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$219+ Cheap flights from Illinois 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MIL
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Illinois to Milan

Cheapest flights from Illinois to Milan
Explore the most affordable flight options available from Illinois to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Mytrip deal was found by Cheapflights users on 12/15. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:20 pmORD - MXP
1 stop32h 05mScandinavian Airlines
Fri 1/168:00 pmMXP - ORD
1 stop27h 45mScandinavian Airlines
Deal found 12/15$607
This Mytrip deal was found by Cheapflights users on 12/15. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:30 pmORD - MXP
2 stops14h 45mMultiple Airlines
Fri 1/166:20 amMXP - ORD
2 stops33h 52mMultiple Airlines
Deal found 12/15$657
This Aer Lingus deal was found by Cheapflights users on 12/15. 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 Aer Lingus is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:50 pmORD - LIN
1 stop12h 15mAer Lingus
Fri 1/1611:45 amLIN - ORD
1 stop14h 30mAer Lingus
Deal found 12/15$660
This Cheapflightsfares deal was found by Cheapflights users on 12/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:20 pmORD - MXP
1 stop16h 50mScandinavian Airlines
Mon 1/1211:15 amMXP - ORD
1 stop12h 30mScandinavian Airlines
Deal found 12/15$835
This CheapOair deal was found by Cheapflights users on 12/15. 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.
Mon 12/293:50 pmORD - LIN
1 stop12h 15mAer Lingus
Mon 1/1211:45 amLIN - ORD
1 stop14h 30mAer Lingus
Deal found 12/15$946
This deal was found by Cheapflights users on 12/16. 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.
Wed 12/173:50 pmORD - LIN
1 stop12h 15mAer Lingus
Tue 12/3011:45 amLIN - ORD
1 stop13h 10mAer Lingus
Deal found 12/16$1,013
This oojo deal was found by Cheapflights users on 12/16. 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 12/317:20 pmORD - LIN
2 stops33h 45mScandinavian Airlines
Fri 1/1612:55 pmLIN - ORD
2 stops34h 50mScandinavian Airlines
Deal found 12/16$1,043
This Mytrip deal was found by Cheapflights users on 12/17. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:00 pmORD - LIN
3 stops21h 50mMultiple Airlines
Tue 1/63:15 pmLIN - ORD
3 stops35h 30mMultiple Airlines
Deal found 12/17$1,077
This oojo deal was found by Cheapflights users on 12/16. 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 12/257:20 pmORD - LIN
2 stops33h 45mScandinavian Airlines
Fri 1/912:55 pmLIN - ORD
2 stops34h 50mScandinavian Airlines
Deal found 12/16$1,083
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/223:50 pmORD - BGY
1 stop12h 30mMultiple Airlines
Sun 1/1110:30 pmBGY - ORD
2 stops45h 43mMultiple Airlines
Deal found 12/17$1,161
This Delta deal was found by Cheapflights users on 12/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/319:50 amMDW - MXP
1 stop16h 15mDelta
Fri 1/1611:35 amMXP - MDW
2 stops17h 32mDelta
Deal found 12/15$1,210
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/317:40 pmORD - BGY
1 stop18h 20mMultiple Airlines
Tue 1/68:40 amBGY - ORD
2 stops41h 22mMultiple Airlines
Deal found 12/17$1,223

Find flight deals from Illinois to Milan

Keep the following information in mind while searching for Illinois to Milan flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$429
(Kiwi.com)

One-way from

$219
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$1,393

Good round-trip deal

$1,224 or less

Good one-way deal

$797 or less
Provider with most accurate pricing for Chicago (CHI)-Milan (MIL) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Milan (MIL) flights.
Search Deals
From Illinois to Milan (MIL)
Search Deals
One-way flight from Illinois to Milan (MIL)
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($53 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Illinois to Milan (MIL).
Search Deals
Price to beat on a one-way flight from Illinois to Milan (MIL).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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 2,558,603 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Illinois to Milan that are best for you.

