$193+ Cheap flights from Chicago (CHI) to Milan (MIL)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MIL
Jul 31 — Aug 71

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The best prices from Chicago to Milan are usually found in February or November, booked 15 days in advance, depart on a Thursday or Tuesday and return on a Friday

Cheap flight deals from Chicago to Milan

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Milan (MIL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 26, 2024.

Popular in

June

Cheapest in

February

Round-trip from

$501

One-way from

$193
(Kiwi.com)
High demand for flights, 32% potential price rise
Best time to find cheap flights, 34% potential price drop
From Chicago (CHI) to Milan (MIL)
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 Thursday 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 16 days in advance, which can save you up to 27% on flights from Chicago to Milan compared to booking the week you need them. Waiting 16 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 $673. For sooner than that we have options available in the next 3 days from $764.

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 $813 per person but you can even find prices for as low as $422. The most expensive prices can be found in the month of June. Opting for a February flight can save you 46% on your journey compared to booking in June

What is the cheapest time of day to fly from CHI to 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 27% on your trip compared to booking a flight in the evening.

Cheap Chicago to Milan flights in July & August 2024

Find cheap flight options from Chicago to Milan specifically for the months of July and August 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Prices were last updated on July 26, 2024.
Check out some of the best flight deals from Chicago to Milan in 2024. Check back soon for alternative fares.
This deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1210:15 pmORD - MXP
1 stop16h 45mIcelandair
Tue 8/2711:00 pmMXP - ORD
1 stop29h 15mIcelandair
Deal found 7/25$501
This deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/119:25 pmORD - MXP
1 stop19h 15mBritish Airways
Tue 8/279:30 pmMXP - ORD
1 stop27h 45mBritish Airways
Deal found 7/25$589
This mytrip.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/146:00 pmORD - MXP
2 stops18h 20mMultiple Airlines
Fri 8/308:45 pmMXP - ORD
2 stops26h 25mMultiple Airlines
Deal found 7/24$600
This deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/117:10 pmORD - MXP
1 stop16h 30mBritish Airways
Tue 8/276:50 pmMXP - ORD
1 stop28h 00mBritish Airways
Deal found 7/25$603
This Kiwi.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/257:45 pmORD - MXP
1 stop31h 45mScandinavian Airlines
Wed 9/1111:20 amMXP - ORD
1 stop13h 35mScandinavian Airlines
Deal found 7/25$610
This FlightHub deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/257:45 pmORD - MXP
1 stop31h 45mScandinavian Airlines
Tue 9/102:40 pmMXP - ORD
1 stop34h 15mScandinavian Airlines
Deal found 7/25$617
This mytrip.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/147:55 amORD - MXP
3 stops29h 40mMultiple Airlines
Fri 8/302:10 pmMXP - ORD
2 stops24h 30mMultiple Airlines
Deal found 7/24$633
This oojo deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/217:45 pmORD - MXP
1 stop16h 30mScandinavian Airlines
Wed 8/2811:20 amMXP - ORD
1 stop13h 35mScandinavian Airlines
Deal found 7/25$649
This Kiwi.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/267:45 pmORD - BGY
1 stop16h 35mMultiple Airlines
Wed 9/116:30 amBGY - ORD
1 stop18h 25mMultiple Airlines
Deal found 7/25$653

Chicago to Milan 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Milan in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated July 26, 2024.
Check out some of the best flight deals from Chicago to Milan in 2024. Check back soon for alternative fares.
This deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1210:15 pmORD - MXP
1 stop16h 45mIcelandair
Tue 8/2711:00 pmMXP - ORD
1 stop29h 15mIcelandair
Deal found 7/25$501
This eDestinos deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/243:45 pmORD - LIN
1 stop11h 55mAer Lingus
Wed 10/911:20 amLIN - ORD
1 stop14h 45mAer Lingus
Deal found 7/24$518
This oojo deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/77:45 pmORD - MXP
1 stop29h 50mScandinavian Airlines
Wed 10/2311:20 amMXP - ORD
1 stop13h 35mScandinavian Airlines
Deal found 7/25$519
This oojo deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/107:10 pmORD - MXP
1 stop32h 20mScandinavian Airlines
Sun 11/171:55 pmMXP - ORD
2 stops32h 55mScandinavian Airlines
Deal found 7/25$523
This oojo deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/167:45 pmORD - MXP
1 stop16h 30mScandinavian Airlines
Thu 10/2411:20 amMXP - ORD
1 stop13h 35mScandinavian Airlines
Deal found 7/25$529
This oojo deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/77:45 pmORD - MXP
2 stops17h 10mScandinavian Airlines
Wed 10/2311:20 amMXP - ORD
1 stop13h 35mScandinavian Airlines
Deal found 7/25$534
This FlightHub deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/247:10 pmORD - MXP
1 stop32h 20mScandinavian Airlines
Sun 12/18:00 pmMXP - ORD
1 stop26h 50mScandinavian Airlines
Deal found 7/25$547
This oojo deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/107:10 pmORD - MXP
1 stop32h 20mScandinavian Airlines
Sun 11/178:00 pmMXP - ORD
1 stop26h 50mScandinavian Airlines
Deal found 7/25$549
This Scandinavian Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/237:45 pmORD - MXP
1 stop16h 30mScandinavian Airlines
Wed 10/3012:35 pmMXP - ORD
2 stops34h 15mScandinavian Airlines
Deal found 7/25$552

