Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Scandinavian Airlines

The cheapest airline(s) flying from Chicago to Milan is Scandinavian Airlines.

  • Scandinavian Airlines Scandinavian Airlines
  • Turkish Airlines Turkish Airlines
  • British Airways British Airways
  • Aer Lingus Aer Lingus
  • American Airlines American Airlines
  • United Airlines United Airlines
  • Swiss Swiss
  • Lufthansa Lufthansa
  • Austrian Airlines Austrian Airlines
  • TAP Air Portugal TAP Air Portugal
Cheapest Month November

Travel Period: May 2024 - April 2025

The cheapest month(s) to fly from Chicago to Milan is November.

  • May 2024
  • Jun 2024
  • Jul 2024
  • Aug 2024
  • Sep 2024
  • Oct 2024
  • Nov 2024
  • Dec 2024
  • Jan 2025
  • Feb 2025
  • Mar 2025
  • Apr 2025
Cheapest Day of the Week Wednesday

The cheapest day(s) of the week to fly from Chicago to Milan is Wednesday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday
Cheapest Time 7pm

The cheapest time of the day to fly from Chicago to Milan is in the evening.

Early Morning 12:01am - 06:00am
Morning 6:01am - 12:00pm
Afternoon 12:01pm - 6:00pm
Evening 6:01pm to 12:00am
12am
6am
12pm
6pm

Flight Schedules

Last Updated: Tue, 2 Apr, 2024

  • Depart Earliest
    • Earliest
    • Latest
  • Arrive
    • Earliest
    • Latest
  • Airline Filter by Airline
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  • Total Duration
    • Shortest
    • Longest
  • Stopover
    All
  • Availability
    • M
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    • T
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    • S
  • 21:15 - 13:10+ 1
    ORD - MXP
  • 21:15 (ORD)Chicago O'Hare International Airport
  • 13:10 (MXP)Milan Malpensa Airport + 1
  • United Airlines (UA 416)Boeing 787 8
  • 8h 55m
  • Direct
    • M
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    • F
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  • Boeing 787 8

