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Cheap flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros from $113

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 2/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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.
Spirit Airlines Logo
8:16 pm - 3:35 pm
ORD
-
STI
17h 19m
1 stop
Spirit Airlines Logo
3:41 pm - 11:47 pm
STI
-
ORD
9h 06m
1 stop
$241Spirit Airlines
Mon, Mar 2 - Mon, Mar 9
Spirit Airlines Logo
7:00 am - 2:33 pm
ORD
-
STI
6h 33m
1 stop
Spirit Airlines Logo
3:43 pm - 11:17 pm
STI
-
ORD
8h 34m
1 stop
$250Spirit Airlines
Mon, Mar 9 - Thu, Mar 12
Multiple Airlines Logo
1:27 pm - 2:35 pm
ORD
-
STI
24h 08m
1 stop
Multiple Airlines Logo
3:40 pm - 9:17 pm
STI
-
ORD
30h 37m
1 stop
$299Multiple Airlines
Mon, Apr 20 - Mon, Apr 27
Spirit Airlines Logo
5:15 am - 2:35 pm
ORD
-
STI
8h 20m
1 stop
Spirit Airlines Logo
3:40 pm - 11:41 pm
STI
-
ORD
9h 01m
1 stop
$304Spirit Airlines
Sun, Apr 19 - Fri, Apr 24
Spirit Airlines Logo
6:10 pm - 1:49 am
ORD
-
STI
6h 39m
1 stop
Spirit Airlines Logo
2:46 am - 11:17 am
STI
-
ORD
9h 31m
1 stop
$308Spirit Airlines
Mon, Mar 16 - Wed, Mar 18
Multiple Airlines Logo
6:51 pm - 3:35 pm
ORD
-
STI
18h 44m
2 stops
Multiple Airlines Logo
3:41 pm - 10:36 am
STI
-
ORD
19h 55m
1 stop
$312Multiple Airlines
Mon, Mar 2 - Mon, Mar 9
Spirit Airlines Logo
6:51 pm - 2:33 pm
ORD
-
STI
18h 42m
2 stops
Spirit Airlines Logo
3:43 pm - 11:17 pm
STI
-
ORD
8h 34m
1 stop
$321Spirit Airlines
Mon, Mar 9 - Thu, Mar 12
Spirit Airlines Logo
5:15 am - 2:35 pm
ORD
-
STI
8h 20m
1 stop
Spirit Airlines Logo
3:40 pm - 11:41 pm
STI
-
ORD
9h 01m
1 stop
$324Spirit Airlines
Mon, Apr 20 - Sat, Apr 25
Spirit Airlines Logo
6:10 pm - 1:49 am
ORD
-
STI
6h 39m
1 stop
Spirit Airlines Logo
2:46 am - 11:17 am
STI
-
ORD
9h 31m
1 stop
$328Spirit Airlines
Sat, Mar 14 - Fri, Mar 20
Spirit Airlines Logo
6:51 pm - 2:33 pm
ORD
-
STI
18h 42m
3 stops
Spirit Airlines Logo
3:43 pm - 11:17 pm
STI
-
ORD
8h 34m
1 stop
$329Spirit Airlines
Mon, Mar 9 - Thu, Mar 12

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
Mar 2
ORD8:16 pmChicago O'Hare Intl
17h 19m
1 stop
STI3:35 pmSantiago de los Caballeros
Mar 9
STI3:41 pmSantiago de los Caballeros
9h 06m
1 stop
ORD11:47 pmChicago O'Hare Intl
$241
Spirit Airlines
Mar 9
ORD7:00 amChicago O'Hare Intl
6h 33m
1 stop
STI2:33 pmSantiago de los Caballeros
Mar 12
STI3:43 pmSantiago de los Caballeros
8h 34m
1 stop
ORD11:17 pmChicago O'Hare Intl
$250
Spirit Airlines
Feb 11
ORD5:15 amChicago O'Hare Intl
8h 18m
1 stop
STI3:33 pmSantiago de los Caballeros
Feb 25
STI4:40 pmSantiago de los Caballeros
9h 07m
1 stop
ORD11:47 pmChicago O'Hare Intl
$281

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

Our best JetBlue deals on Chicago O'Hare Intl Airport to Santiago de los Caballeros flight tickets
JetBlue
Mar 2
ORD12:41 pmChicago O'Hare Intl
18h 40m
2 stops
STI9:21 amSantiago de los Caballeros
Mar 9
STI9:22 amSantiago de los Caballeros
27h 26m
2 stops
ORD11:48 amChicago O'Hare Intl
$405
JetBlue
May 1
ORD8:31 amChicago O'Hare Intl
14h 56m
1 stop
STI12:27 amSantiago de los Caballeros
May 4
STI8:35 pmSantiago de los Caballeros
14h 13m
1 stop
ORD9:48 amChicago O'Hare Intl
$546

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 February 3, 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

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 3/2

8:16 pm-3:35 pm

1 stop17h 19m

Santiago de los Caballeros

Mon 3/9

3:41 pm-11:47 pm

1 stop9h 06m

$241

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 3/9

7:00 am-2:33 pm

1 stop6h 33m

Santiago de los Caballeros

Thu 3/12

3:43 pm-11:17 pm

1 stop8h 34m

$250

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 4/20

1:27 pm-2:35 pm

1 stop24h 08m

Santiago de los Caballeros

Mon 4/27

3:40 pm-9:17 pm

1 stop30h 37m

$299

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sun 4/19

5:15 am-2:35 pm

1 stop8h 20m

Santiago de los Caballeros

Fri 4/24

3:40 pm-11:41 pm

1 stop9h 01m

$304

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 3/16

6:10 pm-1:49 am

1 stop6h 39m

Santiago de los Caballeros

Wed 3/18

2:46 am-11:17 am

1 stop9h 31m

$308

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 3/2

6:51 pm-3:35 pm

2 stops18h 44m

Santiago de los Caballeros

Mon 3/9

3:41 pm-10:36 am

1 stop19h 55m

$312

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 3/9

6:51 pm-2:33 pm

2 stops18h 42m

Santiago de los Caballeros

Thu 3/12

3:43 pm-11:17 pm

1 stop8h 34m

$321

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 4/20

5:15 am-2:35 pm

1 stop8h 20m

Santiago de los Caballeros

Sat 4/25

3:40 pm-11:41 pm

1 stop9h 01m

$324

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 3/14

6:10 pm-1:49 am

1 stop6h 39m

Santiago de los Caballeros

Fri 3/20

2:46 am-11:17 am

1 stop9h 31m

$328

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 3/9

6:51 pm-2:33 pm

3 stops18h 42m

Santiago de los Caballeros

Thu 3/12

3:43 pm-11:17 pm

1 stop8h 34m

$329

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 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 October. Flight prices, which tend to average around $356, 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 October, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $416.

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 13m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Santiago de los Caballeros takes 6h 13m
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

  • 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 13m 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
United AirlinesPriceFrom $226Free CancellationRating
7.4
9,236 reviews
Search United Airlines flights
JetBluePriceFrom $255Free CancellationRating
7.2
2,893 reviews
Search JetBlue flights
Spirit AirlinesPriceFrom $298Free CancellationRating
6.3
8,404 reviews
Search Spirit Airlines flights
DeltaPriceFrom $356Free CancellationRating
7.9
8,138 reviews
Search Delta flights
American AirlinesPriceFrom $437Free CancellationRating
7.2
11,216 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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