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Cheap flights from Aruba to Chicago from $266

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Aruba to Chicago departing on 3/29. 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
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Find the cheapest flights from Aruba to Chicago

Recent round-trip flight deals from Aruba to Chicago

Enter your travel dates to find the best prices.
Delta Logo
4:35 pm - 10:31 pm
AUA
-
MDW
7h 56m
1 stop
Delta Logo
6:40 pm - 1:55 pm
MDW
-
AUA
17h 15m
2 stops
$467Delta
qui, fev 19 - qua, fev 25
Delta Logo
3:35 pm - 10:31 pm
AUA
-
MDW
7h 56m
1 stop
Delta Logo
6:00 am - 2:20 pm
MDW
-
AUA
7h 20m
1 stop
$508Delta
ter, mar 24 - ter, mar 31
Southwest Logo
2:25 pm - 10:40 pm
AUA
-
MDW
9h 15m
1 stop
Southwest Logo
8:45 pm - 1:25 pm
MDW
-
AUA
15h 40m
2 stops
$542Southwest
qua, mar 25 - qua, abr 1
Southwest Logo
2:25 pm - 10:50 pm
AUA
-
MDW
9h 25m
2 stops
Southwest Logo
6:00 am - 1:25 pm
MDW
-
AUA
6h 25m
1 stop
$602Southwest
ter, mar 24 - ter, mar 31
Delta Logo
3:35 pm - 10:31 pm
AUA
-
MDW
7h 56m
1 stop
Delta Logo
6:00 am - 2:20 pm
MDW
-
AUA
7h 20m
1 stop
$608Delta
qua, mar 25 - qua, abr 1
Southwest Logo
2:25 pm - 7:45 am
AUA
-
MDW
18h 20m
2 stops
Southwest Logo
8:45 pm - 1:25 pm
MDW
-
AUA
15h 40m
2 stops
$712Southwest
ter, mar 24 - ter, mar 31
Delta Logo
4:35 pm - 10:31 pm
AUA
-
MDW
7h 56m
1 stop
Delta Logo
6:00 am - 3:20 pm
MDW
-
AUA
7h 20m
1 stop
$768Delta
sex, fev 20 - seg, fev 23
Southwest Logo
4:35 pm - 11:40 pm
AUA
-
MDW
8h 05m
1 stop
Southwest Logo
6:05 am - 3:35 pm
MDW
-
AUA
8h 30m
1 stop
$867Southwest
dom, mar 8 - dom, mar 15
Southwest Logo
2:15 pm - 12:50 am
AUA
-
MDW
11h 35m
1 stop
Southwest Logo
9:15 pm - 1:25 pm
MDW
-
AUA
15h 10m
2 stops
$872Southwest
dom, mar 8 - dom, mar 15
Southwest Logo
4:45 pm - 7:40 am
AUA
-
MDW
16h 55m
2 stops
Southwest Logo
5:00 pm - 2:25 pm
MDW
-
AUA
19h 25m
2 stops
$882Southwest
sex, fev 20 - seg, fev 23

Southwest flights from Aruba to Chicago Midway Airport

Our best Southwest deals on Aruba to Chicago Midway Airport flight tickets
Southwest
Mar 25
AUA2:25 pmOranjestad Reina Beatrix
9h 15m
1 stop
MDW10:40 pmChicago Midway
Apr 1
MDW8:45 pmChicago Midway
15h 40m
2 stops
AUA1:25 pmOranjestad Reina Beatrix
$542
Southwest
Mar 24
AUA2:25 pmOranjestad Reina Beatrix
9h 25m
2 stops
MDW10:50 pmChicago Midway
Mar 31
MDW6:00 amChicago Midway
6h 25m
1 stop
AUA1:25 pmOranjestad Reina Beatrix
$602
Southwest
Mar 24
AUA2:25 pmOranjestad Reina Beatrix
18h 20m
2 stops
MDW7:45 amChicago Midway
Mar 31
MDW8:45 pmChicago Midway
15h 40m
2 stops
AUA1:25 pmOranjestad Reina Beatrix
$712