Connecting Flights

  • 19:10 - 09:00+ 1
    ORD - LHR
    13:40 - 16:40+ 1
    LHR - LIN
  • 19:10 (ORD)Chicago O'Hare International Airport
    13:40 (LHR)London Heathrow Airport
  • 09:00 (LHR)London Heathrow Airport + 1
    16:40 (LIN)Milan Linate Airport
  • British Airways (BA 298)Boeing Dreamliner Series 10
    British Airways (BA 562)Airbus A320 Neo
  • 14h 30m (4h 40m)
  • LHR London 4h 40m
    • -
    • -
    • -
    • -
    • F
    • -
    • -
  • 19:10 - 09:00+ 1
    ORD - LHR
    15:05 - 18:05+ 1
    LHR - MXP
  • 19:10 (ORD)Chicago O'Hare International Airport
    15:05 (LHR)London Heathrow Airport
  • 09:00 (LHR)London Heathrow Airport + 1
    18:05 (MXP)Milan Malpensa Airport
  • British Airways (BA 298)Boeing 787 9
    British Airways (BA 566)Airbus
  • 15h 55m (6h 05m)
  • LHR London 6h 05m
    • -
    • -
    • W
    • -
    • -
    • -
    • -
  • 21:30 - 14:15+ 1
    ORD - HEL
    16:10 - 18:15+ 1
    HEL - MXP
  • 21:30 (ORD)Chicago O'Hare International Airport
    16:10 (HEL)Helsinki Airport
  • 14:15 (HEL)Helsinki Airport + 1
    18:15 (MXP)Milan Malpensa Airport
  • Finnair (AY 10)Airbus Industrie 330 300
    Finnair (AY 1755)Airbus
  • 13h 45m (1h 55m)
  • HEL Helsinki 1h 55m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 21:30 - 14:15+ 1
    ORD - HEL
    16:10 - 18:15+ 1
    HEL - MXP
  • 21:30 (ORD)Chicago O'Hare International Airport
    16:10 (HEL)Helsinki Airport
  • 14:15 (HEL)Helsinki Airport + 1
    18:15 (MXP)Milan Malpensa Airport
  • Finnair (AY 10)Airbus Industrie 330 300
    Finnair (AY 1755)Airbus Industrie A321 Sharklets
  • 13h 45m (1h 55m)
  • HEL Helsinki 1h 55m
    • -
    • T
    • W
    • -
    • F
    • -
    • S
  • 21:30 - 14:15+ 1
    ORD - HEL
    16:25 - 18:30+ 1
    HEL - LIN
  • 21:30 (ORD)Chicago O'Hare International Airport
    16:25 (HEL)Helsinki Airport
  • 14:15 (HEL)Helsinki Airport + 1
    18:30 (LIN)Milan Linate Airport
  • Finnair (AY 10)Airbus Industrie 330 300
    Finnair (AY 1779)Airbus Industrie A321 Sharklets
  • 14h (2h 10m)
  • HEL Helsinki 2h 10m
    • -
    • -
    • -
    • -
    • F
    • -
    • -
  • 15:40 - 07:45+ 1
    ORD - ZRH
    13:05 - 14:00+ 1
    ZRH - MXP
  • 15:40 (ORD)Chicago O'Hare International Airport
    13:05 (ZRH)Zurich Airport
  • 07:45 (ZRH)Zurich Airport + 1
    14:00 (MXP)Milan Malpensa Airport
  • United Airlines (UA 3)Boeing 767
    Swiss (LX 1628)Embraer 190 E2
  • 15h 20m (5h 20m)
  • ZRH Zurich 5h 20m
    • M
    • -
    • W
    • -
    • F
    • -
    • S
  • 16:00 - 07:20+ 1
    ORD - FRA
    10:50 - 12:00+ 1
    FRA - LIN
  • 16:00 (ORD)Chicago O'Hare International Airport
    10:50 (FRA)Frankfurt International Airport
  • 07:20 (FRA)Frankfurt International Airport + 1
    12:00 (LIN)Milan Linate Airport
  • Lufthansa (LH 431)Boeing 747 800
    Lufthansa (LH 272)Airbus Industrie A320 Sharklets
  • 13h (3h 30m)
  • FRA Frankfurt 3h 30m
    • -
    • T
    • -
    • -
    • -
    • -
    • -
  • 16:00 - 07:20+ 1
    ORD - FRA
    10:50 - 12:00+ 1
    FRA - LIN
  • 16:00 (ORD)Chicago O'Hare International Airport
    10:50 (FRA)Frankfurt International Airport
  • 07:20 (FRA)Frankfurt International Airport + 1
    12:00 (LIN)Milan Linate Airport
  • Lufthansa (LH 431)Boeing 747 800
    Lufthansa (LH 272)Airbus
  • 13h (3h 30m)
  • FRA Frankfurt 3h 30m
    • M
    • -
    • -
    • -
    • -
    • -
    • S
  • 16:00 - 07:20+ 1
    ORD - FRA
    10:50 - 12:00+ 1
    FRA - LIN
  • 16:00 (ORD)Chicago O'Hare International Airport
