Cheap flights from Chicago (CHI) to Milan (MIL)
The best prices from Chicago to Milan are usually found in February or March, booked 59 days in advance, depart on a Thursday or Monday and return on a Monday
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 2023: compare Chicago to Milan flight prices with the expected peak season, weather and rainfall in Milan.
CHI - MIL Price | $515 - $991 |
|---|---|
MIL Temperature | 33.8 - 71.6 °F |
MIL Rainfall | 2.2 - 5.2 inches |
| Popular in | July | High demand for flights, 28% potential price rise |
|---|---|---|
| Cheapest in | February | Best time to find cheap flights, 27% potential price drop |
| Round-trip from | $515 | From Chicago (CHI) to Milan (MIL) |
| One-way from | $237 | 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 Saturday 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.
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 59 days in advance, which can save you up to 10% on flights from Chicago to Milan compared to booking the week you need them. Waiting 59 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 $815. For sooner than that we have options available in the next 3 days from $900.
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 $710 per person but you can even find prices for as low as $440. The most expensive prices can be found in the month of July. Opting for a February flight can save you 39% on your journey compared to booking in July
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 afternoon. If you’re flexible enough to do this you can expect to save up to 15% on your trip compared to booking a flight in the evening.
Cheap flights from Chicago to Milan in January, February 2023
The best prices found for CHI to MIL flights for January, February
Chicago O'Hare Intl
Milan Malpensa
1 stop
18h 15mMilan Malpensa
Chicago O'Hare Intl
1 stop
21h 10mTAP AIR PORTUGAL
Chicago O'Hare Intl
Milan Malpensa
1 stop
21h 05mMilan Malpensa
Chicago O'Hare Intl
1 stop
21h 45mScandinavian Airlines
Chicago O'Hare Intl
Milan Malpensa
1 stop
14h 05mMilan Malpensa
Chicago O'Hare Intl
1 stop
24h 10mScandinavian Airlines
Chicago to Milan 2023 flight deals
Cheap flights to Milan from Chicago found for this year
Chicago O'Hare Intl
Milan Malpensa
1 stop
18h 15mMilan Malpensa
Chicago O'Hare Intl
1 stop
21h 10mTAP AIR PORTUGAL
Chicago O'Hare Intl
Milan Malpensa
1 stop
20h 35mMilan Malpensa
Chicago O'Hare Intl
1 stop
27h 20mScandinavian Airlines
Chicago O'Hare Intl
Milan Linate
1 stop
13h 05mMilan Linate
Chicago O'Hare Intl
1 stop
24h 30mScandinavian Airlines
Cheap TAP AIR PORTUGAL flights from Chicago to Milan
Chicago O'Hare Intl
Milan Malpensa
1 stop
18h 15mMilan Malpensa
Chicago O'Hare Intl
1 stop
21h 10mTAP AIR PORTUGAL
Chicago O'Hare Intl
Milan Malpensa
1 stop
19h 30mMilan Malpensa
Chicago O'Hare Intl
1 stop
15h 30mTAP AIR PORTUGAL
Chicago O'Hare Intl
Milan Malpensa
1 stop
18h 15mMilan Malpensa
Chicago O'Hare Intl
1 stop
15h 55mTAP AIR PORTUGAL
Cheap Scandinavian Airlines flights from Chicago to Milan
Chicago O'Hare Intl
Milan Malpensa
1 stop
20h 35mMilan Malpensa
Chicago O'Hare Intl
1 stop
27h 20mScandinavian Airlines
Chicago O'Hare Intl
Milan Linate
1 stop
13h 05mMilan Linate
Chicago O'Hare Intl
1 stop
24h 30mScandinavian Airlines
Chicago O'Hare Intl
Milan Malpensa
1 stop
19h 20mMilan Malpensa
Chicago O'Hare Intl
1 stop
13h 25mScandinavian Airlines
Non-stop flights to Milan from Chicago
Save time with Chicago to Milan direct flight deals
Chicago O'Hare Intl
Milan Malpensa
Nonstop
8h 55mMilan Malpensa
Chicago O'Hare Intl
Nonstop
9h 50mLufthansa
Chicago O'Hare Intl
Milan Malpensa
Nonstop
8h 55mMilan Malpensa
Chicago O'Hare Intl
Nonstop
9h 50mUnited Airlines
Chicago O'Hare Intl
Milan Malpensa
Nonstop
