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Cheap flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros from $143

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 4/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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
5:05 am - 2:23 pm
ORD
-
STI
8h 18m
1 stop
Spirit Airlines Logo
3:07 pm - 12:24 am
STI
-
ORD
10h 17m
1 stop
$265Spirit Airlines
Tue, Apr 14 - Sat, Apr 18
Spirit Airlines Logo
5:05 am - 2:23 pm
ORD
-
STI
8h 18m
1 stop
Spirit Airlines Logo
3:07 pm - 8:05 am
STI
-
ORD
17h 58m
2 stops
$349Spirit Airlines
Tue, Apr 14 - Sat, Apr 18
Spirit Airlines Logo
5:05 am - 2:02 pm
ORD
-
STI
7h 57m
1 stop
Spirit Airlines Logo
4:15 pm - 11:15 pm
STI
-
ORD
8h 00m
1 stop
$366Spirit Airlines
Fri, May 1 - Fri, May 8
Spirit Airlines Logo
7:15 pm - 2:02 pm
ORD
-
STI
17h 47m
1 stop
Spirit Airlines Logo
4:15 pm - 11:15 pm
STI
-
ORD
8h 00m
1 stop
$372Spirit Airlines
Fri, May 1 - Fri, May 8
Spirit Airlines Logo
7:15 pm - 2:02 pm
ORD
-
STI
17h 47m
1 stop
Spirit Airlines Logo
3:07 pm - 12:24 am
STI
-
ORD
10h 17m
1 stop
$380Spirit Airlines
Fri, Apr 24 - Mon, Apr 27
Spirit Airlines Logo
7:15 pm - 2:02 pm
ORD
-
STI
17h 47m
1 stop
Spirit Airlines Logo
4:15 pm - 11:15 pm
STI
-
ORD
8h 00m
1 stop
$391Spirit Airlines
Fri, May 1 - Fri, May 8
Spirit Airlines Logo
5:05 am - 2:02 pm
ORD
-
STI
7h 57m
1 stop
Spirit Airlines Logo
3:17 pm - 11:15 pm
STI
-
ORD
8h 58m
1 stop
$395Spirit Airlines
Sat, May 2 - Sat, May 9
Spirit Airlines Logo
5:05 am - 2:02 pm
ORD
-
STI
7h 57m
1 stop
Spirit Airlines Logo
3:17 pm - 11:15 pm
STI
-
ORD
8h 58m
1 stop
$406Spirit Airlines
Sat, May 2 - Sat, May 9
Multiple Airlines Logo
3:05 pm - 3:20 pm
ORD
-
STI
23h 15m
1 stop
Multiple Airlines Logo
4:15 pm - 7:55 am
STI
-
ORD
16h 40m
2 stops
$411Multiple Airlines
Thu, May 7 - Mon, May 11
Spirit Airlines Logo
5:05 am - 2:02 pm
ORD
-
STI
7h 57m
1 stop
Spirit Airlines Logo
3:07 pm - 12:24 am
STI
-
ORD
10h 17m
1 stop
$413Spirit Airlines
Fri, Apr 17 - Mon, Apr 20

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

Our best American Airlines deals on Chicago O'Hare Intl Airport to Santiago de los Caballeros flight tickets
American Airlines
May 2
ORD7:00 pmChicago O'Hare Intl
16h 23m
1 stop
STI12:23 pmSantiago de los Caballeros
May 7
STI1:32 pmSantiago de los Caballeros
11h 53m
1 stop
ORD12:25 amChicago O'Hare Intl
$446
American Airlines
May 2
ORD8:46 pmChicago O'Hare Intl
14h 37m
2 stops
STI12:23 pmSantiago de los Caballeros
May 7
STI1:32 pmSantiago de los Caballeros
11h 53m
1 stop
ORD12:25 amChicago O'Hare Intl
$451
American Airlines
May 1
ORD7:00 pmChicago O'Hare Intl
16h 23m
1 stop
STI12:23 pmSantiago de los Caballeros
May 8
STI1:32 pmSantiago de los Caballeros
23h 39m
1 stop
ORD12:11 pmChicago O'Hare Intl
$477

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
ORD6:07 amChicago O'Hare Intl
17h 52m
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
$458
Delta
May 26
ORD6:07 amChicago O'Hare Intl
17h 52m
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
$459
Delta
May 26
ORD6:07 amChicago O'Hare Intl
17h 52m
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
$460

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 April 4, 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

Tue 4/14

5:05 am-2:23 pm

1 stop8h 18m

Santiago de los Caballeros

Sat 4/18

3:07 pm-12:24 am

1 stop10h 17m

$265

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Tue 4/14

5:05 am-2:23 pm

1 stop8h 18m

Santiago de los Caballeros

Sat 4/18

3:07 pm-8:05 am

2 stops17h 58m

$349
Quickest round-trip

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 5/1

5:05 am-2:02 pm

1 stop7h 57m

Santiago de los Caballeros

Fri 5/8

4:15 pm-11:15 pm

1 stop8h 00m

$366

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 5/1

7:15 pm-2:02 pm

1 stop17h 47m

Santiago de los Caballeros

Fri 5/8

4:15 pm-11:15 pm

1 stop8h 00m

$372

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 4/24

7:15 pm-2:02 pm

1 stop17h 47m

Santiago de los Caballeros

Mon 4/27

3:07 pm-12:24 am

1 stop10h 17m

$380

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 5/1

7:15 pm-2:02 pm

1 stop17h 47m

Santiago de los Caballeros

Fri 5/8

4:15 pm-11:15 pm

1 stop8h 00m

$391

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 5/2

5:05 am-2:02 pm

1 stop7h 57m

Santiago de los Caballeros

Sat 5/9

3:17 pm-11:15 pm

1 stop8h 58m

$395

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 5/2

5:05 am-2:02 pm

1 stop7h 57m

Santiago de los Caballeros

Sat 5/9

3:17 pm-11:15 pm

1 stop8h 58m

$406

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Thu 5/7

3:05 pm-3:20 pm

1 stop23h 15m

Santiago de los Caballeros

Mon 5/11

4:15 pm-7:55 am

2 stops16h 40m

$411

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 4/17

5:05 am-2:02 pm

1 stop7h 57m

Santiago de los Caballeros

Mon 4/20

3:07 pm-12:24 am

1 stop10h 17m

$413

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 39m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Santiago de los Caballeros takes 6h 39m
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 39m 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
JetBluePriceFrom $255Free CancellationRating
7.2
2,913 reviews
Search JetBlue flights
Spirit AirlinesPriceFrom $298Free CancellationRating
6.3
8,590 reviews
Search Spirit Airlines flights
DeltaPriceFrom $356Free CancellationRating
7.9
8,384 reviews
Search Delta flights
American AirlinesPriceFrom $395Free CancellationRating
7.1
11,561 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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