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Cheap flights from Chicago Midway Airport to Aruba from $200

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Aruba departing on 7/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Chicago Midway Airport to Aruba

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 3:10 pm
MDW
-
AUA
7h 10m
1 stop
Delta Logo
4:25 pm - 9:45 pm
AUA
-
MDW
7h 20m
1 stop
$641Delta
Wed, Nov 18 - Thu, Nov 26
Southwest Logo
5:10 am - 2:45 pm
MDW
-
AUA
8h 35m
1 stop
Southwest Logo
1:45 pm - 7:15 am
AUA
-
MDW
18h 30m
2 stops
$648Southwest
Fri, Jul 3 - Fri, Jul 10
Southwest Logo
8:20 pm - 2:45 pm
MDW
-
AUA
17h 25m
2 stops
Southwest Logo
1:40 pm - 10:20 pm
AUA
-
MDW
9h 40m
2 stops
$652Southwest
Tue, Aug 25 - Wed, Sep 9
Delta Logo
6:05 am - 2:10 pm
MDW
-
AUA
7h 05m
1 stop
Delta Logo
3:25 pm - 10:36 pm
AUA
-
MDW
8h 11m
1 stop
$661Delta
Mon, Aug 17 - Sat, Aug 29
Delta Logo
1:27 pm - 2:10 pm
MDW
-
AUA
23h 43m
2 stops
Delta Logo
3:25 pm - 12:39 pm
AUA
-
MDW
22h 14m
2 stops
$666Delta
Mon, Aug 17 - Sat, Aug 29
Southwest Logo
8:50 pm - 12:45 pm
MDW
-
AUA
14h 55m
2 stops
Southwest Logo
5:25 pm - 11:45 pm
AUA
-
MDW
7h 20m
1 stop
$670Southwest
Mon, Jul 6 - Sat, Jul 11
Southwest Logo
5:00 am - 12:45 pm
MDW
-
AUA
6h 45m
1 stop
Southwest Logo
1:45 pm - 10:40 pm
AUA
-
MDW
9h 55m
1 stop
$677Southwest
Mon, Sep 14 - Fri, Sep 18
Southwest Logo
8:45 pm - 12:45 pm
MDW
-
AUA
15h 00m
2 stops
Southwest Logo
1:45 pm - 10:40 pm
AUA
-
MDW
9h 55m
1 stop
$682Southwest
Mon, Sep 14 - Fri, Sep 18
Southwest Logo
8:50 pm - 12:45 pm
MDW
-
AUA
14h 55m
2 stops
Southwest Logo
1:45 pm - 7:15 am
AUA
-
MDW
18h 30m
2 stops
$686Southwest
Mon, Jun 22 - Fri, Jun 26
Southwest Logo
5:00 am - 2:50 pm
MDW
-
AUA
8h 50m
1 stop
Southwest Logo
3:45 pm - 10:40 pm
AUA
-
MDW
7h 55m
1 stop
$690Southwest
Sun, Aug 16 - Fri, Aug 28

Southwest flights from Chicago Midway Airport to Aruba

Our best Southwest deals on Chicago Midway Airport to Aruba flight tickets
Southwest
Jul 3
MDW5:10 amChicago Midway
8h 35m
1 stop
AUA2:45 pmOranjestad Reina Beatrix
Jul 10
AUA1:45 pmOranjestad Reina Beatrix
18h 30m
2 stops
MDW7:15 amChicago Midway
$648
Southwest
Aug 25
MDW8:20 pmChicago Midway
17h 25m
2 stops
AUA2:45 pmOranjestad Reina Beatrix
Sep 9
AUA1:40 pmOranjestad Reina Beatrix
9h 40m
2 stops
MDW10:20 pmChicago Midway
$652
Southwest
Jul 6
MDW8:50 pmChicago Midway
14h 55m
2 stops
AUA12:45 pmOranjestad Reina Beatrix
Jul 11
AUA5:25 pmOranjestad Reina Beatrix
7h 20m
1 stop
MDW11:45 pmChicago Midway
$670

