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Flight Deals from Chicago to Santiago from $144

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Price Drop Deals Near You

Santiago

19% Price Drop
$381

now only

$308

Round Trip

Stops

  • Up to 1 stop
    $343
  • Up to 2 stops
    $499

Airlines

  • American Airlines
    $495
  • JetBlue
    $520
  • Spirit Airlines
    $343
  • United Airlines
    $522

Cabin Class

  • Economy
    $343

Departure Airports

  • Chicago O Hare Airport
    $343

Arrival Airports

  • Cibao International Airport
    $343

Layover Airports

  • Charlotte Douglas International Airport
    $499
  • Fort Lauderdale Hollywood International Airport
    $343
  • General Edward Lawrence Logan International Airport
    $520
  • Miami International Airport
    $495
  • New York John F Kennedy Airport
    $520
  • Newark Liberty Airport
    $522
  • Reagan Washington National Airport
    $499

Best Price. GUARANTEED.

Exclusively for Priceline Members
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On average save $240 per traveler
Spirit Airlines Logo
Spirit Airlines

09/12/25

ORD
15h 19m
FLL

09/13/25

STI
Spirit Airlines Logo
Spirit Airlines

09/19/25

STI
23h 42m
FLL

09/20/25

ORD
$343
Spirit Airlines Logo
Spirit Airlines

09/12/25

ORD
22h 6m
FLL

09/13/25

STI
Spirit Airlines Logo
Spirit Airlines

09/19/25

STI
23h 42m
FLL

09/20/25

ORD
$352
Spirit Airlines Logo
Spirit Airlines

09/12/25

ORD
15h 19m
FLL

09/13/25

STI
Spirit Airlines Logo
Spirit Airlines

09/19/25

STI
11h 38m
FLL

09/19/25

ORD
$358
Spirit Airlines Logo
Spirit Airlines

09/12/25

ORD
22h 6m
FLL

09/13/25

STI
Spirit Airlines Logo
Spirit Airlines

09/19/25

STI
11h 38m
FLL

09/19/25

ORD
$368
American Airlines Logo
American Airlines

09/12/25

ORD
16h 12m
MIA

09/13/25

STI
American Airlines Logo
American Airlines

09/19/25

STI
11h 20m
MIA

09/19/25

ORD
$495
American Airlines Logo
American Airlines

09/12/25

ORD
16h 12m
MIA

09/13/25

STI
American Airlines Logo
American Airlines

09/19/25

STI
8h 53m
MIA

09/19/25

ORD
$495
American Airlines Logo
American Airlines

09/12/25

ORD
16h 12m
MIA

09/13/25

STI
American Airlines Logo
American Airlines

09/19/25

STI
9h 57m
MIA

09/19/25

ORD
$495
American Airlines Logo
American Airlines

09/12/25

ORD
16h 12m
MIA

09/13/25

STI
American Airlines Logo
American Airlines

09/19/25

STI
19h 13m
MIA
DCA

09/20/25

ORD
$499
American Airlines Logo
American Airlines

09/12/25

ORD
16h 12m
MIA

09/13/25

STI
American Airlines Logo
American Airlines

09/19/25

STI
10h 43m
MIA
CLT

09/19/25

ORD
$499
American Airlines Logo
American Airlines

09/12/25

ORD
16h 12m
MIA

09/13/25

STI
American Airlines Logo
American Airlines

09/19/25

STI
22h 14m
MIA
CLT

09/20/25

ORD
$499
American Airlines Logo
American Airlines

09/12/25

ORD
16h 12m
MIA

09/13/25

STI
American Airlines Logo
American Airlines

09/19/25

STI
11h 19m
MIA
DCA

09/19/25

ORD
$499
American Airlines Logo
American Airlines

09/12/25

ORD
20h 37m
