Cheap Flights from Chicago (MDW) to Milos (MLO)

Popular airlines from Chicago Midway Airport (MDW) to Milos (MLO-Milos Island National)

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Cheap Flights from Chicago to Milos (MDW-MLO)

Prices were available within the past 7 days and start at for one-way flights and $1,969 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$1,969 Roundtrip, found 4 days ago
$1,969
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $1,969 found 4 days ago
Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$1,981 Roundtrip, found 4 days ago
$1,981
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $1,981 found 4 days ago
Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$2,048 Roundtrip, found 4 days ago
$2,048
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $2,048 found 4 days ago
Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$2,060 Roundtrip, found 4 days ago
$2,060
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $2,060 found 4 days ago
Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$2,067 Roundtrip, found 4 days ago
$2,067
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $2,067 found 4 days ago
Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$2,079 Roundtrip, found 4 days ago
$2,079
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $2,079 found 4 days ago
Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$2,219 Roundtrip, found 4 days ago
$2,219
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $2,219 found 4 days ago
Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$2,231 Roundtrip, found 4 days ago
$2,231
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $2,231 found 4 days ago
Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$2,243 Roundtrip, found 4 days ago
$2,243
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $2,243 found 4 days ago
Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$2,257 Roundtrip, found 4 days ago
$2,257
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $2,257 found 4 days ago
Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$2,322 Roundtrip, found 4 days ago
$2,322
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $2,322 found 4 days ago
Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$2,336 Roundtrip, found 4 days ago
$2,336
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $2,336 found 4 days ago
Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$2,341 Roundtrip, found 4 days ago
$2,341
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $2,341 found 4 days ago
Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$2,355 Roundtrip, found 4 days ago
$2,355
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $2,355 found 4 days ago
Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$2,396 Roundtrip, found 4 days ago
$2,396
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $2,396 found 4 days ago
Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$2,408 Roundtrip, found 4 days ago
$2,408
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $2,408 found 4 days ago
Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$2,424 Roundtrip, found 4 days ago
$2,424
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $2,424 found 4 days ago
Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$2,436 Roundtrip, found 4 days ago
$2,436
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $2,436 found 4 days ago
Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$2,447 Roundtrip, found 4 days ago
$2,447
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $2,447 found 4 days ago
Delta
Sun, Sep 20 - Fri, Sep 25
MDW
Chicago
MLO
Milos
$2,523 Roundtrip, found 4 days ago
$2,523
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 20 from Chicago to Milos, returning Fri, Sep 25, priced at $2,523 found 4 days ago

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Milos Island National Airport (MLO) cost?
Snag a cheap one-way flight or cheap return flight from $1,969 from Midway Intl. Airport (MDW) to Milos Island National Airport (MLO) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Milos Island National Airport (MLO)?
Flying in September is a good way to save, as it's the cheapest month for flights between MDW and MLO. You'll often find the lowest prices during the off-season.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Milos Island National Airport (MLO)?
To find the cheapest airline that'll fly you from MDW to MLO, use Expedia's filter tool. Tailor your search based on what matters most to you, such as preferred carriers and cabin class. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from Midway Intl. Airport (MDW) to Milos Island National Airport (MLO)?
Nonstop flights from Midway Intl. Airport (MDW) to Milos Island National Airport (MLO) aren't available daily, so you'll have to take a flight with a layover. Explore your options with our filter tool. Enter your dates and click on either "1 Stop" or "2+ Stops."
What day of the week has the most flights from MDW to MLO?
You'll generally find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Milos Island National Airport (MLO)?
To land at Milos Island National Airport (MLO) without delays, book a flight that leaves Midway Intl. Airport (MDW) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Milos Island National Airport (MLO) last-minute?
Booking your ticket from MDW to MLO shortly before your getaway is generally more expensive. But if there's some wiggle room with your departure dates and times, you could score a cheap last-minute fare.
Is it cheaper to book a MDW to MLO flight and hotel package?
You'll generally save money by securing a MDW to MLO flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. Once you've chosen your preferred accommodations and flights, consider other add-ons like car rentals, activities and tours.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Milos Island National Airport (MLO)?
It's usually possible to reschedule or cancel your MDW to MLO flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Check your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find further details on our Customer Service portal.

Travel information

Origin airport
Midway Intl.
Destination airport
Milos Island National
Roundtrip price
$1,969
Distance
5532 mi

Book with confidence

Chicago to Milos Flights

The cheapest times to fly from Chicago to Milos

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Milos are during the month of September. You can find some of the cheapest flights from Chicago to Milos with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Milos

Sunday is one of the best days to book for cheap flights from Chicago to Milos: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Milos

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Milos in 2026. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Milos flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Milos airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Milos Flights

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*Available to One Key members.