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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 58 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
$613 - $901
MIL
Temperature
44.6 - 87.8 °F
MIL
Rainfall
0.9 - 4 inches

Popular in

December

High demand for flights, 19% potential price rise

Cheapest in

February

Best time to find cheap flights, 16% potential price drop

Round-trip from

$613

From Chicago to Milan

One-way from

$578

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 61 days early can save you up to 24% on average compared to booking a flight this week. If booking 61 days before your flight isn’t an option for you, users have found flights from Chicago to Milan for as little as $608 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 $728 for flights departing within the next 3 days.

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 at noon tend to be the most expensive. A flight in the morning could potentially save you up to 23% on airfare.

Cheap flights from Chicago to Milan in December, January 2021

The best prices found for CHI to MIL flights for December, January
20 Dec - 8 Jan
$460pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
20 Dec - 8 Jan
$485pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
TAP AIR PORTUGAL
 
1 STOP
ORD
Chicago O'Hare Intl
20 Dec - 9 Jan
$492pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
LOT
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Milan 2021 flight deals

Cheap flights to Milan from Chicago found for this year
20 Dec - 8 Jan
$460pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
20 Dec - 8 Jan
$485pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
TAP AIR PORTUGAL
 
1 STOP
ORD
Chicago O'Hare Intl
20 Dec - 8 Jan
$492pp
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
BGY
Milan Orio Al Serio
BGY
Milan Orio Al Serio
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
13 Dec - 15 Jan
$503pp
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
TAP AIR PORTUGAL
 
1 STOP
ORD
Chicago O'Hare Intl
13 Dec - 15 Jan
$531pp
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
Multiple Airlines
     
3 STOPS
ORD
Chicago O'Hare Intl
9 Dec - 9 Jan
$538pp
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
LOT
 
1 STOP
ORD
Chicago O'Hare Intl

One-way flights to Milan from Chicago

The cheapest one-way flights from Chicago to Milan
11:55 am - 11:10 am
Delta
1 Stop
16h 15m
ORD - MXP
Delta
$578
Delta
1:20 pm - 10:50 am
TAP AIR PORTUGAL
1 Stop
14h 30m
ORD - MXP
TAP AIR PORTUGAL
$698
KAYAK
4:40 pm - 11:20 am
Turkish Airlines
1 Stop
35h 40m
ORD - MXP
Turkish Airlines
$758
KAYAK

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.

What safety measures are being taken by airlines flying from Chicago to Milan to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Delta is one of them. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially distanced seating (for a limited time) will work towards keeping travelers safer while flying from Chicago to Milan. Policies will vary by airline.

Which airlines flying from Chicago to Milan have flexible cancellations due to COVID-19?

Some of our airline partners flying from Chicago to Milan have new flexible policies in place due to COVID-19. American Airlines, British Airways, and United Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like American Airlines with this kind of flexibility.

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 TAP AIR PORTUGAL for just $377, but on average you can expect to pay $478.

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 $600?

There are currently 20+ open flights from Chicago to Milan within the next 7 days for less than $600.

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 10m. Fly via Aer Lingus, TAP AIR PORTUGAL, or SAS to get the fastest option. This flight may include one or multiple stops.

What is the cheapest airline to fly from Chicago to Milan round-trip?

Cheapflights users have booked flights from Chicago to Milan round-trip from $377. TAP AIR PORTUGAL is currently priced 48% below the average price you’ll pay for this route.

What are the cheapest airlines to fly from Chicago to Milan one-way?

For one-way options, check prices for TAP AIR PORTUGAL. According to our data, you can fly for as low as $412. Users have also found prices from $468 and $639 on TAP AIR PORTUGAL and Delta, respectively.

Destination information for Milan

Things to know before you go. Useful info for your trip from Chicago to Milan
Today's exchange rate
$1 = €0.83
Average temperature for December in Milan
44.6 °F
Avg rainfall for December in Milan
1.7 ″

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Rockford (RFD)

Airports servicing Milan

Linate (LIN)
Malpensa (MXP)

Top 10 airlines from Chicago to Milan

The chart below displays the airlines Cheapflights users traveling from Chicago to Milan choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.

Airline Cheapest Average Flexibility On-time COVID-19 safety
Turkish Airlines
$410 $604 No cancel fee 77%
American Airlines
$515 $615 No cancel fee 71%
TAP AIR PORTUGAL
$335 $660 No change fee N/A
SAS
$497 $827 No change fee 77%
British Airways
$476 $832 No cancel fee 70%
Aer Lingus
$594 $848 No change fee N/A
United Airlines
$561 $889 No cancel fee 69%
Air Canada
$566 $892 No cancel fee 67%
Lufthansa
$512 $945 No change fee 76%
SWISS
$663 $1,036 No change fee 79%
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