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Cheap flights from Aruba to Chicago from $489

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 1/8. 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

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
3:25 pm - 10:36 pm
AUA
-
MDW
8h 11m
1 stop
Delta Logo
6:11 am - 2:10 pm
MDW
-
AUA
6h 59m
1 stop
$811Delta
Sat, Aug 22 - Sat, Aug 29
Delta Logo
1:15 pm - 10:36 pm
AUA
-
MDW
10h 21m
1 stop
Delta Logo
6:11 am - 2:10 pm
MDW
-
AUA
6h 59m
1 stop
$812Delta
Sat, Aug 22 - Sat, Aug 29
Southwest Logo
3:45 pm - 10:40 pm
AUA
-
MDW
7h 55m
1 stop
Southwest Logo
7:25 am - 2:45 pm
MDW
-
AUA
6h 20m
1 stop
$841Southwest
Fri, Sep 4 - Fri, Sep 11
Southwest Logo
3:45 pm - 7:35 am
AUA
-
MDW
16h 50m
2 stops
Southwest Logo
7:50 pm - 2:00 pm
MDW
-
AUA
17h 10m
2 stops
$846Southwest
Fri, Sep 4 - Fri, Sep 11
Delta Logo
1:15 pm - 10:36 pm
AUA
-
MDW
10h 21m
1 stop
Delta Logo
6:11 am - 2:10 pm
MDW
-
AUA
6h 59m
1 stop
$902Delta
Sat, Aug 22 - Sat, Aug 29
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
$927Delta
Tue, Sep 1 - Tue, Sep 8
Delta Logo
3:25 pm - 10:36 pm
AUA
-
MDW
8h 11m
1 stop
Delta Logo
6:11 am - 2:10 pm
MDW
-
AUA
6h 59m
1 stop
$967Delta
Sat, Aug 22 - Sat, Aug 29
Southwest Logo
2:55 pm - 8:55 pm
AUA
-
MDW
7h 00m
1 stop
Southwest Logo
5:00 am - 2:50 pm
MDW
-
AUA
8h 50m
1 stop
$978Southwest
Sat, Aug 22 - Sun, Aug 30
Southwest Logo
1:40 pm - 8:30 pm
AUA
-
MDW
7h 50m
1 stop
Southwest Logo
8:45 pm - 2:45 pm
MDW
-
AUA
17h 00m
2 stops
$1,010Southwest
Sat, Aug 22 - Sun, Aug 30
Multiple Airlines Logo
3:05 pm - 9:40 am
AUA
-
MDW
19h 35m
1 stop
Multiple Airlines Logo
6:11 am - 9:11 am
MDW
-
AUA
26h 00m
2 stops
$1,067Multiple Airlines
Sat, Aug 22 - Sat, Aug 29

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Delta flights from Aruba to Chicago Midway Airport

Our best Delta deals on Aruba to Chicago Midway Airport flight tickets
Delta
Aug 22
AUA3:25 pmOranjestad Reina Beatrix
8h 11m
1 stop
MDW10:36 pmChicago Midway
Aug 29
MDW6:11 amChicago Midway
6h 59m
1 stop
AUA2:10 pmOranjestad Reina Beatrix
$811
Delta
Aug 22
AUA1:15 pmOranjestad Reina Beatrix
10h 21m
1 stop
MDW10:36 pmChicago Midway
Aug 29
MDW6:11 amChicago Midway
6h 59m
1 stop
AUA2:10 pmOranjestad Reina Beatrix
$812
Delta
Aug 22
AUA1:15 pmOranjestad Reina Beatrix
10h 21m
1 stop
MDW10:36 pmChicago Midway
Aug 29
MDW6:11 amChicago Midway
6h 59m
1 stop
AUA2:10 pmOranjestad Reina Beatrix
$902

Southwest flights from Aruba to Chicago Midway Airport

Our best Southwest deals on Aruba to Chicago Midway Airport flight tickets
Southwest
Sep 4
AUA3:45 pmOranjestad Reina Beatrix
7h 55m
1 stop
MDW10:40 pmChicago Midway
Sep 11
MDW7:25 amChicago Midway
6h 20m
1 stop
AUA2:45 pmOranjestad Reina Beatrix
$841
Southwest
Sep 4
AUA3:45 pmOranjestad Reina Beatrix
16h 50m
2 stops
MDW7:35 amChicago Midway
Sep 11
MDW7:25 amChicago Midway
6h 20m
1 stop
AUA2:45 pmOranjestad Reina Beatrix
$846
Southwest
Aug 22
AUA2:55 pmOranjestad Reina Beatrix
7h 00m
1 stop
MDW8:55 pmChicago Midway
Aug 30
MDW5:00 amChicago Midway
8h 50m
1 stop
AUA2:50 pmOranjestad Reina Beatrix
$978

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 July 22, 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

Cheapest round-trip

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 8/22

3:25 pm-10:36 pm

1 stop8h 11m

Chicago Midway

Sat 8/29

6:11 am-2:10 pm

1 stop6h 59m

$811

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 8/22

1:15 pm-10:36 pm

1 stop10h 21m

Chicago Midway

Sat 8/29

6:11 am-2:10 pm

1 stop6h 59m

$812
Quickest round-trip

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Fri 9/4

3:45 pm-10:40 pm

1 stop7h 55m

Chicago Midway

Fri 9/11

7:25 am-2:45 pm

1 stop6h 20m

$841

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Fri 9/4

3:45 pm-7:35 am

2 stops16h 50m

Chicago Midway

Fri 9/11

7:50 pm-2:00 pm

2 stops17h 10m

$846

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 8/22

1:15 pm-10:36 pm

1 stop10h 21m

Chicago Midway

Sat 8/29

6:11 am-2:10 pm

1 stop6h 59m

$902

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Tue 9/1

3:25 pm-10:36 pm

1 stop8h 11m

Chicago Midway

Tue 9/8

6:05 am-2:10 pm

1 stop7h 05m

$927

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 8/22

3:25 pm-10:36 pm

1 stop8h 11m

Chicago Midway

Sat 8/29

6:11 am-2:10 pm

1 stop6h 59m

$967

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 8/22

2:55 pm-8:55 pm

1 stop7h 00m

Chicago Midway

Sun 8/30

5:00 am-2:50 pm

1 stop8h 50m

$978

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 8/22

1:40 pm-8:30 pm

1 stop7h 50m

Chicago Midway

Sun 8/30

8:45 pm-2:45 pm

2 stops17h 00m

$1,010

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 8/22

3:05 pm-9:40 am

1 stop19h 35m

Chicago Midway

Sat 8/29

6:11 am-9:11 am

2 stops26h 00m

$1,067

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?

Delta and Southwest 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

35h 57m

Direct flights

None
The fastest flight from Aruba to Chicago Midway Airport takes 35h 57m
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

Frequently asked questions about flying from Aruba to Chicago Midway Airport

  • 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
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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.

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