Chicago to Milan flights leaving soon

Find last-minute flight options from Chicago to Milan for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated July 26, 2024.
Check out these flights departing soon from Chicago to Milan. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.
This FlightHub deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/610:15 pmORD - MXP
1 stop16h 45mIcelandair
Wed 8/1411:00 pmMXP - ORD
1 stop29h 15mIcelandair
Deal found 7/25$791
This oojo deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/77:25 pmORD - MXP
1 stop11h 45mIcelandair
Tue 8/2011:20 amMXP - ORD
2 stops37h 55mIcelandair
Deal found 7/25$858
This oojo deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/76:00 pmORD - MXP
1 stop23h 40mTAP AIR PORTUGAL
Tue 8/208:15 pmMXP - ORD
1 stop26h 55mTAP AIR PORTUGAL
Deal found 7/25$890
This oojo deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/87:45 pmORD - MXP
1 stop18h 35mScandinavian Airlines
Thu 8/1511:20 amMXP - ORD
1 stop13h 35mScandinavian Airlines
Deal found 7/25$919
This Scandinavian Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/87:45 pmORD - MXP
2 stops31h 10mScandinavian Airlines
Thu 8/1511:20 amMXP - ORD
1 stop13h 35mScandinavian Airlines
Deal found 7/25$939
This deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/266:00 pmORD - MXP
1 stop23h 35mTAP AIR PORTUGAL
Sat 8/108:20 pmMXP - ORD
1 stop26h 50mTAP AIR PORTUGAL
Deal found 7/25$963
This CheapOair deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/77:10 amORD - MXP
3 stops19h 55mAir Canada
Tue 8/2011:50 amMXP - ORD
1 stop15h 21mAir Canada
Deal found 7/25$972
This United deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/79:35 pmORD - MXP
Nonstop8h 45mUnited Airlines
Tue 8/2010:40 amMXP - ORD
1 stop12h 15mUnited Airlines
Deal found 7/25$977
This FlightHub deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/610:15 pmORD - MXP
2 stops29h 15mIcelandair
Tue 8/1311:00 pmMXP - ORD
1 stop26h 15mIcelandair
Deal found 7/25$1,028

One-way flights to Milan from Chicago

Search for one-way flight options from Chicago to Milan. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated July 26, 2024.
Users traveling one-way from Chicago to Milan can select one of these great deals. For those needing a return trip from Chicago, there is a search form available above.
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/195:05 pmORD - MXP
2 stops38h 25mMultiple Airlines
Deal found 7/24$193
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/195:05 pmORD - BGY
2 stops33h 10mMultiple Airlines
Deal found 7/24$194
This Kiwi.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2210:55 amORD - MXP
3 stops41h 00mMultiple Airlines
Deal found 7/25$201
This Kiwi.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/224:57 pmORD - MXP
2 stops34h 58mMultiple Airlines
Deal found 7/25$202
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/175:19 pmORD - MXP
2 stops39h 41mMultiple Airlines
Deal found 7/24$212
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1711:10 amORD - BGY
3 stops42h 35mMultiple Airlines
Deal found 7/24$213
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/175:19 pmORD - MXP
3 stops34h 16mMultiple Airlines
Deal found 7/24$218
This Kiwi.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/184:57 pmORD - MXP
3 stops47h 03mMultiple Airlines
Deal found 7/25$220
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1812:00 pmORD - BGY
2 stops26h 20mMultiple Airlines
Deal found 7/24$221

