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Cheap flights from Chicago to Santiago de los Caballeros from $193

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Santiago de los Caballeros

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
9:06 pm - 1:32 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
14h 26m2 stops Charlotte Douglas Miami
American Airlines Logo
3:20 pm - 8:00 amSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
18h 40m1 stop Philadelphia
$735American Airlines
Mon, Nov 30 - Thu, Dec 31
Delta Logo
7:00 am - 12:56 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
15h 56m2 stops Detroit Metropolitan Wayne County New York John F Kennedy Intl
Delta Logo
6:38 am - 6:47 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
14h 09m2 stops New York John F Kennedy Intl Atlanta Hartsfield-Jackson
$738Delta
Sat, Jan 16 - Sat, Jan 23
Delta Logo
9:59 am - 12:59 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
13h 00m2 stops Minneapolis St Paul New York John F Kennedy Intl
Delta Logo
7:00 am - 8:17 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
15h 17m2 stops New York John F Kennedy Intl Detroit Metropolitan Wayne County
$742Delta
Mon, Nov 23 - Fri, Nov 27
American Airlines Logo
9:30 pm - 1:22 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
13h 52m2 stops Philadelphia Miami
American Airlines Logo
2:12 pm - 11:59 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
11h 47m2 stops Miami Dallas/Fort Worth
$780American Airlines
Sat, Jan 16 - Sat, Jan 23
Delta Logo
6:00 am - 11:50 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
15h 50m1 stop New York John F Kennedy Intl
Delta Logo
6:35 am - 5:34 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
11h 59m1 stop New York John F Kennedy Intl
$783Delta
Sat, Mar 6 - Sat, Mar 20
American Airlines Logo
9:06 pm - 1:24 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
14h 18m2 stops Charlotte Douglas Miami
American Airlines Logo
5:02 pm - 8:00 amSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
16h 58m1 stop Miami
$796American Airlines
Wed, Dec 2 - Sun, Dec 6
American Airlines Logo
5:00 am - 10:28 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
16h 28m1 stop Miami
American Airlines Logo
6:10 am - 6:29 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
13h 19m1 stop Miami
$821American Airlines
Fri, Mar 19 - Thu, Mar 25
JetBlue Logo
2:47 pm - 12:59 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
8h 12m1 stop Fort Lauderdale
JetBlue Logo
2:42 pm - 11:47 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
11h 05m1 stop Fort Lauderdale
$1,001JetBlue
Sun, Dec 20 - Sun, Jan 17
JetBlue Logo
2:47 pm - 12:59 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
8h 12m1 stop Fort Lauderdale
JetBlue Logo
6:01 am - 1:30 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
9h 29m1 stop Fort Lauderdale
$1,022JetBlue
Sun, Dec 20 - Fri, Jan 1
JetBlue Logo
2:47 pm - 12:59 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
8h 12m1 stop Fort Lauderdale
JetBlue Logo
6:01 am - 1:30 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
9h 29m1 stop Fort Lauderdale
$1,023JetBlue
Sun, Dec 20 - Fri, Jan 1

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American Airlines flights from Chicago to Santiago de los Caballeros

Our best American Airlines deals on Chicago to Santiago de los Caballeros flight tickets
American Airlines
Nov 30
ORD9:06 pmChicago O'Hare Intl
14h 26m
2 stops
STI1:32 pmSantiago de los Caballeros
Dec 31
STI3:20 pmSantiago de los Caballeros
18h 40m
1 stop
ORD8:00 amChicago O'Hare Intl
$735
American Airlines
Dec 2
ORD9:06 pmChicago O'Hare Intl
14h 18m
2 stops
STI1:24 pmSantiago de los Caballeros
Dec 6
STI5:02 pmSantiago de los Caballeros
16h 58m
1 stop
ORD8:00 amChicago O'Hare Intl
$796
American Airlines
Mar 19
ORD5:00 amChicago O'Hare Intl
16h 28m
1 stop
STI10:28 pmSantiago de los Caballeros
Mar 25
STI6:10 amSantiago de los Caballeros
13h 19m
1 stop
ORD6:29 pmChicago O'Hare Intl
$821

