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Cheap flights from South America to Chicago from $251

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from South America to Chicago departing on 9/4. 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 South America to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
12:59 am - 3:24 pm
UIO
-
MDW
14h 25m
1 stop
Delta Logo
6:40 pm - 6:59 pm
MDW
-
UIO
24h 19m
2 stops
$398Delta
Mon, Sep 7 - Sat, Sep 19
Multiple Airlines Logo
12:59 am - 9:52 am
UIO
-
MDW
8h 53m
1 stop
Multiple Airlines Logo
6:00 am - 6:42 pm
MDW
-
UIO
11h 42m
2 stops
$412Multiple Airlines
Wed, Oct 14 - Sun, Nov 15
LATAM Airlines Logo
12:59 am - 10:36 pm
UIO
-
MDW
21h 37m
1 stop
LATAM Airlines Logo
4:30 pm - 6:59 pm
MDW
-
UIO
26h 29m
1 stop
$433LATAM Airlines
Tue, Sep 1 - Wed, Sep 9
LATAM Airlines Logo
12:59 am - 10:44 pm
UIO
-
MDW
21h 45m
1 stop
LATAM Airlines Logo
10:58 am - 6:59 pm
MDW
-
UIO
8h 01m
1 stop
$485LATAM Airlines
Thu, Oct 1 - Tue, Oct 6
Delta Logo
9:00 pm - 10:44 pm
GIG
-
MDW
27h 44m
1 stop
Delta Logo
1:19 pm - 10:15 am
MDW
-
GIG
18h 56m
2 stops
$493Delta
Thu, Sep 17 - Sun, Oct 4
LATAM Airlines Logo
12:59 am - 10:36 pm
UIO
-
MDW
21h 37m
1 stop
LATAM Airlines Logo
4:30 pm - 11:00 pm
MDW
-
UIO
30h 30m
2 stops
$510LATAM Airlines
Tue, Sep 1 - Wed, Sep 9
LATAM Airlines Logo
7:55 am - 9:49 am
UIO
-
MDW
25h 54m
2 stops
LATAM Airlines Logo
6:05 am - 6:59 pm
MDW
-
UIO
12h 54m
1 stop
$511LATAM Airlines
Wed, Sep 16 - Sat, Sep 19
LATAM Airlines Logo
12:59 am - 10:25 pm
UIO
-
MDW
21h 26m
1 stop
LATAM Airlines Logo
10:58 am - 7:05 pm
MDW
-
UIO
32h 07m
2 stops
$524LATAM Airlines
Tue, Oct 6 - Wed, Oct 14
Delta Logo
11:00 pm - 6:33 pm
SCL
-
MDW
20h 33m
2 stops
Delta Logo
5:10 pm - 7:15 am
MDW
-
SCL
13h 05m
1 stop
$532Delta
Wed, Aug 5 - Mon, Aug 24
Multiple Airlines Logo
7:30 am - 10:55 am
BOG
-
MDW
27h 25m
2 stops
Multiple Airlines Logo
6:05 am - 1:40 pm
MDW
-
BOG
7h 35m
1 stop
$645Multiple Airlines
Thu, Aug 20 - Wed, Sep 9

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Delta flights from South America to Chicago Midway Airport

Our best Delta deals on South America to Chicago Midway Airport flight tickets
Delta
Sep 7
UIO12:59 amQuito Mariscal Sucr
14h 25m
1 stop
MDW3:24 pmChicago Midway
Sep 19
MDW6:40 pmChicago Midway
24h 19m
2 stops
UIO6:59 pmQuito Mariscal Sucr
$398
Delta
Sep 17
GIG9:00 pmRio de Janeiro–Galeão Intl
27h 44m
1 stop
MDW10:44 pmChicago Midway
Oct 4
MDW1:19 pmChicago Midway
18h 56m
2 stops
GIG10:15 amRio de Janeiro–Galeão Intl
$493
Delta
Sep 17
GIG9:00 pmRio de Janeiro–Galeão Intl
38h 07m
2 stops
MDW9:07 amChicago Midway
Sep 26
MDW1:19 pmChicago Midway
42h 56m
2 stops
GIG10:15 amRio de Janeiro–Galeão Intl
$502