Find flights from Chicago to Milan within your budget

Customize your flight search to find flights from Chicago to Milan that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated July 26, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$501 - $696

Route

Depart

Return

Price

Chicago O'Hare IntlMilan Malpensa

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 8/12

1 stop16h 45m

Milan Malpensa

Tue 8/27

1 stop29h 15m

$501

Chicago O'Hare IntlMilan Linate

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Tue 9/24

1 stop11h 55m

Milan Linate

Wed 10/9

1 stop14h 45m

$518

Chicago O'Hare IntlMilan Malpensa

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 10/7

1 stop29h 50m

Milan Malpensa

Wed 10/23

1 stop13h 35m

$519

Chicago O'Hare IntlMilan Malpensa

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 10/21

1 stop20h 15m

Milan Malpensa

Mon 11/4

1 stop31h 10m

$571

Chicago O'Hare IntlMilan Malpensa

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 9/4

3 stops26h 08m

Milan Malpensa

Wed 9/11

2 stops31h 41m

$576

Chicago O'Hare IntlMilan Malpensa

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 10/23

1 stop15h 25m

Milan Malpensa

Tue 10/29

1 stop28h 45m

$583

Chicago O'Hare IntlMilan Malpensa

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sun 8/11

1 stop19h 15m

Milan Malpensa

Tue 8/27

1 stop27h 45m

$589

Chicago O'Hare IntlMilan Linate

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 10/9

1 stop12h 10m

Milan Linate

Tue 10/22

2 stops26h 45m

$693

Chicago O'Hare IntlMilan Malpensa

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sun 11/3

2 stops13h 27m

Milan Malpensa

Sun 11/17

2 stops18h 36m

$696

Flights are sorted by cheapest first

Deals found on 7/25

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Milan. Price data was last updated on July 25, 2024.
The price you pay for your flight from Chicago to Milan may vary depending on when you book. For the best chance of a lower fare, look to book 15 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Search Deals

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Milan. Price data was last updated on July 21, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago to Milan flight should consider departing on Thursday at noon when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from Chicago to Milan

Have a flexible travel schedule? Discover the best time to fly to Milan from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Temperature and rainfall in Milan by month

Plan your trip to Milan by taking into account the average temperature and rainfall totals by month.

MIL

Temperature

33.8 - 71.6 °F

If weather is an important factor for your trip to Milan, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

Reviews of airlines servicing Milan

Get insights into the airlines that provide service to Milan. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milan. Reviews last updated July 26, 2024.
To help decide which airline to fly from Chicago to Milan, see what other customers have to say about Icelandair, Scandinavian Airlines and KLM. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good
9,630 reviews

Boarding

8.2

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Overall

8.0

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

8.0
Very good
9,630 reviews
8.0
Very good
9,630 reviews

Boarding

8.2

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Overall

8.0

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

7.9
Good
1,417 reviews
8.0
Very good
9,630 reviews

Boarding

8.2

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Overall

8.0

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

7.5
Good
1,622 reviews
8.0
Very good
9,630 reviews

Boarding

8.2

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Overall

8.0

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

7.5
Good
1,407 reviews
8.0
Very good
9,630 reviews

Boarding

8.2

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Overall

8.0

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

7.4
Good
10,000 reviews
8.0
Very good
9,630 reviews

Boarding

8.2

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Overall

8.0

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

Related info for your journey

Find useful and relevant information for your journey from Chicago to Milan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • Can I find flights from Chicago to Milan for under $600 on Cheapflights?

    Yes, there are multiple flights from Chicago to Milan for under $600. The cheapest flight booked recently is on Icelandair for just $501, but on average you can expect to pay $548.

  • Are there nonstop flights from Chicago to Milan for under $700 on Cheapflights?

    Cheapflights has at least 20 direct flights from Chicago to Milan under $700. A good price for a nonstop flight from Chicago to Milan is less than $992.

  • Are there last-minute flights available from Chicago to Milan for under $800?

    There are currently 20+ open flights from Chicago to Milan within the next 7 days for less than $800.

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

    Currently priced at $501, Icelandair will fly you from Chicago to Milan and back. In addition to Icelandair, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Aer Lingus and Scandinavian Airlines - these airlines can fly you to your destination from $518 and $519, respectively. Users have found that Icelandair is 38% cheaper than the other options available to this destination.