MIA

09/13/25

STI
American Airlines Logo
American Airlines

09/19/25

STI
11h 20m
MIA

09/19/25

ORD
$507
American Airlines Logo
American Airlines

09/12/25

ORD
20h 37m
MIA

09/13/25

STI
American Airlines Logo
American Airlines

09/19/25

STI
19h 13m
MIA
DCA

09/20/25

ORD
$511
American Airlines Logo
American Airlines

09/12/25

ORD
20h 37m
MIA

09/13/25

STI
American Airlines Logo
American Airlines

09/19/25

STI
10h 43m
MIA
CLT

09/19/25

ORD
$511
American Airlines Logo
American Airlines

09/12/25

ORD
20h 37m
MIA

09/13/25

STI
American Airlines Logo
American Airlines

09/19/25

STI
11h 19m
MIA
DCA

09/19/25

ORD
$511
American Airlines Logo
American Airlines

09/12/25

ORD
20h 37m
MIA

09/13/25

STI
American Airlines Logo
American Airlines

09/19/25

STI
22h 14m
MIA
CLT

09/20/25

ORD
$511
American Airlines Logo
American Airlines

09/12/25

ORD
16h 12m
MIA

09/13/25

STI
American Airlines Logo
American Airlines

09/19/25

STI
23h 1m
MIA
CLT

09/20/25

ORD
$517
JetBlue Logo
JetBlue

09/12/25

ORD
8h 50m
JFK

09/12/25

STI
JetBlue Logo
JetBlue

09/19/25

STI
20h 44m
JFK
BOS

09/20/25

ORD
$520
JetBlue Logo
JetBlue

09/12/25

ORD
13h 42m
JFK

09/12/25

STI
JetBlue Logo
JetBlue

09/19/25

STI
20h 44m
JFK
BOS

09/20/25

ORD
$520
JetBlue Logo
JetBlue

09/12/25

ORD
8h 50m
JFK

09/12/25

STI
JetBlue Logo
JetBlue

09/19/25

STI
18h 26m
JFK
BOS

09/20/25

ORD
$520
JetBlue Logo
JetBlue

09/12/25

ORD
10h 19m
JFK

09/12/25

STI
JetBlue Logo
JetBlue

09/19/25

STI
20h 44m
JFK
BOS

09/20/25

ORD
$520
JetBlue Logo
JetBlue

09/12/25

ORD
13h 42m
JFK

09/12/25

STI
JetBlue Logo
JetBlue

09/19/25

STI
18h 26m
JFK
BOS

09/20/25

ORD
$520
JetBlue Logo
JetBlue

09/12/25

ORD
10h 19m
JFK

09/12/25

STI
JetBlue Logo
JetBlue

09/19/25

STI
18h 26m
JFK
BOS

09/20/25

ORD
$520
United Airlines Logo
United Airlines

09/12/25

ORD
14h 49m
EWR

09/13/25

STI
United Airlines Logo
United Airlines

09/19/25

STI
18h 14m
EWR

09/20/25

ORD
$522
United Airlines Logo
United Airlines

09/12/25

ORD
15h 42m
EWR

09/13/25

STI
United Airlines Logo
United Airlines

09/19/25

STI
17h 15m
EWR

09/20/25

ORD
$522
United Airlines Logo
United Airlines

09/12/25

ORD
17h 57m
EWR

09/13/25

STI
United Airlines Logo
United Airlines

09/19/25

STI
18h 14m
EWR

09/20/25

ORD
$522
United Airlines Logo
United Airlines

09/12/25

ORD
14h 49m
EWR

09/13/25

STI
United Airlines Logo
United Airlines

09/19/25

STI
17h 15m
EWR

09/20/25

ORD
$522
United Airlines Logo
United Airlines

09/12/25

ORD
17h 57m
EWR

09/13/25

STI
United Airlines Logo
United Airlines

09/19/25

STI
17h 15m
EWR

09/20/25

ORD
$522
United Airlines Logo
United Airlines

09/12/25

ORD
17h 4m
EWR

09/13/25

STI
United Airlines Logo
United Airlines

09/19/25

STI
17h 15m
EWR

09/20/25

ORD
$522
United Airlines Logo
United Airlines

09/12/25

ORD
17h 4m
EWR

09/13/25

STI
United Airlines Logo
United Airlines

09/19/25

STI
18h 14m
EWR

09/20/25

ORD
$522

Top Deals on flights from Chicago to Santiago

Chicago, US (CHI) - Santiago, DO (STI)

