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Cheap flight deals from Chicago to Madrid Starting at €206

Whether you’re going for a one-way or round-trip to Madrid, we’ve got you covered! Check out these different flight options from Chicago below.

  • One way
  • Round-trip
      • Cheapest nonstop
        ORD04:45 pm
        8h 10m
        Nonstop
        MAD07:55 am
        Tue, Jan 14|Chicago - Madrid|American Airlines
        €206€567
        64% OFF
        64% OFF
        €567€206

        Choose American Airlines flights from Chicago to Madrid. The one-way direct flight with American Airlines departs from O'Hare International Airport on Tue, Jan 14, arriving at Madrid Barajas Airport. One-way Prices start from €206 including taxes and charges.

      • ORD04:45 pm
        8h 10m
        Nonstop
        MAD07:55 am
        Sun, Jan 12|Chicago - Madrid|American Airlines
        €208€567
        63% OFF
        63% OFF
        €567€208

        Choose American Airlines flights from Chicago to Madrid. The one-way direct flight with American Airlines departs from O'Hare International Airport on Sun, Jan 12, arriving at Madrid Barajas Airport. One-way Prices start from €208 including taxes and charges.

      • ORD04:45 pm
        8h 10m
        Nonstop
        MAD07:55 am
        Wed, Jan 22|Chicago - Madrid|American Airlines
        €218€567
        61% OFF
        61% OFF
        €567€218

        Choose American Airlines flights from Chicago to Madrid. The one-way direct flight with American Airlines departs from O'Hare International Airport on Wed, Jan 22, arriving at Madrid Barajas Airport. One-way Prices start from €218 including taxes and charges.

      • ORD04:45 pm
        8h 10m
        Nonstop
        MAD07:55 am
        Mon, Jan 20|Chicago - Madrid|American Airlines
        €228
        €228

        Choose American Airlines flights from Chicago to Madrid. The one-way direct flight with American Airlines departs from O'Hare International Airport on Mon, Jan 20, arriving at Madrid Barajas Airport. One-way Prices start from €228 including taxes and charges.

      • ORD04:45 pm
        8h 10m
        Nonstop
        MAD07:55 am
        Tue, Dec 31|Chicago - Madrid|American Airlines
        €231
        €231

        Choose American Airlines flights from Chicago to Madrid. The one-way direct flight with American Airlines departs from O'Hare International Airport on Tue, Dec 31, arriving at Madrid Barajas Airport. One-way Prices start from €231 including taxes and charges.

      • ORD04:45 pm
        8h 10m
        Nonstop
        MAD07:55 am
        Fri, Jan 17|Chicago - Madrid|American Airlines
        €247
        €247

        Choose American Airlines flights from Chicago to Madrid. The one-way direct flight with American Airlines departs from O'Hare International Airport on Fri, Jan 17, arriving at Madrid Barajas Airport. One-way Prices start from €247 including taxes and charges.

      • ORD04:45 pm
        8h 10m
        Nonstop
        MAD07:55 am
        Sat, Jan 18|Chicago - Madrid|American Airlines
        €257
        €257

        Choose American Airlines flights from Chicago to Madrid. The one-way direct flight with American Airlines departs from O'Hare International Airport on Sat, Jan 18, arriving at Madrid Barajas Airport. One-way Prices start from €257 including taxes and charges.

      • ORD04:45 pm
        8h 10m
        Nonstop
        MAD07:55 am
        Fri, Jan 10|Chicago - Madrid|American Airlines
        €265
        €265

        Choose American Airlines flights from Chicago to Madrid. The one-way direct flight with American Airlines departs from O'Hare International Airport on Fri, Jan 10, arriving at Madrid Barajas Airport. One-way Prices start from €265 including taxes and charges.

      • ORD04:45 pm
        8h 10m
        Nonstop
        MAD07:55 am
        Mon, Dec 30|Chicago - Madrid|American Airlines
        €280
        €280

        Choose American Airlines flights from Chicago to Madrid. The one-way direct flight with American Airlines departs from O'Hare International Airport on Mon, Dec 30, arriving at Madrid Barajas Airport. One-way Prices start from €280 including taxes and charges.

