What are the cheapest airlines to fly from Chicago to Santiago de los Caballeros one-way?

For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $157. Users have also found prices from $182 and $237 on Delta and American Airlines, respectively.

What are the most popular airlines that fly from Chicago to Santiago de los Caballeros?

Before booking your flight from Chicago to Santiago de los Caballeros check out the most popular airlines for this route: American Airlines, JetBlue or Delta.

Can I find flights from Chicago to Santiago de los Caballeros for under $400 on Cheapflights?

Yes, there are multiple flights from Chicago to Santiago de los Caballeros for under $400. The cheapest flight booked recently is on Spirit Airlines for just $350, but on average you can expect to pay $379.

Which airlines flying from Chicago to Santiago de los Caballeros have flexible cancellations due to COVID-19?

Spirit Airlines, American Airlines, and JetBlue are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

What is the cheapest day to fly round-trip from Chicago to Santiago de los Caballeros?

Tuesday flights are generally found to be more expensive for flights from Chicago to Santiago de los Caballeros. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Santiago de los Caballeros.

How far in advance should I book a flight from Chicago to Santiago de los Caballeros?

Find a great deal and save up to 47% by booking at least 46 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago to Santiago de los Caballeros within the next two weeks, with the cheapest ticket starting at $615.

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

April can be a great time to fly to Santiago de los Caballeros from Chicago with a flight ticket averaging about $561. Cheapflights users have found deals in the month of April for as cheap as $360. The most expensive prices can be found in the month of December.

When is the cheapest time to fly from Chicago to Santiago de los Caballeros (CHI - STI)?

One of the essential ways to save on airfare from Chicago to Santiago de los Caballeros is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 35% on airfare.

What airport do you fly into for flights to Santiago de los Caballeros from Chicago?

For a flight from Chicago to Santiago de los Caballeros, you will be flying into Santiago. Santiago de los Caballeros (STI) is just 6.8 mi from the center of the city. Santiago is the only Santiago de los Caballeros airport and it handles 0 inbound flights from Chicago per day. 5 airlines have flights to Santiago de los Caballeros from Chicago on a regular basis.

Flights from Chicago, IL to Santiago de los Caballeros, the Dominican Republic from $157

Q: Are there last-minute flights available from Chicago to Santiago de los Caballeros for under $500?

There are currently 20+ open flights from Chicago to Santiago de los Caballeros within the next 7 days for less than $500.

How to find the cheapest flight from Chicago (CHI) to Santiago de los Caballeros (STI)

Popular in	December
Cheapest in	April
Round-trip from	$382
One-way from	$237

High demand for flights, 39% potential price rise

Search Deals

Best time to find cheap flights, 25% potential price drop

Search Deals

From Chicago (CHI) to Santiago de los Caballeros

Search Deals

One-way flight from Chicago (CHI) to Santiago de los Caballeros

Search Deals

CHI - STI Price	$382 - $954
STI Temperature	73.4 - 80.6 °F
STI Rainfall	3 - 11.6 inches

CHI - STI

Price

$382 - $954

STI

Temperature

73.4 - 80.6 °F

STI

Rainfall

3 - 11.6 inches

Cheap flights from Chicago to Santiago de los Caballeros in June, July 2023

Check out some of the best flight deals from Chicago to Santiago de los Caballeros in 2023. More deals are always being added, so be sure to check back regularly.

Jun 21 - Jul 2

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

11h 02m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$350

Spirit Airlines

Deal found 6/5

Jun 20 - Jul 2

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

17h 59m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$356

Spirit Airlines

Deal found 6/5

Jun 20 - Jul 2

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

1 stop

14h 04m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$363

Spirit Airlines

Deal found 6/5

Jun 21 - Jul 1

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

11h 02m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

7h 50m

$365

Spirit Airlines

Deal found 6/5

Jun 21 - Jun 30

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

11h 02m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$368

Spirit Airlines

Deal found 6/5

Jun 20 - Jul 1

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

17h 59m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

7h 50m

$371

Spirit Airlines

Deal found 6/5

Jun 20 - Jun 30

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

17h 59m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$374

Spirit Airlines

Deal found 6/5

Jun 21 - Jul 3

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

11h 02m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

2 stops

12h 53m

$377

Spirit Airlines

Deal found 6/5

Jun 19 - Jul 2

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

1 stop

14h 04m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$378

Spirit Airlines

Deal found 6/5

Chicago to Santiago de los Caballeros 2023 flight deals

Check out some of the best flight deals from Chicago to Santiago de los Caballeros in 2023. More deals are always being added, so be sure to check back regularly.

