Cheap flights from Chicago to Milan
Flights overview
Prices shown are for one adult in Economy class flights from Zürich to New York. This includes the cheapest Business class options where available.
Prices reflect the lowest available in the next three months, though they are subject to change and availability.
Last-minute deals apply to the cheapest weekend trips available in the next seven days, with weekend trips being flights departing between Thursday and Saturday and returning on Sunday or Monday.
Flight duration shown is based on nonstop flights or those with the fewest stops available.
Prices reflect the lowest available in the next three months, though they are subject to change and availability.
Last-minute deals apply to the cheapest weekend trips available in the next seven days, with weekend trips being flights departing between Thursday and Saturday and returning on Sunday or Monday.
Flight duration shown is based on nonstop flights or those with the fewest stops available.
Useful information for finding cheap flights from Chicago to Milan and booking your next trip
| Cheapest round-trip flights | $829 |
JetBlue, Condor
2 stops
19 hr
Mon, May 11 — Tue, May 26
|
The cheapest round-trip flight from Chicago to Milan is currently $829 | |
|---|---|---|---|---|
| Cheapest one-way flight | $400 |
Air Serbia
1 stop
33 hr
Mon, Jul 27
|
The cheapest one-way flight from Chicago to Milan is currently $400 | |
| Cheapest nonstop flights | $1,012 |
United
Nonstop
9 hr
Thu, Jul 30 — Fri, Aug 14
|
The cheapest nonstop round-trip flight from Chicago to Milan is currently $1,012 | |
| Last-minute weekend getaway | $953 |
Delta, Scandinavian Airlines
2 stops
18 hr
Thu, May 7 — Mon, May 11
|
The cheapest last-minute weekend getaway from Chicago to Milan is currently $953 | |
| Cheapest business class flights | $2,784 |
Air Serbia
1 stop
27 hr
Sat, Jun 27 — Sun, Jul 12
|
The cheapest business class round-trip flight from Chicago to Milan is currently $2,784 | |
| Fastest flight | 8 hr 40 min | The fastest nonstop flight from Chicago to Milan takes 8 hr 40 min |
|---|---|---|
| Nonstop flights | Every day | There are direct flights on this route every day. |
When is the cheapest time to fly?
Typical prices for the least expensive round-trip flights from Chicago to Milan per month. Insights are based on fares observed in the last 12 months. Current prices may differ.
The cheapest month to fly from Chicago to Milan is typically January. The most expensive month to fly is typically June.
| January Cheapest
|
Typical prices: $430–730 |
|---|---|
| June Most expensive
|
Typical prices: $940–1,300 |
Popular airlines from Chicago to Milan
Popularity is based on the number of weekly nonstop and connecting flights the airline operates. Connecting flights do not include interline routes.
Flight suggestions are based on an airline's cheapest round-trip fares from Chicago to Milan in the next 3 months. Prices include required taxes + fees for one adult. Optional charges and bag fees may apply.
Typical prices are based on fares observed in the past year for one-week round trips with the same origin, destination, and airline.
- UnitedNonstopfrom $951Typical price: $1,000–2,1007 weekly nonstop flightsORD - MXP Every day29 weekly connecting flightsORD - MXP Every day
- Deltafrom $995Typical price: $1,000–2,000109 weekly connecting flightsMDW, ORD - MXP Every day
- British Airwaysfrom $1,005Typical price: $1,050–2,10073 weekly connecting flightsORD - LIN, MXP Every day
- Lufthansafrom $1,104Typical price: $1,000–2,00069 weekly connecting flightsORD - LIN, MXP Every day
- Air Francefrom $998Typical price: $1,150–2,20032 weekly connecting flightsORD - LIN, MXP Every day
- Aer Lingusfrom $1,008Typical price: $830–2,20025 weekly connecting flightsORD - LIN, MXP Every day
Popular airports near Chicago
Distance and driving time are relative to the city center. Airports are listed based on distance from Chicago center and popularity with travelers.
- Chicago O'Hare International Airport (ORD)Chicago United States 26 min 16 mi
- Chicago Midway International Airport (MDW)Chicago United States 25 min 9 mi
- Milwaukee Mitchell International Airport (MKE)Milwaukee United States 1 hr 23 min 75 mi
- Indianapolis International Airport (IND)Indianapolis United States 2 hr 58 min 165 mi
Popular airports near Milan
Distance and driving time are relative to the city center. Airports are listed based on distance from Milan center and popularity with travelers.
- Milano Malpensa Airport (MXP)Milan Italy 46 min 24 mi
- Milan Linate Airport (LIN)Milan Italy 29 min 4 mi
- Il Caravaggio International Airport (BGY)Milan Italy 55 min 29 mi
- Venice Marco Polo Airport (VCE)Venice Italy 2 hr 58 min 153 mi
Frequently asked questions about flying from Chicago to Milan
The cheapest flights from Chicago to Milan are usually in January. Typical ticket prices in January range from $430 to $730.
The cheapest round-trip flight from Chicago to Milan recently found on Google Flights was with JetBlue, Condor from $829. The cheapest one-way flight was with Air Serbia from $400.
Some of the cheapest round-trip deals we found with different airlines:
Some of the cheapest round-trip deals we found with different airlines:
- The cheapest United flight from Chicago to Milan is $951, flying from Jul 30 to Aug 14.
- The cheapest Delta flight from Chicago to Milan is $995, flying from Jul 30 to Aug 13.
- The cheapest British Airways flight from Chicago to Milan is $1,005, flying from Aug 1 to Aug 17.
