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Cheap flights from Chicago (CHI) to Milan (MIL)

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The best prices from Chicago to Milan are usually found in February or January, booked 38 days in advance, depart on a Monday or Wednesday and return on a Tuesday

How to find the cheapest flight from
Chicago (CHI) to Milan (MIL)

CHI - MIL
Price
$517 - $999
MIL
Temperature
44.6 - 87.8 °F
MIL
Rainfall
0.9 - 4 inches
Popular in July High demand for flights, 28% potential price rise
Cheapest in February Best time to find cheap flights, 28% potential price drop
Round-trip from $517 From Chicago to Milan
One-way from $195 One-way flight from Chicago to Milan
Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Chicago to Milan?

It’s generally more expensive to depart on a Sunday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

How far in advance should I book a flight from Chicago to Milan?

Users have found that booking a flight from Chicago to Milan at least 25 days early can save you up to 11% on average compared to booking a flight this week. If booking 25 days before your flight isn’t an option for you, users have found flights from Chicago to Milan for as little as $925 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $940 for flights departing within the next 3 days.

What is the cheapest month to fly from Chicago to Milan?

Our data shows that October tends to be the cheapest month to fly to Milan from Chicago. Users have commonly found prices around $827 for the month, but tickets can be as low as $471. Due to multiple factors, prepare for potentially higher prices in June.

When is the cheapest time to fly from Chicago to Milan (CHI - MIL)?

One of the essential ways to save on airfare from Chicago to Milan is to remain as flexible as possible. Flights that are in the noon tend to be the most expensive. If a flight is in the morning is possible it can save you up to 23% on airfare.

Cheap flights from Chicago to Milan in August, September 2020

The best prices found for CHI to MIL flights for August, September
9 Aug - 16 Nov
$380pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
9 Aug - 18 Nov
$402pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
9 Aug - 19 Nov
$409pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl

Chicago to Milan 2020 flight deals

Cheap flights to Milan from Chicago found for this year
9 Aug - 16 Nov
$380pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
9 Aug - 18 Nov
$402pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
9 Aug - 19 Nov
$409pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Milan

Late deals on round-trip flights to Milan from Chicago, departing today and this week
24 Jul - 2 Aug
$806pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
26 Jul - 27 Sep
$907pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
BGY
Milan Orio Al Serio
BGY
Milan Orio Al Serio
Multiple Airlines
     
3 STOPS
ORD
Chicago O'Hare Intl
26 Jul - 27 Sep
$932pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
Multiple Airlines
     
3 STOPS
ORD
Chicago O'Hare Intl

One-way flights to Milan from Chicago

The cheapest one-way flights from Chicago to Milan
2:45 am - 8:05 pm
Multiple Airlines
2 Stops
34h 20m
ORD - MXP
Multiple Airlines
$195
Kiwi.com
11:43 am - 8:05 pm
Multiple Airlines
2 Stops
25h 22m
ORD - MXP
Multiple Airlines
$199
Kiwi.com
3:15 am - 9:50 am
Multiple Airlines
2 Stops
47h 35m
ORD - MXP
Multiple Airlines
$334
Kiwi.com

Related info for your journey

Useful info, stats and facts about Chicago to Milan flights.

Flight FAQs

From Chicago to Milan

Are flight prices decreasing from Chicago to Milan due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and Milan for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Chicago to Milan for under $400 on Cheapflights?

Yes, there are multiple flights from Chicago to Milan for under $400. The cheapest flight booked recently is on Multiple Airlines for just $380, but on average you can expect to pay $455.

Are there nonstop flights from Chicago to Milan for under $400 on Cheapflights?

There are no nonstop flights from Chicago to Milan, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Are there last-minute flights available from Chicago to Milan for under $900?

There are currently 20+ open flights from Chicago to Milan within the next 7 days for less than $900.

Is Chicago weather warmer or cooler than Milan?

Our data indicates that the weather will be 88 °F on average in the month of July. The temperature in Milan is typically hotter than in Chicago. If you're traveling when the temperature is at its warmest, push to plan early, as flight price and availability will have an impact on your travels. For the best results, search for flights well in advance or after peak season.

How long is the flight from Chicago to Milan?

There are many flights that can get you from Chicago to Milan in 11h 05m. Fly via KLM, Aer Lingus, or TAP AIR PORTUGAL to get the fastest option. This flight may include one or multiple stops.

What are the cheapest airlines flying from Chicago to Milan round-trip?

Cheapflights users have booked flights from Chicago to Milan round-trip from $416. Another airline that can offer you cheap pricing is Aer Lingus. TAP AIR PORTUGAL is currently priced 42% below the average price you’ll pay for this route.

Destination information for Milan

Things to know before you go. Useful info for your trip from Chicago to Milan
Today's exchange rate
$1 = €0.85
Average temperature for August in Milan
86.0 °F
Avg rainfall for August in Milan
2.5 ″

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing Milan

Linate (LIN)
Bergamo Orio al Serio (BGY)
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