Flights from Chicago to Milan (MDW → MXP)

MDW
Chicago
Chicago Midway International, USA
MXP
Milan
Milan Malpensa Airport, Italy
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No direct flights found. Here are the 8 fastest 1-stop options.
viaBoston(BOS)
MDW→BOS+1h 30mBOS→MXP
10h 19m
viaNew York(EWR)
MDW→EWR+1h 30mEWR→MXP
10h 24m
viaPhiladelphia(PHL)
MDW→PHL+1h 30mPHL→MXP
10h 29m
viaAtlanta(ATL)
MDW→ATL+1h 30mATL→MXP
11h 36m
viaMiami(MIA)
MDW→MIA+1h 30mMIA→MXP
13h 3m
viaPunta Cana(PUJ)
MDW→PUJ+1h 30mPUJ→MXP
14h 7m
viaMontego Bay(MBJ)
MDW→MBJ+1h 30mMBJ→MXP
14h 29m
viaCancun(CUN)
MDW→CUN+1h 30mCUN→MXP
14h 32m
Search all options on Kiwi.com → Total times include an estimated 90-minute layover. Actual times vary by airline and connection.

Frequently asked questions

Are there direct flights from Chicago to Milan? Currently, there are no direct flights from MDW to MXP. You may need to connect through another airport.

Related guides for this route

Sibling pages from across Flightmaps — fares, visa rules, country aggregations, and per-airline routes for Chicago → Milan.

Cheap flights from Chicago to Milan Cheapest month to fly to Milan Flights from USA Flights to Italy Visa-free with USA passport All airports in Italy

Try a nearby airport to Chicago

Flights to Milan (MXP) from other airports within 350 km of Chicago. Often unlocks cheaper fares or better times.

ORD → MXP 25 km from MDW Chicago → Milan USA · 282 destinations SBN → MXP 119 km from MDW South Bend → Milan USA · 22 destinations RFD → MXP 121 km from MDW Rockford → Milan USA · 8 destinations MKE → MXP 130 km from MDW Milwaukee → Milan USA · 34 destinations BMI → MXP 175 km from MDW Bloomington → Milan USA · 6 destinations

Or try a nearby airport to Milan

Flights from Chicago (MDW) to other airports within 350 km of Milan.

MDW → LIN 48 km from MXP Chicago → Milan Italy · 55 destinations MDW → BGY 77 km from MXP Chicago → Milan Italy · 155 destinations MDW → TRN 97 km from MXP Chicago → Turin Italy · 61 destinations MDW → GOA 135 km from MXP Chicago → Genoa Italy · 26 destinations MDW → PMF 153 km from MXP Chicago → Parma Italy · 7 destinations

Other flights from Chicago (MDW)

Aguascalientes (AGU) Albany (ALB) Albuquerque (ABQ) Asheville (AVL) Atlanta (ATL) Austin (AUS) Baltimore (BWI) Birmingham (BHM) All 97 destinations →

Other flights from Milan (MXP)

Abu Dhabi (AUH) Addis Ababa (ADD) Alghero (AHO) Algiers (ALG) Alicante (ALC) Almaty (ALA) Amman (AMM) Amsterdam (AMS) All 215 destinations →