Jun 21 - Jul 2

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

11h 02m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$350

Spirit Airlines

Deal found 6/5

Jun 20 - Jul 2

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

17h 59m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$356

Spirit Airlines

Deal found 6/5

Jun 20 - Jul 2

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

1 stop

14h 04m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$363

Spirit Airlines

Deal found 6/5

Jun 21 - Jul 1

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

11h 02m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

7h 50m

$365

Spirit Airlines

Deal found 6/5

Jun 21 - Jun 30

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

11h 02m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$368

Spirit Airlines

Deal found 6/5

Jun 20 - Jul 1

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

17h 59m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

7h 50m

$371

Spirit Airlines

Deal found 6/5

Jun 20 - Jun 30

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

17h 59m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$374

Spirit Airlines

Deal found 6/5

Jun 21 - Jul 3

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

11h 02m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

2 stops

12h 53m

$377

Spirit Airlines

Deal found 6/5

Jun 19 - Jul 2

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

1 stop

14h 04m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$378

Spirit Airlines

Deal found 6/5

Cheap Spirit Airlines flights from Chicago to Santiago de los Caballeros

Find some of the cheapest Spirit Airlines flights traveling from Chicago to Santiago de los Caballeros. Deals update often to give you more flight options matching your criteria

Jun 21 - Jul 2

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

11h 02m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$350

Spirit Airlines

Deal found 6/5

Jun 20 - Jul 2

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

17h 59m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$356

Spirit Airlines

Deal found 6/5

Jun 20 - Jul 2

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

1 stop

14h 04m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$363

Spirit Airlines

Deal found 6/5

Jun 21 - Jul 1

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

11h 02m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

7h 50m

$365

Spirit Airlines

Deal found 6/5

Jun 21 - Jun 30

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

11h 02m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$368

Spirit Airlines

Deal found 6/5

Jun 20 - Jul 1

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

17h 59m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

7h 50m

$371

Spirit Airlines

Deal found 6/5

Jun 20 - Jun 30

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

17h 59m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$374

Spirit Airlines

Deal found 6/5

Jun 21 - Jul 3

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

11h 02m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

2 stops

12h 53m

$377

Spirit Airlines

Deal found 6/5

Jun 19 - Jul 2

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

1 stop

14h 04m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$378

Spirit Airlines

Deal found 6/5

Cheap American Airlines flights from Chicago to Santiago de los Caballeros

To aid your search, here are some of the cheapest American Airlines flights we've found from Chicago to Santiago de los Caballeros. Deals frequently update to provide users with more options.

Sep 14 - Sep 19

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

16h 37m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

2 stops

16h 57m

$390

American Airlines

Deal found 6/5

Jun 15 - Jun 18

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

1 stop

12h 16m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

17h 43m

$647

American Airlines

Deal found 6/5

Jun 15 - Jun 18

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

10h 38m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

15h 47m

$652

American Airlines

Deal found 6/5

Jun 15 - Jun 18

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

11h 53m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

15h 47m

$692

American Airlines

Deal found 6/6

Jun 15 - Jun 18

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

12h 21m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

2 stops

11h 32m

$787

American Airlines

Deal found 6/5

Jun 15 - Jun 18

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

11h 53m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

2 stops

11h 38m

$827

American Airlines

Deal found 6/6

Last minute flights from Chicago to Santiago de los Caballeros

Consider one of these great deals we found on last-minute flights from Chicago to Santiago de los Caballeros. Users should examine the flight details to ensure there are no surprises.

