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Cheap flights from South America to Chicago from $247

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 6/8. 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

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Find the cheapest flights from South America to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
9:00 am - 10:36 pm
UIO
-
MDW
13h 36m
2 stops
Delta Logo
6:00 am - 6:59 pm
MDW
-
UIO
12h 59m
1 stop
$403Delta
Thu, Sep 3 - Wed, Sep 9
LATAM Airlines Logo
12:59 am - 9:59 am
UIO
-
MDW
9h 00m
1 stop
LATAM Airlines Logo
6:05 am - 6:59 pm
MDW
-
UIO
12h 54m
1 stop
$411LATAM Airlines
Tue, Aug 4 - Thu, Aug 27
LATAM Airlines Logo
12:59 am - 11:56 am
UIO
-
MDW
10h 57m
1 stop
LATAM Airlines Logo
5:25 pm - 3:25 am
MDW
-
UIO
34h 00m
2 stops
$442LATAM Airlines
Tue, Oct 6 - Wed, Oct 28
LATAM Airlines Logo
12:59 am - 9:53 am
UIO
-
MDW
8h 54m
1 stop
LATAM Airlines Logo
5:10 pm - 6:59 pm
MDW
-
UIO
25h 49m
1 stop
$455LATAM Airlines
Wed, Sep 16 - Mon, Sep 21
LATAM Airlines Logo
12:59 am - 10:05 am
UIO
-
MDW
9h 06m
1 stop
LATAM Airlines Logo
4:39 pm - 6:59 pm
MDW
-
UIO
26h 20m
1 stop
$491LATAM Airlines
Thu, Jul 23 - Sat, Aug 8
Delta Logo
9:05 pm - 11:56 am
GIG
-
MDW
17h 51m
1 stop
Delta Logo
1:00 pm - 9:50 am
MDW
-
GIG
17h 50m
2 stops
$495Delta
Wed, Nov 4 - Wed, Nov 11
LATAM Airlines Logo
12:59 am - 3:40 pm
UIO
-
MDW
14h 41m
1 stop
LATAM Airlines Logo
5:10 pm - 4:43 am
MDW
-
UIO
35h 33m
2 stops
$497LATAM Airlines
Tue, Jun 30 - Tue, Aug 25
JetBlue Logo
12:59 am - 10:27 am
UIO
-
MDW
9h 28m
1 stop
JetBlue Logo
10:48 am - 6:59 pm
MDW
-
UIO
8h 11m
1 stop
$538JetBlue
Fri, Sep 18 - Wed, Sep 23
Multiple Airlines Logo
1:05 am - 4:15 pm
BOG
-
MDW
39h 10m
3 stops
Multiple Airlines Logo
6:05 am - 1:40 pm
MDW
-
BOG
7h 35m
1 stop
$675Multiple Airlines
Wed, Sep 2 - Mon, Sep 14
Multiple Airlines Logo
1:05 am - 7:04 pm
BOG
-
MDW
41h 59m
3 stops
Multiple Airlines Logo
6:05 am - 7:15 pm
MDW
-
BOG
13h 10m
1 stop
$697Multiple Airlines
Wed, Sep 2 - Mon, Sep 14