Delta flights from Chicago to Santiago de los Caballeros

Our best Delta deals on Chicago to Santiago de los Caballeros flight tickets
Delta
Jan 16
ORD7:00 amChicago O'Hare Intl
15h 56m
2 stops
STI12:56 amSantiago de los Caballeros
Jan 23
STI6:38 amSantiago de los Caballeros
14h 09m
2 stops
ORD6:47 pmChicago O'Hare Intl
$738
Delta
Mar 6
ORD6:00 amChicago O'Hare Intl
15h 50m
1 stop
STI11:50 pmSantiago de los Caballeros
Mar 20
STI6:35 amSantiago de los Caballeros
11h 59m
1 stop
ORD5:34 pmChicago O'Hare Intl
$783
Delta
Jan 16
ORD7:00 amChicago O'Hare Intl
15h 56m
2 stops
STI12:56 amSantiago de los Caballeros
Jan 23
STI6:38 amSantiago de los Caballeros
14h 09m
2 stops
ORD6:47 pmChicago O'Hare Intl
$817

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago to Santiago de los Caballeros that are best for you.

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Price

Cheapest round-trip

ChicagoSantiago de los Caballeros

ORD Chicago O'Hare Intl - STI Santiago de los Caballeros

ORDSTI

Chicago O'Hare Intl

Mon 11/30

9:06 pm-1:32 pm

2 stops14h 26m

Santiago de los Caballeros

Thu 12/31

3:20 pm-8:00 am

1 stop18h 40m

$735

ChicagoSantiago de los Caballeros

ORD Chicago O'Hare Intl - STI Santiago de los Caballeros

ORDSTI

Chicago O'Hare Intl

Sat 1/16

7:00 am-12:56 am

2 stops15h 56m

Santiago de los Caballeros

Sat 1/23

6:38 am-6:47 pm

2 stops14h 09m

$738

ChicagoSantiago de los Caballeros

ORD Chicago O'Hare Intl - STI Santiago de los Caballeros

ORDSTI

Chicago O'Hare Intl

Mon 11/23

9:59 am-12:59 am

2 stops13h 00m

Santiago de los Caballeros

Fri 11/27

7:00 am-8:17 pm

2 stops15h 17m

$742

ChicagoSantiago de los Caballeros

ORD Chicago O'Hare Intl - STI Santiago de los Caballeros

ORDSTI

Chicago O'Hare Intl

Sat 1/16

9:30 pm-1:22 pm

2 stops13h 52m

Santiago de los Caballeros

Sat 1/23

2:12 pm-11:59 pm

2 stops11h 47m

$780

ChicagoSantiago de los Caballeros

ORD Chicago O'Hare Intl - STI Santiago de los Caballeros

ORDSTI

Chicago O'Hare Intl

Sat 3/6

6:00 am-11:50 pm

1 stop15h 50m

Santiago de los Caballeros

Sat 3/20

6:35 am-5:34 pm

1 stop11h 59m

$783

ChicagoSantiago de los Caballeros

ORD Chicago O'Hare Intl - STI Santiago de los Caballeros

ORDSTI

Chicago O'Hare Intl

Wed 12/2

9:06 pm-1:24 pm

2 stops14h 18m

Santiago de los Caballeros

Sun 12/6

5:02 pm-8:00 am

1 stop16h 58m

$796

ChicagoSantiago de los Caballeros

ORD Chicago O'Hare Intl - STI Santiago de los Caballeros

ORDSTI

Chicago O'Hare Intl

Fri 3/19

5:00 am-10:28 pm

1 stop16h 28m

Santiago de los Caballeros

Thu 3/25

6:10 am-6:29 pm

1 stop13h 19m

$821

ChicagoSantiago de los Caballeros

ORD Chicago O'Hare Intl - STI Santiago de los Caballeros

ORDSTI

Chicago O'Hare Intl

Sun 12/20

2:47 pm-12:59 am

1 stop8h 12m

Santiago de los Caballeros

Sun 1/17

2:42 pm-11:47 pm

1 stop11h 05m

$1,001
Quickest round-trip

ChicagoSantiago de los Caballeros

ORD Chicago O'Hare Intl - STI Santiago de los Caballeros

ORDSTI

Chicago O'Hare Intl

Sun 12/20

2:47 pm-12:59 am

1 stop8h 12m

Santiago de los Caballeros

Fri 1/1

6:01 am-1:30 pm

1 stop9h 29m

$1,022

ChicagoSantiago de los Caballeros

ORD Chicago O'Hare Intl - STI Santiago de los Caballeros

ORDSTI

Chicago O'Hare Intl

Sun 12/20

2:47 pm-12:59 am

1 stop8h 12m

Santiago de los Caballeros

Fri 1/1

6:01 am-1:30 pm

1 stop9h 29m

$1,023

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 Santiago de los Caballeros from

How to get the cheapest flight ticket from Chicago to Santiago de los Caballeros

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 Santiago de los Caballeros?