- The cheapest Lufthansa flight from Chicago to Milan is $1,104, flying from Aug 1 to Aug 16.
- The cheapest Air France flight from Chicago to Milan is $998, flying from Jul 30 to Aug 14.
- The cheapest Aer Lingus flight from Chicago to Milan is $1,008, flying from Jul 30 to Aug 12.
The cheapest round-trip flight from Chicago to Milan starts at $829 from Mon, May 11 to Tue, May 26. The cheapest one-way flight starts at $400 and departs on Mon, Jul 27.
8 hr 40 min is the shortest flight time from Chicago to Milan.
Peak travel season is Mar–Jun & Oct–Dec. Many shops, hotels and restaurants close in Aug as locals head off on vacation. Key events include the Milan Fashion Weeks (spring & fall, dates vary) and the Milano Musica festival (Oct–Nov), celebrating 20th-century and contemporary music.
It's easy to use Google Flights to find the cheapest days to fly from Chicago to Milan.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.
You can also turn on price tracking to get alerts if the price changes for a route or flight.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.
You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Chicago to Milan really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Chicago to Milan.
In terms of nonstop flights, United is the most popular. United offers 7 nonstop flights and 29 connecting flights per week. United flies from Chicago O'Hare International Airport (ORD) to Milano Malpensa Airport (MXP) .
In terms of flights, Delta is the most popular. Delta offers 109 connecting flights per week. Delta flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Milano Malpensa Airport (MXP) .
Other popular airlines flying from Chicago to Milan are:
In terms of nonstop flights, United is the most popular. United offers 7 nonstop flights and 29 connecting flights per week. United flies from Chicago O'Hare International Airport (ORD) to Milano Malpensa Airport (MXP) .
In terms of flights, Delta is the most popular. Delta offers 109 connecting flights per week. Delta flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Milano Malpensa Airport (MXP) .
Other popular airlines flying from Chicago to Milan are:
- British Airways offers 73 connecting flights per week. British Airways flies from Chicago O'Hare International Airport (ORD) to Milan Linate Airport (LIN) , Milano Malpensa Airport (MXP) .
- Lufthansa offers 69 connecting flights per week. Lufthansa flies from Chicago O'Hare International Airport (ORD) to Milan Linate Airport (LIN) , Milano Malpensa Airport (MXP) .
- Air France offers 32 connecting flights per week. Air France flies from Chicago O'Hare International Airport (ORD) to Milan Linate Airport (LIN) , Milano Malpensa Airport (MXP) .
- Aer Lingus offers 25 connecting flights per week. Aer Lingus flies from Chicago O'Hare International Airport (ORD) to Milan Linate Airport (LIN) , Milano Malpensa Airport (MXP) .
The cheapest round-trip flight from Chicago to Milan recently found on Google Flights was with JetBlue, Condor from $829. The cheapest one-way flight was with Air Serbia from $400.
Some of the cheapest round-trip deals we found with different airlines:
Some of the cheapest round-trip deals we found with different airlines:
- The cheapest United flight from Chicago to Milan is $951, flying from Jul 30 to Aug 14.
- The cheapest Delta flight from Chicago to Milan is $995, flying from Jul 30 to Aug 13.
- The cheapest British Airways flight from Chicago to Milan is $1,005, flying from Aug 1 to Aug 17.
- The cheapest Lufthansa flight from Chicago to Milan is $1,104, flying from Aug 1 to Aug 16.
- The cheapest Air France flight from Chicago to Milan is $998, flying from Jul 30 to Aug 14.
- The cheapest Aer Lingus flight from Chicago to Milan is $1,008, flying from Jul 30 to Aug 12.
United flies direct from Chicago to Milan.
- There are 7 United direct flights from Chicago to Milan per week. Flights are available every day.
The cheapest last-minute deal between Chicago and Milan at price $953 is offered by Delta, Scandinavian Airlines from Thu, May 7 to Mon, May 11.
United flies direct from Chicago to Milan.
- There are 7 United direct flights from Chicago to Milan per week. Flights are available every day.
There are direct flights from Chicago to Milan on a daily basis.
The cheapest direct (nonstop) round-trip flights between Chicago and Milan start at $1,012 from Thu, Jul 30 to Fri, Aug 14 with United.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Chicago to Milan, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Chicago and Milan start at $2,784 from Sat, Jun 27 to Sun, Jul 12 with Air Serbia.
The cheapest economy class round-trip flights between Chicago and Milan start at $829 from Mon, May 11 to Tue, May 26.
To book business class trips from Chicago to Milan, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.
You can also adjust the trip type to view one-way fares.
You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Chicago and Milan starts at $953 from Thu, May 7 to Mon, May 11 with Delta, Scandinavian Airlines.
The cheapest last-minute deal between Chicago and Milan at price $953 is offered by Delta, Scandinavian Airlines from Thu, May 7 to Mon, May 11.
To find last-minute flight deals from Chicago to Milan, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.
You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.
You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.
Search more flights
Popular trips from Chicago
These suggestions are based on the cheapest fares to popular destinations in the next six months.
Prices include required taxes + fees for 1 adult. Optional charges and bag fees may apply.
-
Dallas$88Jun 20 — Jul 5Nonstop 2 hr 43 min Frontier
-
London$706Oct 1 — Oct 151 stop 13 hr 15 min Icelandair
-
Miami$100Jul 27 — Aug 12Nonstop 3 hr 17 min Frontier
-
Seattle$314Jul 5 — Jul 211 stop 29 hr 24 min Frontier
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