$379 Find Cheap Flights from Chicago Midway Airport to Sicily

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Sicily departing on 10/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Sicily

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Sicily, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Sicily, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 20% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Useful Info
Flights Deals

Best Sicily Flight Deals from Midway

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Palermo
Palermo2 stops$1,004
Palermo
Palermo2 stops$1,004

Cheap Flights from Midway to Sicily

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Sicily that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Sicily

Mon, Aug 4 - Tue, Aug 19
Delta Logo
6:20 pm - 3:00 pmMDW-PMO
13h 40m2 stops
Delta Logo
7:20 am - 9:49 pmPMO-MDW
21h 29m2 stops
$1,004Delta
Find Deal
Sat, Aug 23 - Sat, Aug 30
Delta Logo
9:31 am - 1:10 pmMDW-PMO
20h 39m2 stops
Delta Logo
7:20 am - 9:12 pmPMO-MDW
20h 52m2 stops
$1,079Delta
Find Deal
Wed, Jun 25 - Sat, Jun 28
Logo
9:40 am - 2:15 pmMDW-PMO
21h 35m3 stops
Logo
7:10 am - 8:45 amPMO-MDW
32h 35m3 stops
$1,113
Find Deal
Tue, Jul 29 - Tue, Aug 12
Delta Logo
1:09 pm - 3:00 pmMDW-PMO
18h 51m2 stops
Delta Logo
7:20 am - 9:49 pmPMO-MDW
21h 29m2 stops
$1,124Delta
Find Deal
Sun, Aug 31 - Fri, Sep 19
Delta Logo
9:31 am - 2:25 pmMDW-PMO
21h 54m2 stops
Delta Logo
7:20 am - 9:44 pmPMO-MDW
21h 24m2 stops
$1,134Delta
Find Deal
Sat, Aug 23 - Sat, Aug 30
Delta Logo
9:31 am - 2:25 pmMDW-PMO
21h 54m2 stops
Delta Logo
7:20 am - 9:12 pmPMO-MDW
20h 52m2 stops
$1,164Delta
Find Deal
Mon, Oct 6 - Wed, Oct 15
Delta Logo
6:00 am - 7:55 amMDW-CTA
18h 55m2 stops
Delta Logo
7:05 am - 9:44 pmCTA-MDW
21h 39m2 stops
$1,192Delta
Find Deal
Wed, Jul 23 - Wed, Jul 30
Air France Logo
6:20 pm - 6:40 pmMDW-CTA
17h 20m2 stops
Air France Logo
9:55 am - 9:42 pmCTA-MDW
18h 47m2 stops
$1,417Air France
Find Deal
Wed, Jul 23 - Wed, Jul 30
KLM Logo
1:09 pm - 1:25 pmMDW-CTA
17h 16m2 stops
KLM Logo
6:00 am - 6:40 pmCTA-MDW
19h 40m2 stops
$1,652KLM
Find Deal
Sat, Jun 28 - Wed, Jul 9
Logo
1:09 pm - 12:00 pmMDW-CTA
15h 51m2 stops
Logo
9:55 am - 9:42 pmCTA-MDW
18h 47m2 stops
$1,842
Find Deal
Useful Info

KAYAK's insights & trends for Midway to Sicily flights

Get data-powered insights and trends into flights from Midway to Sicily to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Chicago Midway Airport to Sicily?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago Midway Airport to Sicily were found on Delta ($1,004) and Air France ($1,417).

Find deals

Good to know

Cheapest flight$379
Flight from Chicago Midway Airport to Palermo

FAQs - booking Sicily flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Sicily?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Sicily.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Sicily?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Sicily is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Sicily?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago Midway Airport to Sicily with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Sicily?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago Midway Airport to Sicily up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Midway to Sicily

Information on your arrival and departure airports

Chicago Midway Airport (MDW)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.