$399 Find Cheap Flights from Aruba to Chicago Midway Airport - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 12/5. 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, 0 bags

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Cheap Flights from Aruba to Midway

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Aruba to Midway 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 Aruba to Midway

Mon, Aug 24 - Mon, Aug 31
Southwest Logo
3:45 pm - 10:40 pm
AUA
-
MDW
7h 55m
1 stop
Southwest Logo
5:00 am - 2:45 pm
MDW
-
AUA
8h 45m
1 stop
$493Southwest
Mon, Aug 24 - Mon, Aug 31
Southwest Logo
3:45 pm - 10:40 pm
AUA
-
MDW
7h 55m
1 stop
Southwest Logo
8:15 pm - 2:45 pm
MDW
-
AUA
17h 30m
2 stops
$552Southwest
Tue, Jul 28 - Thu, Jul 30
Southwest Logo
1:45 pm - 10:40 pm
AUA
-
MDW
9h 55m
2 stops
Southwest Logo
8:50 pm - 2:45 pm
MDW
-
AUA
16h 55m
2 stops
$663Southwest
Wed, Aug 19 - Wed, Aug 26
Delta Logo
3:25 pm - 10:36 pm
AUA
-
MDW
8h 11m
1 stop
Delta Logo
6:05 am - 2:10 pm
MDW
-
AUA
7h 05m
1 stop
$677Delta
Tue, Jul 28 - Thu, Jul 30
Southwest Logo
1:45 pm - 8:10 pm
AUA
-
MDW
7h 25m
1 stop
Southwest Logo
8:50 pm - 2:45 pm
MDW
-
AUA
16h 55m
2 stops
$693Southwest
Tue, Jul 28 - Thu, Jul 30
Delta Logo
3:25 pm - 10:15 pm
AUA
-
MDW
7h 50m
1 stop
Delta Logo
6:00 am - 2:10 pm
MDW
-
AUA
7h 10m
1 stop
$857Delta
Sat, Aug 1 - Wed, Aug 5
Delta Logo
3:25 pm - 10:15 pm
AUA
-
MDW
7h 50m
1 stop
Delta Logo
6:05 am - 2:10 pm
MDW
-
AUA
7h 05m
1 stop
$902Delta
Sat, Aug 1 - Wed, Aug 5
Southwest Logo
5:25 pm - 11:45 pm
AUA
-
MDW
7h 20m
1 stop
Southwest Logo
8:50 pm - 2:45 pm
MDW
-
AUA
16h 55m
2 stops
$916Southwest
Mon, Aug 3 - Sun, Aug 9
Southwest Logo
1:45 pm - 12:10 am
AUA
-
MDW
11h 25m
2 stops
Southwest Logo
5:00 am - 2:50 pm
MDW
-
AUA
8h 50m
1 stop
$921Southwest
Mon, Aug 3 - Sun, Aug 9
Southwest Logo
1:45 pm - 8:10 pm
AUA
-
MDW
7h 25m
1 stop
Southwest Logo
5:10 am - 1:40 pm
MDW
-
AUA
7h 30m
1 stop
$936Southwest
Booking Insights

KAYAK's insights & trends for flights to Midway

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

How long is the flight to Chicago Midway Airport?

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously, any flights that include a layover will also be longer. The most popular route to Chicago on KAYAK is from Oranjestad, which takes 5h 31m.

How many direct flights to Chicago Midway Airport are there each day?

There are around 294 direct flights from within Aruba to Chicago Midway Airport every day. Most flights depart in the morning, with 40% of flights departing in the morning.

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FAQs - booking Chicago Midway Airport flights

  • How far is Chicago Midway Airport from central Chicago?

    The city center of Chicago is 9 miles from Chicago Midway Airport.

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

    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 to Chicago Midway Airport.

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

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

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

    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 to Chicago Midway Airport 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 to Chicago Midway Airport?

    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 to Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many direct flights to Chicago Midway Airport are there each week?

    Each week there are around 2,056 direct flights from within Aruba to Chicago Midway Airport. The most common day for departures is Monday, with 16% of flights taking off on this day.

Top tips for finding cheap flights to Chicago Midway Airport

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago Midway Airport flight deals.

Everything you need to know for your flight to Midway

Information on the airport you'll fly into in Chicago

Chicago Midway Airport (MDW)