Fly from

Illinois

Fly to

Milan

Route

Depart

Return

Price

St. LouisMilan

STL - MXP

STLMXP

Lambert-St Louis

Wed 3/4

7:41 am-9:55 am

2 stops19h 14m

Milan Malpensa

Tue 3/10

12:05 pm-2:42 pm

2 stops32h 37m

$474

St. LouisMilan

STL - MXP

STLMXP

Lambert-St Louis

Fri 1/16

3:50 pm-5:55 pm

1 stop19h 05m

Milan Malpensa

Fri 1/23

6:55 am-1:55 pm

1 stop14h 00m

$478

ChicagoBergamo

ORD - BGY

ORDBGY

Chicago O'Hare Intl

Fri 2/6

6:30 pm-7:40 pm

2 stops18h 10m

Bergamo Orio Al Serio

Sun 2/8

8:00 am-5:20 pm

2 stops16h 20m

$479

St. LouisMilan

STL - MXP

STLMXP

Lambert-St Louis

Fri 1/30

9:57 am-4:40 pm

2 stops23h 43m

Milan Malpensa

Fri 2/6

1:05 pm-2:28 pm

2 stops32h 23m

$479

PeoriaMilan

PIA - MXP

PIAMXP

Greater Peoria

Fri 1/30

10:45 am-4:40 pm

2 stops22h 55m

Milan Malpensa

Fri 2/6

1:05 pm-9:39 pm

2 stops39h 34m

$479

St. LouisMilan

STL - MXP

STLMXP

Lambert-St Louis

Mon 1/19

7:00 am-7:30 am

1 stop17h 30m

Milan Malpensa

Mon 2/2

9:45 am-11:59 pm

1 stop21h 14m

$482

St. LouisMilan

STL - MXP

STLMXP

Lambert-St Louis

Wed 3/4

7:10 am-9:05 am

1 stop18h 55m

Milan Malpensa

Tue 3/10

11:00 am-11:42 pm

2 stops18h 42m

$484

St. LouisMilan

STL - MXP

STLMXP

Lambert-St Louis

Wed 3/4

5:14 am-8:05 am

2 stops19h 51m

Milan Malpensa

Mon 3/9

10:15 am-10:58 pm

2 stops18h 43m

$484

St. LouisMilan

STL - MXP

STLMXP

Lambert-St Louis

Tue 3/3

7:10 am-9:05 am

1 stop18h 55m

Milan Malpensa

Tue 3/10

10:05 am-8:52 am

1 stop28h 47m

$484

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sun 1/25

7:10 pm-12:05 pm

2 stops57h 55m

Milan Malpensa

Thu 1/29

12:20 pm-4:55 pm

2 stops35h 35m

$490

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 60 results
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Best time to book a flight from Illinois to Milan

Have a flexible travel schedule? Discover the best time to fly to Milan from Illinois 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.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Milan

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

Currently, February is the cheapest month in which you can book a flight from Illinois to Milan (average of $398). Flying from Illinois to Milan in July is currently the most expensive (average of $778). 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.

What is the cheapest time of day to fly from IL to MIL?

Find hourly flight availability from Illinois 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 December 18, 2025.

It’s optimal to fly from Illinois to Milan in the afternoon. By choosing this option you can save up to 40% on the cost of your flight, compared to a flight in the evening.

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

Use this chart to determine the cheapest time to fly round-trip from Illinois to Milan. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Illinois to Milan flight should consider departing on Monday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Milan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Illinois to Milan?

    Airlines like United Airlines, Lufthansa, and KLM fly from Illinois to Milan in about 18h 55m. The time it takes to get you to your destination can typically vary by up to 19m. Airlines will cover a distance of 4752 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airlines for a one-way flight from Illinois to Milan are Scandinavian Airlines ($263), Turkish Airlines ($323), and United Airlines ($603).

  • What are the most popular routes from Illinois 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 Illinois to Milan.

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

    Consider Air Canada (73%), Qatar Airways (64%) or Austrian Airlines (62%) when booking your flight. These represent the most reliable airlines when flying from Illinois to Milan.

  • What are the cheapest flights from Illinois to Milan?

    Looking at all options, your cheapest flight can be booked for $550. While the most popular route (Chicago O'Hare Intl - Milan Malpensa) can be booked for $417 on average, our data indicates $1,232 when flying from Illinois to Milan.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Illinois 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.

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

    Currently, February is the cheapest month in which you can book a flight from Illinois to Milan (average of $398). Flying from Illinois to Milan in July is currently the most expensive (average of $778). 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.

See more FAQs

Traveling to a place near Milan?

Book flights to Milan if you plan to visit one of these locations
Monza
Menaggio
Rho
Lainate
Porlezza
Novara
Assago
Bellagio
Stresa
Domodossola

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Alternative routes for Illinois to Milan

See prices for flight routes from nearby airports that may be better suited for you.
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Top 10 airlines flying from Illinois to Milan

Discover the top 10 airlines that operate flights from Illinois 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 2,558,603 searches. Data last updated December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$398Average$629FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$419Average$745FlexibilityNo cancel feeOn-timeN/A
Scandinavian AirlinesCheapest$421Average$560FlexibilityNo cancel feeOn-time77%
IcelandairCheapest$457Average$708FlexibilityNo cancel feeOn-time76%
Turkish AirlinesCheapest$518Average$576FlexibilityNo cancel feeOn-time77%
British AirwaysCheapest$536Average$891FlexibilityNo cancel feeOn-time70%
ITA AirwaysCheapest$584Average$913FlexibilityNo cancel feeOn-time81%
American AirlinesCheapest$624Average$889FlexibilityNo cancel feeOn-time71%
Aer LingusCheapest$626Average$853FlexibilityNo cancel feeOn-timeN/A
IberiaCheapest$639Average$1,029FlexibilityNo cancel feeOn-time77%

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