Delta flights from South America to Chicago Midway Airport

Our best Delta deals on South America to Chicago Midway Airport flight tickets
Delta
Jun 14
UIO12:59 amQuito Mariscal Sucr
21h 18m
1 stop
MDW10:17 pmChicago Midway
Aug 26
MDW10:54 amChicago Midway
17h 49m
2 stops
UIO4:43 amQuito Mariscal Sucr
$403
Delta
Nov 4
GIG9:05 pmRio de Janeiro–Galeão Intl
17h 51m
1 stop
MDW11:56 amChicago Midway
Nov 11
MDW1:00 pmChicago Midway
17h 50m
2 stops
GIG9:50 amRio de Janeiro–Galeão Intl
$495
Delta
Nov 5
GIG7:40 amRio de Janeiro–Galeão Intl
31h 16m
2 stops
MDW11:56 amChicago Midway
Nov 11
MDW1:00 pmChicago Midway
17h 50m
2 stops
GIG9:50 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
Aug 4
UIO12:59 amQuito Mariscal Sucr
9h 00m
1 stop
MDW9:59 amChicago Midway
Aug 27
MDW6:05 amChicago Midway
12h 54m
1 stop
UIO6:59 pmQuito Mariscal Sucr
$411
LATAM Airlines
Jun 8
UIO12:59 amQuito Mariscal Sucr
21h 18m
1 stop
MDW10:17 pmChicago Midway
Jun 16
MDW6:00 amChicago Midway
17h 00m
2 stops
UIO11:00 pmQuito Mariscal Sucr
$490
LATAM Airlines
Jul 23
UIO12:59 amQuito Mariscal Sucr
9h 06m
1 stop
MDW10:05 amChicago Midway
Aug 8
MDW4:39 pmChicago Midway
26h 20m
1 stop
UIO6:59 pmQuito Mariscal Sucr
$491

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 June 4, 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

Thu 9/3

9:00 am-10:36 pm

2 stops13h 36m

Chicago Midway

Wed 9/9

6:00 am-6:59 pm

1 stop12h 59m

$403

QuitoChicago

UIO - MDW

UIOMDW

Quito Mariscal Sucr

Tue 8/4

12:59 am-9:59 am

1 stop9h 00m

Chicago Midway

Thu 8/27

6:05 am-6:59 pm

1 stop12h 54m

$411

QuitoChicago

UIO - MDW

UIOMDW

Quito Mariscal Sucr

Tue 10/6

12:59 am-11:56 am

1 stop10h 57m

Chicago Midway

Wed 10/28

5:25 pm-3:25 am

2 stops34h 00m

$442

QuitoChicago

UIO - MDW

UIOMDW

Quito Mariscal Sucr

Wed 9/16

12:59 am-9:53 am

1 stop8h 54m

Chicago Midway

Mon 9/21

5:10 pm-6:59 pm

1 stop25h 49m

$455

QuitoChicago

UIO - MDW

UIOMDW

Quito Mariscal Sucr

Thu 7/23

12:59 am-10:05 am

1 stop9h 06m

Chicago Midway

Sat 8/8

4:39 pm-6:59 pm

1 stop26h 20m

$491

Rio de JaneiroChicago

GIG - MDW

GIGMDW

Rio de Janeiro–Galeão Intl

Wed 11/4

9:05 pm-11:56 am

1 stop17h 51m

Chicago Midway

Wed 11/11

1:00 pm-9:50 am

2 stops17h 50m

$495

QuitoChicago

UIO - MDW

UIOMDW

Quito Mariscal Sucr

Tue 6/30

12:59 am-3:40 pm

1 stop14h 41m

Chicago Midway

Tue 8/25

5:10 pm-4:43 am

2 stops35h 33m

$497
Quickest round-trip

QuitoChicago

UIO - MDW

UIOMDW

Quito Mariscal Sucr

Fri 9/18

12:59 am-10:27 am

1 stop9h 28m

Chicago Midway

Wed 9/23

10:48 am-6:59 pm

1 stop8h 11m

$538

BogotáChicago

BOG - MDW

BOGMDW

Bogotá El Dorado

Wed 9/2

1:05 am-4:15 pm

3 stops39h 10m

Chicago Midway

Mon 9/14

6:05 am-1:40 pm

1 stop7h 35m

$675

BogotáChicago

BOG - MDW

BOGMDW

Bogotá El Dorado

Wed 9/2

1:05 am-7:04 pm

3 stops41h 59m

Chicago Midway

Mon 9/14

6:05 am-7:15 pm

1 stop13h 10m

$697

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 May is, on average, the cheapest month to fly to Chicago Midway Airport from South America, with most prices found around $163. If you are unable to visit Chicago Midway Airport during the month of May, then departing from South America during the month February is also very affordable. Most momondo users find prices during this month for around $239.

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

An easier way to manage your Chicago Midway Airport trip

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