      • ORD04:45 pm
        8h 10m
        Nonstop
        MAD07:55 am
        Wed, Jan 15|Chicago - Madrid|American Airlines
        €298
        €298

        Choose American Airlines flights from Chicago to Madrid. The one-way direct flight with American Airlines departs from O'Hare International Airport on Wed, Jan 15, arriving at Madrid Barajas Airport. One-way Prices start from €298 including taxes and charges.

      • CHI01:00 pm
        3h 5m
        Nonstop
        MAD02:00 pm
        Sun, Dec 29|Chicago - Madrid|American Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to fly from Chicago to Madrid?

These price trend charts carefully monitor and predict how flight prices from Chicago to Madrid will change. Keep a close eye on them to understand when the best time to buy your tickets is.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find cheap airlines flights from Chicago to Madrid

We have a range of prices from different airlines providing flights from Chicago to Madrid. Check below for the journey which best suits your travel needs.

American Airlines
From €205
Icelandair
From €237
Frontier Airlines
From €252
Jetblue Airways
From €291
TAP Air Portugal
From €297
United Airlines
From €309
Southwest Airlines
From €314
Swiss Airlines
From €316
Lufthansa
From €336
Delta Air Lines
From €414

Find more flights and airlines

Alternative Cheap Routes from Chicago to Madrid

Searching for potential routes that might be cheaper and faster? There are a few alternative ways to get to Madrid from Chicago which could help you save money and time.

  • Cheapest
    American Airlines
    ORD
    04:45 pm
    8h 10m
    Nonstop
    MAD
    07:55 am
    O'Hare International Airport - Madrid Barajas Airport
    Mon, Feb 17American Airlines
    €205
  • Frontier Airlines
    MDW
    06:00 am
    20h 25m
    1 transfer
    MAD
    09:25 am
    Midway International Airport - Madrid Barajas Airport
    Tue, Feb 18Frontier Airlines
    €252
  • Allegiant Air
    RFD
    09:15 am
    26h 30m
    2 transfer
    MAD
    06:45 pm
    Chicago Rockford International Airport - Madrid Barajas Airport
    Fri, Dec 27Allegiant Air
    €974
  • Allegiant Air
    RFD
    09:15 am
    26h 30m
    2 transfer
    MAD
    06:45 pm
    Chicago Rockford International Airport - Madrid Barajas Airport
    Fri, Dec 27Allegiant Air
    €974
    Find More Flights

Frequently Asked Questions

  • When are flight tickets from Chicago (CHI) to Madrid (MAD) the cheapest?

    Airlines adjust prices for flights from Chicago to Madrid based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Chicago (CHI) to Madrid (MAD) cost?

    According to Trip.com's data, the lowest price is around €818.

  • How long does it take to fly from Chicago (CHI) to Madrid (MAD) and what is the distance?

    It takes around 8 hours 10 minutes to fly from Chicago (CHI) to Madrid (MAD).

  • What is the transportation method from the main airport to downtown in Madrid?

    • The distance from Madrid Barajas Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

  • What are the most popular airlines that fly from Chicago (CHI) to Madrid (MAD)?

    Airlines with flights from Chicago (CHI) to Madrid (MAD): British Airways, Alaska Airlines, Iberia, Finnair, Qatar Airways and American Airlines.

How to find a cheap flight from Chicago to Madrid

Understanding the common pitfalls when booking your flight tickets can help you save massively when it comes time to fly. We’ve listed our six essential steps to keep in mind when you’re booking flight tickets to help you find the best price.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Chicago to Madrid

Cheapest nonstop flight price€206
Cheapest round-trip ticket price€427
Off-season for travelNovember
Peak season for travelSeptember
Flight distance6,732.52 km
Average flight time8 hours 10 minutes
Popular airlineavianca

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