8h 55mMilan Malpensa
Chicago O'Hare Intl
Nonstop
9h 50mUnited Airlines
Last minute flights from Chicago to Milan
Late deals on return flights to Milan from Chicago, departing today and this week
Chicago O'Hare Intl
Milan Malpensa
1 stop
14h 05mMilan Malpensa
Chicago O'Hare Intl
1 stop
29h 10mScandinavian Airlines
Chicago O'Hare Intl
Milan Malpensa
1 stop
18h 15mMilan Malpensa
Chicago O'Hare Intl
1 stop
15h 55mTAP AIR PORTUGAL
Chicago O'Hare Intl
Milan Malpensa
1 stop
18h 15mMilan Malpensa
Chicago O'Hare Intl
1 stop
21h 10mTAP AIR PORTUGAL
One-way flights to Milan from Chicago
The cheapest one-way flights from Chicago to Milan
Chicago O'Hare Intl
Milan Malpensa
2 stops
19h 05mMultiple Airlines
Chicago O'Hare Intl
Milan Malpensa
2 stops
35h 15mMultiple Airlines
Chicago O'Hare Intl
Milan Malpensa
1 stop
14h 30mTAP AIR PORTUGAL
Reviews of Airlines Servicing Milan
Entertainment
Crew
Comfort
Overall
Boarding
Food
Reviews
Great flight. Left gate early and arrived in Baton Rouge 6 minutes early.
Entertainment
Crew
Comfort
Overall
Boarding
Food
Reviews
Great flight. Left gate early and arrived in Baton Rouge 6 minutes early.
Entertainment
Crew
Comfort
Overall
Boarding
Food
Reviews
Great flight. Left gate early and arrived in Baton Rouge 6 minutes early.
Entertainment
Crew
Comfort
Overall
Boarding
Food
Reviews
Great flight. Left gate early and arrived in Baton Rouge 6 minutes early.
Entertainment
Crew
Comfort
Overall
Boarding
Food
Reviews
Great flight. Left gate early and arrived in Baton Rouge 6 minutes early.
Entertainment
Crew
Comfort
Overall
Boarding
Food
Reviews
Great flight. Left gate early and arrived in Baton Rouge 6 minutes early.
Related info for your journey
Useful info, stats and facts about Chicago to Milan flights.
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. United Airlines, Scandinavian Airlines, and Lufthansa are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like United Airlines with this kind of flexibility.
Can I find flights from Chicago to Milan for under $500 on Cheapflights?
Yes, there are multiple flights from Chicago to Milan for under $500. The cheapest flight booked recently is on TAP AIR PORTUGAL for just $402, but on average you can expect to pay $440.
Are there nonstop flights from Chicago to Milan for under $900 on Cheapflights?
Cheapflights has at least 20 direct flights from Chicago to Milan under $900. A good price for a nonstop flight from Chicago to Milan is less than $1,470.
Are there last-minute flights available from Chicago to Milan for under $500?
There are currently 20+ open flights from Chicago to Milan within the next 7 days for less than $500.
What are the cheapest airlines flying from Chicago to Milan round-trip?
Currently priced at $402, TAP AIR PORTUGAL will fly you from Chicago to Milan and back. In addition to TAP AIR PORTUGAL, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Scandinavian Airlines for as low as $403. Users have found that TAP AIR PORTUGAL is 43% cheaper than the other options available to this destination.
What are the most popular routes from Chicago to Milan?
Most travelers choose Chicago O'Hare Intl - Milan Malpensa, Chicago O'Hare Intl - Milan Linate or Chicago Midway - Milan Malpensa when deciding on the best route from Chicago to Milan.
What are the most popular airlines that fly from Chicago to Milan?
Consider American Airlines, Air Canada or Air France when booking your flight. These represent the most popular airlines when flying from Chicago to Milan.
What are the cheapest flights from Chicago to Milan?
The cheapest flight price from Chicago to Milan is $195. On average you can expect to pay $1,026. The most popular route, (Chicago O'Hare Intl - Milan Malpensa), can usually be booked for $402.