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Cheap flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros from $208

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Santiago de los Caballeros departing on 6/22. 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
0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
8:00 pm - 9:54 am
ORD
-
STI
12h 54m
1 stop
Frontier Logo
11:09 am - 6:47 pm
STI
-
ORD
8h 38m
1 stop
$432Frontier
Mon, Jun 8 - Sun, Jun 14
Spirit Airlines Logo
5:05 am - 2:12 pm
ORD
-
STI
8h 07m
1 stop
Spirit Airlines Logo
3:17 pm - 11:15 pm
STI
-
ORD
8h 58m
1 stop
$449Spirit Airlines
Sat, May 16 - Sat, May 23
Spirit Airlines Logo
5:10 am - 2:45 pm
ORD
-
STI
8h 35m
1 stop
Spirit Airlines Logo
3:52 pm - 11:59 pm
STI
-
ORD
9h 07m
1 stop
$466Spirit Airlines
Sat, Jun 20 - Sat, Jul 4
Spirit Airlines Logo
5:10 am - 2:45 pm
ORD
-
STI
8h 35m
1 stop
Spirit Airlines Logo
3:52 pm - 11:59 pm
STI
-
ORD
9h 07m
1 stop
$476Spirit Airlines
Sat, Jun 20 - Sat, Jul 4
American Airlines Logo
6:55 am - 9:13 pm
ORD
-
STI
13h 18m
2 stops
American Airlines Logo
3:39 pm - 12:19 am
STI
-
ORD
9h 40m
1 stop
$492American Airlines
Tue, May 26 - Thu, Jun 11
Delta Logo
12:59 pm - 12:59 am
ORD
-
STI
11h 00m
1 stop
Delta Logo
6:00 am - 5:11 pm
STI
-
ORD
12h 11m
1 stop
$495Delta
Tue, May 26 - Thu, Jun 11
Spirit Airlines Logo
5:10 am - 2:45 pm
ORD
-
STI
8h 35m
1 stop
Spirit Airlines Logo
3:52 pm - 11:59 pm
STI
-
ORD
9h 07m
1 stop
$498Spirit Airlines
Sat, Jun 20 - Fri, Jun 26
Delta Logo
12:59 pm - 12:59 am
ORD
-
STI
11h 00m
1 stop
Delta Logo
6:00 am - 6:29 pm
STI
-
ORD
13h 29m
2 stops
$500Delta
Tue, May 26 - Thu, Jun 11
Delta Logo
12:59 pm - 12:59 am
ORD
-
STI
11h 00m
1 stop
Delta Logo
6:00 am - 5:11 pm
STI
-
ORD
12h 11m
1 stop
$510Delta
Tue, May 26 - Thu, Jun 11
Delta Logo
12:59 pm - 12:59 am
ORD
-
STI
11h 00m
1 stop
Delta Logo
6:00 am - 6:42 pm
STI
-
ORD
13h 42m
2 stops
$515Delta
Tue, May 26 - Thu, Jun 11

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Spirit Airlines flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros

Our best Spirit Airlines deals on Chicago O'Hare Intl Airport to Santiago de los Caballeros flight tickets
Spirit Airlines
May 16
ORD5:05 amChicago O'Hare Intl
8h 07m
1 stop
STI2:12 pmSantiago de los Caballeros
May 23
STI3:17 pmSantiago de los Caballeros
8h 58m
1 stop
ORD11:15 pmChicago O'Hare Intl
$449
Spirit Airlines
Jun 20
ORD5:10 amChicago O'Hare Intl
8h 35m
1 stop
STI2:45 pmSantiago de los Caballeros
Jul 4
STI3:52 pmSantiago de los Caballeros
9h 07m
1 stop
ORD11:59 pmChicago O'Hare Intl
$466
Spirit Airlines
Jun 20
ORD5:10 amChicago O'Hare Intl
8h 35m
1 stop
STI2:45 pmSantiago de los Caballeros
Jul 4
STI3:52 pmSantiago de los Caballeros
9h 07m
1 stop
ORD11:59 pmChicago O'Hare Intl
$476

