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 Thursday and return on a Friday
How to find the cheapest flight from
Chicago (CHI) to Milan (MIL)
All the information you need to plan the best CHI to MIL flight in 2022: compare Chicago to Milan flight prices with the expected peak season, weather and rainfall in Milan.
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CHI - MIL Price
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$613 - $901
|
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MIL Temperature
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33.8 - 71.6 °F
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MIL Rainfall
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2.2 - 5.2 inches
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Popular in December High demand for flights, 19% potential price rise |
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Cheapest in February Best time to find cheap flights, 16% potential price drop |
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Round-trip from $613 From Chicago (CHI) to Milan (MIL) |
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One-way from $333 One-way flight from Chicago (CHI) to Milan (MIL) |
What is the cheapest day to fly round-trip from Chicago to Milan?
Flying to your destination on a Friday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Milan. Check prices with Cheapflights to find a great deal for your trip.
What is the cheapest month to fly from Chicago to Milan?
February is one of the best times of the year to fly to Milan from Chicago. Prices for February average $730 per person but you can even find prices for as low as $471. The most expensive prices can be found in the month of December. Opting for a February flight can save you 23% on your journey compared to booking in December
When is the cheapest time to fly from Chicago to Milan (CHI - MIL)?
A simple way to save on the total cost of your ticket is to fly from Chicago to Milan in the morning. If you’re flexible enough to do this you can expect to save up to 14% on your trip compared to booking a flight in the evening.
How far in advance should I book a flight from Chicago to Milan?
When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 58 days in advance, which can save you up to 63% on flights from Chicago to Milan compared to booking the week you need them. Waiting 58 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $974. For sooner than that we have options available in the next 3 days from $1,407.
Cheap flights from Chicago to Milan in May, June 2022
The best prices found for CHI to MIL flights for May, June
15 Jun - 25 Jun
$547pp
ORD
Chicago O'Hare Intl
Multiple Airlines
3 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
Multiple Airlines
2 STOPS
ORD
Chicago O'Hare Intl
15 Jun - 25 Jun
$550pp
ORD
Chicago O'Hare Intl
Multiple Airlines
3 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
Multiple Airlines
2 STOPS
ORD
Chicago O'Hare Intl
15 Jun - 25 Jun
$554pp
ORD
Chicago O'Hare Intl
Multiple Airlines
3 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
Multiple Airlines
2 STOPS
ORD
Chicago O'Hare Intl
Chicago to Milan 2022 flight deals
Cheap flights to Milan from Chicago found for this year
10 Sep - 27 Sep
$391pp
ORD
Chicago O'Hare Intl
Scandinavian Airlines
2 STOPS
MXP
Milan Malpensa
MXP
Milan Malpensa
Scandinavian Airlines
1 STOP
ORD
Chicago O'Hare Intl
10 Sep - 27 Sep
$393pp
ORD
Chicago O'Hare Intl
Scandinavian Airlines
1 STOP
MXP
Milan Malpensa
MXP
Milan Malpensa
Scandinavian Airlines
1 STOP
ORD
Chicago O'Hare Intl
10 Sep - 27 Sep
$397pp
ORD
Chicago O'Hare Intl
Scandinavian Airlines
1 STOP
LIN
Milan Linate
LIN
Milan Linate
Scandinavian 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
27 May - 4 Jun
$581pp
ORD
Chicago O'Hare Intl
Multiple Airlines
2 STOPS
LIN
Milan Linate
LIN
Milan Linate
Multiple Airlines
2 STOPS
ORD
Chicago O'Hare Intl
27 May - 8 Jun
$627pp
ORD
Chicago O'Hare Intl
Multiple Airlines
2 STOPS
LIN
Milan Linate
LIN
Milan Linate
Multiple Airlines
2 STOPS
ORD
Chicago O'Hare Intl
23 May - 10 Sep
$669pp
ORD
Chicago O'Hare Intl
Scandinavian Airlines
1 STOP
MXP
Milan Malpensa
MXP
Milan Malpensa
Scandinavian Airlines
2 STOPS
ORD
Chicago O'Hare Intl
One-way flights to Milan from Chicago
The cheapest one-way flights from Chicago to Milan
6:05 pm - 8:05 am
Scandinavian Airlines
2 Stops
31h 00m
ORD - LIN
$333
ChatDeal
6:05 pm - 3:35 pm
TAP AIR PORTUGAL
1 Stop
14h 30m
ORD - MXP
$345
4:10 am - 2:55 pm
Multiple Airlines
3 Stops
27h 45m
ORD - LIN
$350
Kiwi.com
Related info for your journey
Useful info, stats and facts about <span class="emphasized">Chicago</span> to <span class="emphasized">Milan</span> flights.
COVID Restrictions
View COVID Travel Restrictions for Milan, Italy
Hide COVID Travel Restrictions for Milan, Italy
Destination information for Milan
Things to know before you go - useful duration and weather info for your trip from Chicago to Milan.
Today's exchange rate
$1 = €0.96
Average temperature for May in Milan
75.2 °F
Avg rainfall for May in Milan
2.8 ″
Airports servicing Milan
Milan Linate (LIN)
Top 8 airlines flying 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 | |
|---|---|---|---|---|---|---|
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$269 | $451 | No cancel fee | N/A | ||
|
$392 | $785 | No cancel fee | 79% | ||
|
$414 | $577 | No cancel fee | 77% | ||
|
$421 | $565 | No cancel fee | N/A | ||
|
$437 | $785 | No cancel fee | 76% | ||
|
$503 | $750 | No cancel fee | 71% | ||
|
$532 | $816 | No cancel fee | 69% | ||
|
$643 | $793 | No cancel fee | 70% |
Popular flight searches
Check out other popular destinations found by fellow travelers in 2022.
Hourly flight availability from Chicago to Milan
See what time of day planes typically take off from Chicago towards Milan.
| Evening 6 PM to midnight | 100% of CHI to MIL departures |
| Early morning Midnight to 6 AM | 0% of CHI to MIL departures |
| Morning 6 AM to noon | 0% of CHI to MIL departures |
| Afternoon Noon to 6 PM | 0% of CHI to MIL departures |
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Chicago to MilanSee how many times per day planes take to the skies headed from Chicago to Milan.
Sunday
2 daily flights
Monday
2 daily flights
Tuesday
2 daily flights
Wednesday
2 daily flights
Thursday
2 daily flights
Friday
2 daily flights
Saturday
2 daily flights