Spirit Airlines Logo
Spirit Airlines

Sep 8

ORD
16h 19m
FLL

Sep 9

STI

as low as

$144

Chicago, US (CHI) - Santiago, DO (STI)

JetBlue Logo
JetBlue

Sep 8

ORD
11h 19m
JFK

Sep 8

STI

as low as

$199

Chicago, US (CHI) - Santiago, DO (STI)

 Logo

Sep 12

ORD
8h 31m
JFK

Sep 12

STI

as low as

$199

Chicago, US (CHI) - Santiago, DO (STI)

Spirit Airlines Logo
Spirit Airlines

Aug 26

ORD
13h 3m
FLL

Aug 27

STI

as low as

$238

Chicago, US (CHI) - Santiago, DO (STI)

American Airlines Logo
American Airlines

Sep 8

ORD
17h 2m
MIA

Sep 9

STI

as low as

$242

Chicago, US (CHI) - Santiago, DO (STI)

American Airlines Logo
American Airlines

Sep 8

ORD
19h 27m
DCA
MIA

Sep 9

STI

as low as

$248

Chicago, US (CHI) - Santiago, DO (STI)

United Airlines Logo
United Airlines

Sep 8

ORD
18h 4m
EWR

Sep 9

STI

as low as

$259

Chicago, US (CHI) - Santiago, DO (STI)

Spirit Airlines Logo
Spirit Airlines

Aug 29

ORD
13h 3m
FLL

Aug 30

STI

as low as

$278

Chicago, US (CHI) - Santiago, DO (STI)

JetBlue Logo
JetBlue

Sep 8

ORD
18h 30m
BOS
JFK

Sep 9

STI

as low as

$289

Chicago, US (CHI) - Santiago, DO (STI)

 Logo

Aug 29

ORD
8h 49m
JFK

Aug 29

STI

as low as

$352

Chicago, US (CHI) - Santiago, DO (STI)

American Airlines Logo
American Airlines

Aug 29

ORD
13h 48m
MIA

Aug 29

STI

as low as

$380

Chicago, US (CHI) - Santiago, DO (STI)

United Airlines Logo
United Airlines

Aug 29

ORD
30h 11m
EWR

Aug 31

STI

as low as

$434

Frequently Asked Questions

What is the time difference between destination and arrival?
The time difference between Chicago and Santiago is typically 2 hours, with Santiago being 2 hours ahead of Chicago.
Is there a direct flight from Chicago to Santiago?
There is no direct flight from Chicago to Santiago. The available options are 1 stop flights from Chicago O'Hare Airport to Cibao International Airport with Spirit Airlines ($343), American Airlines ($495), JetBlue ($520), and United Airlines ($522).
Are there convenient layover flights from Chicago to Santiago?
Yes, convenient layover flights from Chicago to Santiago include Spirit Airlines at $343, American Airlines at $495, JetBlue at $520, and United Airlines at $522.
What are the most convenient layover airports for my flight?
Consider layovers at Miami International Airport with American Airlines, Fort Lauderdale-Hollywood International Airport with Spirit, New York John F. Kennedy Airport with JetBlue, and Newark Liberty Airport with United Airlines.
What are the cheapest and fastest flights from Chicago to Santiago?
The cheapest flight is with Spirit Airlines priced at $343, taking 15 hours 19 minutes. The fastest is with American Airlines at $564, taking 6 hours 27 minutes.
What are all possible destination arrival airports?
The possible destination arrival airport is Cibao International Airport.
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