Delta flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros

Our best Delta deals on Chicago O'Hare Intl Airport to Santiago de los Caballeros flight tickets
Delta
May 26
ORD12:59 pmChicago O'Hare Intl
11h 00m
1 stop
STI12:59 amSantiago de los Caballeros
Jun 11
STI6:00 amSantiago de los Caballeros
12h 11m
1 stop
ORD5:11 pmChicago O'Hare Intl
$510
Delta
May 26
ORD12:59 pmChicago O'Hare Intl
11h 00m
1 stop
STI12:59 amSantiago de los Caballeros
Jun 11
STI6:00 amSantiago de los Caballeros
11h 26m
2 stops
ORD4:26 pmChicago O'Hare Intl
$515
Delta
May 11
ORD11:26 amChicago O'Hare Intl
12h 33m
2 stops
STI12:59 amSantiago de los Caballeros
May 29
STI6:00 amSantiago de los Caballeros
13h 05m
2 stops
ORD6:05 pmChicago O'Hare Intl
$525

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros 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 May 5, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 6/8

8:00 pm-9:54 am

1 stop12h 54m

Santiago de los Caballeros

Sun 6/14

11:09 am-6:47 pm

1 stop8h 38m

$432
Quickest round-trip

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 5/16

5:05 am-2:12 pm

1 stop8h 07m

Santiago de los Caballeros

Sat 5/23

3:17 pm-11:15 pm

1 stop8h 58m

$449

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 6/20

5:10 am-2:45 pm

1 stop8h 35m

Santiago de los Caballeros

Sat 7/4

3:52 pm-11:59 pm

1 stop9h 07m

$466

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 6/20

5:10 am-2:45 pm

1 stop8h 35m

Santiago de los Caballeros

Sat 7/4

3:52 pm-11:59 pm

1 stop9h 07m

$476

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Tue 5/26

6:55 am-9:13 pm

2 stops13h 18m

Santiago de los Caballeros

Thu 6/11

3:39 pm-12:19 am

1 stop9h 40m

$492

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Tue 5/26

12:59 pm-12:59 am

1 stop11h 00m

Santiago de los Caballeros

Thu 6/11

6:00 am-5:11 pm

1 stop12h 11m

$495

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 6/20

5:10 am-2:45 pm

1 stop8h 35m

Santiago de los Caballeros

Fri 6/26

3:52 pm-11:59 pm

1 stop9h 07m

$498

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Tue 5/26

12:59 pm-12:59 am

1 stop11h 00m

Santiago de los Caballeros

Thu 6/11

6:00 am-6:29 pm

2 stops13h 29m

$500

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Tue 5/26

12:59 pm-12:59 am

1 stop11h 00m

Santiago de los Caballeros

Thu 6/11

6:00 am-5:11 pm

1 stop12h 11m

$510

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Tue 5/26

12:59 pm-12:59 am

1 stop11h 00m

Santiago de los Caballeros

Thu 6/11

6:00 am-6:42 pm

2 stops13h 42m

$515

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 O'Hare Intl Airport 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 typical price of a round-trip flight between Chicago O'Hare Intl Airport and Santiago de los Caballeros?

What is the cheapest month to fly to Santiago de los Caballeros?

The cheapest month to fly to Santiago de los Caballeros from Chicago O'Hare Intl Airport is in February. Flight prices, which tend to average around $332, 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 October is also cheap. Prices for this month can be found on momondo for an average of $356.

How have Chicago O'Hare Intl Airport to Santiago de los Caballeros flight prices changed over time?

When to book flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport 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 O'Hare Intl Airport to Santiago de los Caballeros (ORD to STI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Santiago de los Caballeros

Fastest flight time

6h 36m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Santiago de los Caballeros takes 6h 36m
There are no direct flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros. There are no popular flight routes from Chicago O'Hare Intl Airport to Santiago de los Caballeros.
Search flight deals

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Santiago de los Caballeros

  • How far is Chicago O'Hare Intl to Santiago de los Caballeros by plane?

    There are 1852.8 mi between Chicago O'Hare Intl and Santiago de los Caballeros. 6h 36m is a normal flight duration for this route.

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

    Prices for flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros Airport are refreshed on a daily basis.

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

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

Best airlines flying from Chicago O'Hare Intl Airport to Santiago de los Caballeros

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Santiago de los Caballeros with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $298Free CancellationRating
6.3
8,634 reviews
Search Spirit Airlines flights
DeltaPriceFrom $356Free CancellationRating
7.9
8,459 reviews
Search Delta flights
American AirlinesPriceFrom $445Free CancellationRating
7.1
11,670 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?

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 Chicago to Santiago de los Caballeros for 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 offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Santiago de los Caballeros.

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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