LATAM Airlines flights from South America to Chicago Midway Airport

Our best LATAM Airlines deals on South America to Chicago Midway Airport flight tickets
LATAM Airlines
Sep 1
UIO12:59 amQuito Mariscal Sucr
21h 37m
1 stop
MDW10:36 pmChicago Midway
Sep 9
MDW4:30 pmChicago Midway
26h 29m
1 stop
UIO6:59 pmQuito Mariscal Sucr
$433
LATAM Airlines
Oct 1
UIO12:59 amQuito Mariscal Sucr
21h 45m
1 stop
MDW10:44 pmChicago Midway
Oct 6
MDW10:58 amChicago Midway
8h 01m
1 stop
UIO6:59 pmQuito Mariscal Sucr
$485
LATAM Airlines
Sep 1
UIO12:59 amQuito Mariscal Sucr
21h 37m
1 stop
MDW10:36 pmChicago Midway
Sep 9
MDW4:30 pmChicago Midway
30h 30m
2 stops
UIO11:00 pmQuito Mariscal Sucr
$510

momondo Fare Finder

 
Customize your flight search to find flights from South America 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 26, 2026.
Use the filters below to find and compare flights from South America to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

QuitoChicago

UIO - MDW

UIOMDW

Quito Mariscal Sucr

Mon 9/7

12:59 am-3:24 pm

1 stop14h 25m

Chicago Midway

Sat 9/19

6:40 pm-6:59 pm

2 stops24h 19m

$398
Quickest round-trip

QuitoChicago

UIO - MDW

UIOMDW

Quito Mariscal Sucr

Wed 10/14

12:59 am-9:52 am

1 stop8h 53m

Chicago Midway

Sun 11/15

6:00 am-6:42 pm

2 stops11h 42m

$412

QuitoChicago

UIO - MDW

UIOMDW

Quito Mariscal Sucr

Tue 9/1

12:59 am-10:36 pm

1 stop21h 37m

Chicago Midway

Wed 9/9

4:30 pm-6:59 pm

1 stop26h 29m

$433

QuitoChicago

UIO - MDW

UIOMDW

Quito Mariscal Sucr

Thu 10/1

12:59 am-10:44 pm

1 stop21h 45m

Chicago Midway

Tue 10/6

10:58 am-6:59 pm

1 stop8h 01m

$485

Rio de JaneiroChicago

GIG - MDW

GIGMDW

Rio de Janeiro–Galeão Intl

Thu 9/17

9:00 pm-10:44 pm

1 stop27h 44m

Chicago Midway

Sun 10/4

1:19 pm-10:15 am

2 stops18h 56m

$493

QuitoChicago

UIO - MDW

UIOMDW

Quito Mariscal Sucr

Tue 9/1

12:59 am-10:36 pm

1 stop21h 37m

Chicago Midway

Wed 9/9

4:30 pm-11:00 pm

2 stops30h 30m

$510

QuitoChicago

UIO - MDW

UIOMDW

Quito Mariscal Sucr

Wed 9/16

7:55 am-9:49 am

2 stops25h 54m

Chicago Midway

Sat 9/19

6:05 am-6:59 pm

1 stop12h 54m

$511

QuitoChicago

UIO - MDW

UIOMDW

Quito Mariscal Sucr

Tue 10/6

12:59 am-10:25 pm

1 stop21h 26m

Chicago Midway

Wed 10/14

10:58 am-7:05 pm

2 stops32h 07m

$524

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Wed 8/5

11:00 pm-6:33 pm

2 stops20h 33m

Chicago Midway

Mon 8/24

5:10 pm-7:15 am

1 stop13h 05m

$532

BogotáChicago

BOG - MDW

BOGMDW

Bogotá El Dorado

Thu 8/20

7:30 am-10:55 am

2 stops27h 25m

Chicago Midway

Wed 9/9

6:05 am-1:40 pm

1 stop7h 35m

$645

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 South America 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 month to fly to Chicago Midway Airport?

The month of October is, on average, the cheapest month to fly to Chicago Midway Airport from South America, with most prices found around $366. If you are unable to visit Chicago Midway Airport during the month of October, then departing from South America during the month March is also very affordable. Most momondo users find prices during this month for around $415.

Can stopping save me money on South America to Chicago Midway Airport flights?

You could potentially save up to 6% on your flight if you consider stops on a South America to Chicago Midway Airport flight.

Cheap South America to Chicago Midway Airport flight deals and tips

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

Fastest flight time

8h 25m

Direct flights

None
The fastest flight from South America to Chicago Midway Airport takes 8h 25m
There are no direct flights from South America to Chicago Midway Airport. There are no popular flight routes from South America to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from South America to Chicago Midway Airport

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

    Prices for flights from South America to Chicago Midway Airport refresh daily.

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from South America 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 South America to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from South America to Chicago for you.

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

Yes. All flights to Chicago from South America on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from South America to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from South America.

I’m not ready to book a flight from South America 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 South America and alert you when they change.

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