    10:50 (FRA)Frankfurt International Airport
  • 07:20 (FRA)Frankfurt International Airport + 1
    12:00 (LIN)Milan Linate Airport
  • Lufthansa (LH 431)Boeing 747 800
    Lufthansa (LH 272)Embraer Emb E90
  • 13h (3h 30m)
  • FRA Frankfurt 3h 30m
    • -
    • -
    • W
    • -
    • F
    • -
    • -
  • 16:00 - 07:20+ 1
    ORD - FRA
    13:30 - 14:40+ 1
    FRA - LIN
  • 16:00 (ORD)Chicago O'Hare International Airport
    13:30 (FRA)Frankfurt International Airport
  • 07:20 (FRA)Frankfurt International Airport + 1
    14:40 (LIN)Milan Linate Airport
  • Lufthansa (LH 431)Boeing 747 800
    Lufthansa (LH 280)Airbus
  • 15h 40m (6h 10m)
  • FRA Frankfurt 6h 10m
    • -
    • -
    • -
    • -
    • F
    • -
    • -
  • 16:20 - 08:20+ 1
    ORD - VIE
    12:40 - 14:05+ 1
    VIE - MXP
  • 16:20 (ORD)Chicago O'Hare International Airport
    12:40 (VIE)Vienna Airport
  • 08:20 (VIE)Vienna Airport + 1
    14:05 (MXP)Milan Malpensa Airport
  • Austrian Airlines (OS 66)Boeing 777 200
    Austrian Airlines (OS 509)Embraer 195
  • 14h 45m (4h 20m)
  • VIE Vienna 4h 20m
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • 16:45 - 06:35+ 1
    ORD - LHR
    10:20 - 13:20+ 1
    LHR - LIN
  • 16:45 (ORD)Chicago O'Hare International Airport
    10:20 (LHR)London Heathrow Airport
  • 06:35 (LHR)London Heathrow Airport + 1
    13:20 (LIN)Milan Linate Airport
  • British Airways (BA 294)Boeing 777
    British Airways (BA 574)Airbus Industrie A320 Sharklets
  • 13h 35m (3h 45m)
  • LHR London 3h 45m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 13:30 - 14:40+ 1
    FRA - LIN
    18:00 - 09:40+ 1
    ORD - MUC
  • 13:30 (FRA)Frankfurt International Airport
    18:00 (ORD)Chicago O'Hare International Airport
  • 14:40 (LIN)Milan Linate Airport + 1
    09:40 (MUC)Munich International Airport
  • Lufthansa (LH 280)Airbus
    United Airlines (UA 953)Boeing Dreamliner Series 10
  • 13h 40m (2h 50m)
  • LIN Milan 2h 50m
    • M
    • -
    • -
    • T
    • -
    • -
    • S
  • 13:30 - 14:40+ 1
    FRA - LIN
    18:00 - 09:40+ 1
    ORD - MUC
  • 13:30 (FRA)Frankfurt International Airport
    18:00 (ORD)Chicago O'Hare International Airport
  • 14:40 (LIN)Milan Linate Airport + 1
    09:40 (MUC)Munich International Airport
  • Lufthansa (LH 280)Airbus
    United Airlines (UA 953)Boeing Dreamliner Series 10
  • 13h 40m (2h 50m)
  • LIN Milan 2h 50m
    • -
    • -
    • -
    • -
    • F
    • -
    • -
  • 18:00 - 09:40+ 1
    ORD - MUC
    15:30 - 16:35+ 1
    MUC - MXP
  • 18:00 (ORD)Chicago O'Hare International Airport
    15:30 (MUC)Munich International Airport
  • 09:40 (MUC)Munich International Airport + 1
    16:35 (MXP)Milan Malpensa Airport
  • United Airlines (UA 953)Boeing Dreamliner Series 10
    Lufthansa (LH 1856)Airbus
  • 15h 35m (5h 50m)
  • MUC Munich 5h 50m
    • M
    • T
    • W
    • -
    • -
    • -
    • S
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What’s the fastest flight time from Chicago to Milan?

The fastest flight time for direct flights from Chicago to Milan is 8 hours 55 minutes. Check latest flight schedules & prices on Wego.

How far is Milan from Chicago?

The flight distance between Chicago and Milan is 7289km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 13:30. The last flight of the day departs at 19:10. See the full list of flight times on Wego.

How many airlines offer direct flights from Chicago to Milan?

There are 1 airlines that offer direct flights from Chicago to Milan. Find out the list of airlines on Wego.