The cheapest month to fly to Santiago de los Caballeros from Chicago is in February. Flight prices, which tend to average around $392, are often lower during this time because this is during the off-season. If you aren’t able to travel to Santiago de los Caballeros during the month of February, then flying in March is also cheap. Prices for this month can be found on momondo for an average of $439.

Can stopping save me money on Chicago to Santiago de los Caballeros flights?

You could potentially save up to 19% on your flight if you consider stops on a Chicago to Santiago de los Caballeros flight.

When to book flights from Chicago to Santiago de los Caballeros

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Santiago de los Caballeros according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Santiago de los Caballeros (CHI to STI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Santiago de los Caballeros

Best Price Found

$193

Fastest flight time

7h 25m

Direct flights

None
The best one-way flight to Santiago de los Caballeros from Chicago in the past 72 hours is $193. The best round-trip flight deal from Chicago to Santiago de los Caballeros found on momondo in the last 72 hours is $735.
The fastest flight from Chicago to Santiago de los Caballeros takes 7h 25m
There are no direct flights from Chicago to Santiago de los Caballeros. There are no popular flight routes from Chicago to Santiago de los Caballeros.
Search flight deals

Frequently asked questions about flying from Chicago to Santiago de los Caballeros

  • How far is Chicago to Santiago de los Caballeros by plane?

    The distance between Chicago and Santiago de los Caballeros is about 1838.3 mi. 7h 25m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago to Santiago de los Caballeros Airport?

    Prices for flights from Chicago to Santiago de los Caballeros Airport were last updated today.

  • How many operators does momondo search for flights from Chicago to Santiago de los Caballeros Airport?

  • How old do you have to be to fly from Chicago to Santiago de los Caballeros Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Santiago de los Caballeros Airport.

  • What documentation or ID do you need to fly to Santiago de los Caballeros Airport?

    The travel and health documents required for your trip to Santiago de los Caballeros Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Santiago de los Caballeros Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Chicago to Santiago de los Caballeros?

Best airlines flying from Chicago to Santiago de los Caballeros

Compare and see reviews for airlines that fly from Chicago to Santiago de los Caballeros with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $255Free CancellationRating
7.1
3,065 reviews
Search JetBlue flights
American AirlinesPriceFrom $407Free CancellationRating
7.0
12,233 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Santiago de los Caballeros?

It is quick and easy to find Chicago to Santiago de los Caballeros flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Santiago de los Caballeros that suits you.

Can I find flights from Chicago to Santiago de los Caballeros with flexible booking policies on momondo?

Flights from Chicago to Santiago de los Caballeros 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 Chicago to Santiago de los Caballeros?

momondo provides multiple filters to help you find the best flight to Santiago de los Caballeros from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Of course. momondo tracks the price of Chicago to Santiago de los Caballeros flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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