickly. Use the signup panel near the top of this page when signup opens. It's free, and you'll be able to unsubscribe at any time.

What is the cheapest flight to Madrid you have recorded?

The lowest seven-night round-trip search fare in our archive is $591, recorded Sep 27, 2026 for ORD to MAD, Dec 2–Dec 9, 2026. Our route archive starts Sep 27, 2026. This is our observed record, not an industry-wide all-time low, a verified booking price or a current offer.

How much are cheap flights from Chicago to Madrid?

Our lowest current seven-night sample is $591 round trip for one adult in economy, from ORD to MAD, Dec 2–Dec 9, 2026. It was checked Sep 27, 2026. This is a dated search result, not a guaranteed ticket price; confirm the return and full fare conditions before paying.

Is O’Hare or Midway cheaper for Madrid?

For the matched Dec 2–Dec 9, 2026 search, ORD had the lowest sample at $591. The highest and lowest airport fares were $134 apart. That applies to those dates and settings only. Try other matched dates and add your own ground transport cost in the airport calculator above.

Can I fly nonstop from Chicago to Madrid?

The current sample includes a nonstop outbound from ORD to MAD on Dec 2, 2026, with a round-trip search fare of $707. Check the return direction separately: a nonstop outbound does not guarantee a nonstop return.

What is the cheapest month to fly to Madrid?

The travel-period chart compares only the dates we sampled. It cannot establish the cheapest month of the year. Start with a promising sampled period, then check nearby dates with the same trip length. The separate history chart tracks one specific search over time; it is not a travel calendar.

Which Madrid airport should I choose?

This destination market includes Adolfo Suárez Madrid–Barajas Airport (MAD). Check the exact arrival code on the fare you choose, then compare the onward journey to your accommodation. The arrival section links airport information and our source-backed planning notes.

Will Skyscanner show the same price as Google Flights?

Not necessarily. The buttons open separate searches with matching airports and dates when a dated sample is available. Providers can show different airlines, sellers, baggage rules and live prices. The sampled Google Flights price is never a Skyscanner quote.

Are bags, hotels and rental cars included?

Do not assume bags are included unless the provider explicitly confirms them. Our research shows flight search fares; the accommodation and rental-car links are separate planning tools. Compare the final total, cancellation terms and location before booking any part of the trip.

Answers use the dated research and sources on this page. Read our flight-saving field notes for a broader planning checklist.

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OPEN ABOUT THE NUMBERS

Sources, coverage & limitations.

This page contains 227 current search-result observations across 24 airport/date searches. Route research is compiled by the Chicago Flight Research desk from the sources below.

Destination photography: photographer, source and reuse license. Airline logos identify the carriers shown in results; no partnership is implied.

BTS demand period: 2025-07 to 2026-06. Searches use one adult, economy, USD and the US market. We do not sell tickets, guarantee fares, or infer baggage inclusions. Read the full methodology