Flight Routes from Chicago to Madrid

Compare cheap outbound and return flights from Chicago (CHI) to Madrid (MAD) and find the best offer from numerous airlines and travel agencies.

Trip type
Cheapest roundtrip flight
from€572
Fastest outbound flight
Fastest inbound flight
non-stop flights
7x / week
Flight distance
6,737 km
Time difference
Airports in Chicago
  1. O'Hare International Airport, IL
  2. Midway International Airport, IL
  3. Rockford, IL

Cheap flight offers from Chicago to Madrid

sorted by price and recency
  1. –
    TAP Air Portugal
    –
    CHI–MAD
    1 stopover
    TAP Air Portugal
    –
    MAD–CHI
    1 stopover
    €572
  2. –
    TAP Air Portugal
    –
    CHI–MAD
    1 stopover
    TAP Air Portugal
    –
    MAD–CHI
    1 stopover
    €587
  3. –
    Swiss International Air Lines
    –
    CHI–MAD
    1 stopover
    TAP Air Portugal
    –
    MAD–CHI
    1 stopover
    €700
  4. –
    TAP Air Portugal
    –
    CHI–MAD
    1 stopover
    TAP Air Portugal
    –
    MAD–CHI
    1 stopover
    €596
  5. –
    TAP Air Portugal
    –
    CHI–MAD
    1 stopover
    TAP Air Portugal
    –
    MAD–CHI
    1 stopover
    €592
  6. –
    Aer Lingus Irish Airlines
    –
    CHI–MAD
    1 stopover
    Aer Lingus Irish Airlines
    –
    MAD–CHI
    1 stopover
    €956

Flight schedule from Chicago (CHI) to Madrid (MAD)

Select a travel date in the flight schedule for the route from Chicago (CHI) to Madrid (MAD) and compare affordable flight deals.

offers
Active filtersnone
Matching outbound flightsCHI–MAD · 7 of 7
fromto
dep.arr.
durationstopovers
  1. November 8 – 14, 2026
  2. November 15 – 21, 2026
  3. November 22 – 28, 2026
    1. ORDMAD
      1 stopover
      1. United Airlines
    2. ORDMAD
      1 stopover
      1. Aer Lingus Irish Airlines
    3. ORDMAD
      1 stopover
      1. Aer Lingus Irish Airlines
    4. ORDMAD
      nonstop
      1. Iberia
    5. ORDMAD
      nonstop
      1. American Airlines
    6. ORDMAD
      nonstop
      1. American Airlines
    7. ORDMAD
      1 stopover
      1. TAP Air Portugal

      Important flight information

      Discover more flights around Chicago and Madrid

      Departure airport Airport Chicago-IL, all airports (CHI)
      Arrival airport Airport Madrid-Barajas (MAD)
      Destination country Flights to Spain
      Departure airport - Destination country Chicago-IL, all airports - Spain
      Alternative routes to Spain
      Alternative flights to Madrid
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