WestJet flights from Chicago Midway Airport to Aruba

Our best WestJet deals on Chicago Midway Airport to Aruba flight tickets
WestJet
Jun 16
MDW1:26 pmChicago Midway
23h 49m
2 stops
AUA2:15 pmOranjestad Reina Beatrix
Jun 23
AUA3:05 pmOranjestad Reina Beatrix
19h 09m
2 stops
MDW9:14 amChicago Midway
$3,415
WestJet
Jun 16
MDW1:49 pmChicago Midway
23h 26m
2 stops
AUA2:15 pmOranjestad Reina Beatrix
Jun 23
AUA3:05 pmOranjestad Reina Beatrix
23h 04m
2 stops
MDW1:09 pmChicago Midway
$3,617

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Aruba 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, momondo users made 832,500 searches. Data last updated June 4, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Aruba that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 11/18

6:00 am-3:10 pm

1 stop7h 10m

Oranjestad Reina Beatrix

Thu 11/26

4:25 pm-9:45 pm

1 stop7h 20m

$641

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 7/3

5:10 am-2:45 pm

1 stop8h 35m

Oranjestad Reina Beatrix

Fri 7/10

1:45 pm-7:15 am

2 stops18h 30m

$648

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 8/25

8:20 pm-2:45 pm

2 stops17h 25m

Oranjestad Reina Beatrix

Wed 9/9

1:40 pm-10:20 pm

2 stops9h 40m

$652

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 8/17

6:05 am-2:10 pm

1 stop7h 05m

Oranjestad Reina Beatrix

Sat 8/29

3:25 pm-10:36 pm

1 stop8h 11m

$661

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 8/17

1:27 pm-2:10 pm

2 stops23h 43m

Oranjestad Reina Beatrix

Sat 8/29

3:25 pm-12:39 pm

2 stops22h 14m

$666

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 7/6

8:50 pm-12:45 pm

2 stops14h 55m

Oranjestad Reina Beatrix

Sat 7/11

5:25 pm-11:45 pm

1 stop7h 20m

$670

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 9/14

5:00 am-12:45 pm

1 stop6h 45m

Oranjestad Reina Beatrix

Fri 9/18

1:45 pm-10:40 pm

1 stop9h 55m

$677

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 9/14

8:45 pm-12:45 pm

2 stops15h 00m

Oranjestad Reina Beatrix

Fri 9/18

1:45 pm-10:40 pm

1 stop9h 55m

$682

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 6/22

8:50 pm-12:45 pm

2 stops14h 55m

Oranjestad Reina Beatrix

Fri 6/26

1:45 pm-7:15 am

2 stops18h 30m

$686

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sun 8/16

5:00 am-2:50 pm

1 stop8h 50m

Oranjestad Reina Beatrix

Fri 8/28

3:45 pm-10:40 pm

1 stop7h 55m

$690

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Aruba from

How to get the cheapest flight ticket from Chicago Midway Airport to Aruba

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Chicago Midway to Aruba?

Southwest and Delta are the most popular carriers operating from Chicago Midway to Aruba

Cheap Chicago Midway Airport to Aruba flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Aruba

Fastest flight time

6h 35m

Direct flights

None
The fastest flight from Chicago Midway Airport to Aruba takes 6h 35m
There are no direct flights from Chicago Midway Airport to Aruba. There are no popular flight routes from Chicago Midway Airport to Aruba.
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Frequently asked questions about flying from Chicago Midway Airport to Aruba

  • When did momondo last update prices for flights from Chicago Midway Airport to Aruba?

    Prices for flights from Chicago Midway Airport to Aruba were last updated today.

  • How many operators does momondo search for flights from Chicago Midway Airport to Aruba?

  • How old do you have to be to fly from Chicago Midway Airport to Aruba?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Aruba.

  • What documentation or ID do you need to fly to Aruba?

    The travel and health documents required for your trip to Aruba can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Aruba. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Chicago Midway Airport to Aruba

Compare and see reviews for airlines that fly from Chicago Midway Airport to Aruba with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $595Free CancellationRating
8.0
4,256 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Aruba?

It is quick and easy to find Chicago to Aruba flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Aruba that suits you.

Can I find flights from Chicago to Aruba with flexible booking policies on momondo?

Flights from Chicago to Aruba with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Aruba?

momondo provides multiple filters to help you find the best flight to Aruba from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Aruba right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Aruba now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Aruba and let you know when they change.

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Sat 7/4
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