Flights from Chicago to Milan from USD 1,104

Promo Code

Flights from Chicago to Milan

Try alternate month or interact with individual days below in order to find offers.
Mar 2026
Try another month to see offers
Apr 2026
Try another month to see offers
May 2026
FromUSD 1,104*
Viewed 1 day ago
Flight Type Round Trip|Economy Class
Displaying fares for March-2026
  • 25

    We

    MAR

  • 26

    Th

  • 27

    Fr

  • 28

    Sa

  • 29

    Su

  • 30

    Mo

  • 31

    Tu

  • 01

    We

    APR

  • 02

    Th

  • 03

    Fr

  • 04

    Sa

  • 05

    Su

  • 06

    Mo

  • 07

    Tu

  • 08

    We

  • 09

    Th

  • 10

    Fr

  • 11

    Sa

  • 12

    Su

  • 13

    Mo

  • 14

    Tu

  • 15

    We

  • 16

    Th

  • 17

    Fr

  • 18

    Sa

  • 19

    Su

  • 20

    Mo

  • 21

    Tu

  • 22

    We

  • 23

    Th

  • 24

    Fr

    • *The fares shown have been updated in the last 48 hours and may no longer be available at the time of booking. Additional fees and charges may apply for optional products and services.

    Best Flight Deals from Chicago to Milan

    USD
    keyboard_arrow_down
    Best Flight Deals from Chicago to Milan
    From
    To
    Fare Type
    Dates
    Price
    Chicago (ORD)Milan (MXP)Round trip
    |
    Economy    		16/05/2026 - 27/05/2026

    From

    USD 1,104

    Viewed 1 day ago

    *The fares shown have been updated in the last 48 hours and may no longer be available at the time of booking. Additional fees and charges may apply for optional products and services.

    Business Flights Deals

    USD

    Chicago (ORD)to

    Milan (MXP)
    16/05/2026 - 27/05/2026

    Round trip

    Business

    From
    USD 6,488
    Viewed 1 day ago

    *The fares shown have been updated in the last 48 hours and may no longer be available at the time of booking. Additional fees and charges may apply for optional products and services.

    See More TAP Air Portugal Flights

    Explore TAP's Top-Pick Destinations