  • What are the most popular routes from Chicago to Milan?

  • What are the most reliable airlines from Chicago to Milan?

    No one likes to see their flight delayed. When booking a flight from Chicago to Milan consider choosing Air Canada (83%), Austrian Airlines (83%) or Brussels Airlines (83%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Milan?

    The cheapest flight price from Chicago to Milan is $691. On average you can expect to pay $1,104. The most popular route, (Chicago O'Hare Intl - Milan Malpensa), can usually be booked for $445.

  • What does ORD to MXP mean?

    This is defined as Chicago O'Hare Intl Airport (ORD) and Milan Malpensa Airport (MXP). Codes like Milan Malpensa Airport are often used to just call airports uniquely. Bergamo Orio Al Serio Airport (BGY), Milan Linate Airport (LIN), Parma Airport (PMF) are some additional IATA codes for airports related to your trip.

  • Where are the most common layover locations when flying from Chicago to Milan?

  • What are some popular things to do or see while on a layover in Dublin?

    Most Dublin visitors opt to spend their time experiencing St. Patrick's Cathedral, Molly Malone Statue, and Dublin Castle. St. Patrick's Cathedral, Molly Malone Statue, and Dublin Castle are located about 6.1 mi, 5.8 mi, and 5.8 mi, respectively from Dublin. Those on a layover in Dublin in need of a rental car can book one at Dublin for about $29.

  • What are some popular points of interest to see during a layover in Copenhagen?

    If you're on a layover in Copenhagen and looking for things to do, consider visiting Tivoli, Kongens Nytorv, or Amager Square. Tivoli, Kongens Nytorv, and Amager Square are located about 5.3 mi, 5.1 mi, and 5.2 mi, respectively from Kastrup Copenhagen. Those landing in Copenhagen looking to spend some time exploring during their layover can rent a car for about $55 per day.

  • Where are the least popular layover locations for Chicago to Milan flights?

  • Can I find deals for flights from Chicago to Milan that include extra baggage allowance?

    The amount of baggage you can bring on your Chicago to Milan flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chicago to Milan with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to Milan flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Chicago to Milan that include hotel bookings?

    Yes. In addition to deals on Chicago to Milan flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Milan?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Milan.

  • Can I find deals for business class flights from Chicago to Milan?

    Yes. Cheapflights offers flight deals from Chicago to Milan by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Chicago to Milan that allow pets onboard?

    Many airlines flying from Chicago to Milan offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chicago to Milan?

    Yes, you can often find last-minute deals on Chicago to Milan flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago to Milan flight deals updated?

    The Chicago to Milan flight deals you see on this page were last updated on 7/25.

  • What are the most popular airlines that fly from Chicago to Milan?

  • What is the cheapest month to book a flight from Chicago to Milan?

    Currently, December is the cheapest month in which you can book a flight from Chicago to Milan (average of $544). Flying from Chicago to Milan in June is currently the most expensive (average of $1,078). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Browse thousands of different options on Cheapflights for your next trip

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Top 10 airlines flying from Chicago to Milan

Discover the top 10 airlines that operate flights from Chicago to Milan. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated July 26, 2024.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$403Average$580FlexibilityNo cancel feeOn-time77%
TAP AIR PORTUGALCheapest$466Average$792FlexibilityNo cancel feeOn-timeN/A
Aer LingusCheapest$493Average$874FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$527Average$797FlexibilityNo cancel feeOn-time71%
British AirwaysCheapest$532Average$991FlexibilityNo cancel feeOn-time70%
Turkish AirlinesCheapest$589Average$645FlexibilityNo cancel feeOn-time77%
IcelandairCheapest$597Average$865FlexibilityNo cancel feeOn-time76%
DeltaCheapest$656Average$1,190FlexibilityNo cancel feeOn-timeN/A
SWISSCheapest$660Average$1,248FlexibilityNo cancel feeOn-time79%
LufthansaCheapest$681Average$1,327FlexibilityNo cancel feeOn-time76%

Search flights from Chicago to Milan by cabin class

Find flights from Chicago to Milan, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hourly flight availability from Chicago to Milan

Find hourly flight availability from Chicago to Milan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 26, 2024.
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0%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
100%of flight departuresEvening6 pm to midnight
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