Delta flights from Aruba to Chicago Midway Airport

Our best Delta deals on Aruba to Chicago Midway Airport flight tickets
Delta
Feb 19
AUA4:35 pmOranjestad Reina Beatrix
7h 56m
1 stop
MDW10:31 pmChicago Midway
Feb 25
MDW6:40 pmChicago Midway
17h 15m
2 stops
AUA1:55 pmOranjestad Reina Beatrix
$467
Delta
Mar 24
AUA3:35 pmOranjestad Reina Beatrix
7h 56m
1 stop
MDW10:31 pmChicago Midway
Mar 31
MDW6:00 amChicago Midway
7h 20m
1 stop
AUA2:20 pmOranjestad Reina Beatrix
$508
Delta
Mar 25
AUA3:35 pmOranjestad Reina Beatrix
7h 56m
1 stop
MDW10:31 pmChicago Midway
Apr 1
MDW6:00 amChicago Midway
7h 20m
1 stop
AUA2:20 pmOranjestad Reina Beatrix
$608

momondo Fare Finder

 
Customize your flight search to find flights from Aruba to Chicago Midway Airport 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 fevereiro 8, 2026.
Use the filters below to find and compare flights from Aruba to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

qui 2/19

4:35 pm-10:31 pm

1 stop7h 56m

Chicago Midway

qua 2/25

6:40 pm-1:55 pm

2 stops17h 15m

$467

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

ter 3/24

3:35 pm-10:31 pm

1 stop7h 56m

Chicago Midway

ter 3/31

6:00 am-2:20 pm

1 stop7h 20m

$508

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

qua 3/25

2:25 pm-10:40 pm

1 stop9h 15m

Chicago Midway

qua 4/1

8:45 pm-1:25 pm

2 stops15h 40m

$542

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

ter 3/24

2:25 pm-10:50 pm

2 stops9h 25m

Chicago Midway

ter 3/31

6:00 am-1:25 pm

1 stop6h 25m

$602

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

qua 3/25

3:35 pm-10:31 pm

1 stop7h 56m

Chicago Midway

qua 4/1

6:00 am-2:20 pm

1 stop7h 20m

$608

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

ter 3/24

2:25 pm-7:45 am

2 stops18h 20m

Chicago Midway

ter 3/31

8:45 pm-1:25 pm

2 stops15h 40m

$712

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

sex 2/20

4:35 pm-10:31 pm

1 stop7h 56m

Chicago Midway

seg 2/23

6:00 am-3:20 pm

1 stop7h 20m

$768

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

dom 3/8

4:35 pm-11:40 pm

1 stop8h 05m

Chicago Midway

dom 3/15

6:05 am-3:35 pm

1 stop8h 30m

$867

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

dom 3/8

2:15 pm-12:50 am

1 stop11h 35m

Chicago Midway

dom 3/15

9:15 pm-1:25 pm

2 stops15h 10m

$872

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

sex 2/20

4:45 pm-7:40 am

2 stops16h 55m

Chicago Midway

seg 2/23

5:00 pm-2:25 pm

2 stops19h 25m

$882

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 Chicago from

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

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 Aruba to Chicago Midway?

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

Cheap Aruba to Chicago Midway Airport flight deals and tips

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

Fastest flight time

7h 56m

Direct flights

None
The fastest flight from Aruba to Chicago Midway Airport takes 7h 56m
There are no direct flights from Aruba to Chicago Midway Airport. There are no popular flight routes from Aruba to Chicago Midway Airport.
Search flight deals

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

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Aruba to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Aruba to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Flights from Aruba to Chicago 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 Aruba to Chicago?

Once you have performed a search for Aruba to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Aruba and alert you when they change.

An easier way to manage your Chicago Midway Airport trip

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ter 3/10
ter 3/17
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