Jun 11 - Jun 16

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

1 stop

19h 49m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

7h 50m

$461

Spirit Airlines

Deal found 6/4

Jun 15 - Jun 17

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

11h 02m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

7h 50m

$496

Spirit Airlines

Deal found 6/6

Jun 16 - Jun 29

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

28h 01m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$500

Multiple Airlines

Deal found 6/5

Jun 15 - Jun 17

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

1 stop

19h 49m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

7h 50m

$503

Spirit Airlines

Deal found 6/6

Jun 15 - Jun 17

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

1 stop

19h 49m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

7h 50m

$506

Spirit Airlines

Deal found 6/5

Jun 11 - Jun 16

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

1 stop

19h 49m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

2 stops

17h 24m

$510

Spirit Airlines

Deal found 6/4

Jun 16 - Jun 29

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

1 stop

29h 30m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

16h 09m

$512

Spirit Airlines

Deal found 6/5

Jun 15 - Jun 17

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

11h 02m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

1 stop

7h 50m

$519

Spirit Airlines

Deal found 6/5

Jun 15 - Jun 17

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

11h 02m

STI

Santiago de los Caballeros

ORD

Chicago O'Hare Intl

2 stops

14h 20m

$540

Spirit Airlines

Deal found 6/5

One-way flights to Santiago de los Caballeros from Chicago

Take a look at some of the best available options we've come across on one-way flights from Chicago to Santiago de los Caballeros. Users needing a return flight from Chicago to Santiago de los Caballeros should utilize the search form above.

Jun 24

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

11h 02m

$157

Spirit Airlines

Deal found 6/5

Oct 11

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

14h 47m

$182

Delta

Deal found 6/5

Jun 24

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

3 stops

17h 59m

$183

Spirit Airlines

Deal found 6/5

Jun 24

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

1 stop

14h 04m

$185

Spirit Airlines

Deal found 6/5

Jul 11

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

19h 29m

$194

Spirit Airlines

Deal found 6/5

Jul 11

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

1 stop

19h 49m

$196

Spirit Airlines

Deal found 6/5

Jul 18

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

19h 29m

$197

Spirit Airlines

Deal found 6/5

Jul 18

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

1 stop

14h 04m

$198

Spirit Airlines

Deal found 6/5

Jul 6

ORD

Chicago O'Hare Intl

STI

Santiago de los Caballeros

2 stops

11h 02m

$210

Spirit Airlines

Deal found 6/5

Find flights from Chicago to Santiago de los Caballeros within your budget

Fly from

Fly to

Budget

$350 - $432

Route

Depart

Return

Price

Chicago O'Hare IntlSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 6/21

2 stops11h 02m

Santiago de los Caballeros

Sun 7/2

1 stop16h 09m

$350

Pick Dates

Chicago O'Hare IntlSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Tue 6/20

2 stops17h 59m

Santiago de los Caballeros

Sun 7/2

1 stop16h 09m

$356

Pick Dates

Chicago O'Hare IntlSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Tue 6/20

1 stop14h 04m

Santiago de los Caballeros

Sun 7/2

1 stop16h 09m

$363

Pick Dates

Chicago O'Hare IntlSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 6/21

2 stops11h 02m

Santiago de los Caballeros

Sat 7/1

1 stop7h 50m

$365

Pick Dates

Chicago O'Hare IntlSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 6/21

2 stops11h 02m

Santiago de los Caballeros

Fri 6/30

1 stop16h 09m

$368

Pick Dates

Chicago O'Hare IntlSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 9/13

1 stop15h 02m

Santiago de los Caballeros

Fri 9/22

1 stop11h 21m

$387

Pick Dates

Chicago O'Hare IntlSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Thu 9/14

2 stops16h 37m

Santiago de los Caballeros

Tue 9/19

2 stops16h 57m

$390

Pick Dates

Chicago O'Hare IntlSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Thu 7/6

2 stops28h 47m

Santiago de los Caballeros

Mon 7/10

1 stop7h 50m

$420

Pick Dates

Chicago MidwaySantiago de los Caballeros

MDW - STI

MDWSTI

Chicago Midway

Wed 9/13

2 stops17h 14m

Santiago de los Caballeros

Fri 9/22

2 stops21h 23m

$432

Pick Dates

Flights are sorted by cheapest first

Deals found on 6/5

Reviews of airlines servicing Santiago de los Caballeros

Read reviews from past customers who have flown Spirit Airlines, American Airlines and Delta from Chicago to Santiago de los Caballeros. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

2,393 reviews

Check prices

Reviews

1 / 10

Flights were on time with no delays, luggage arrived with the flight. I know the flights were short, but the only drinks offered were water, tea and coffee. It would’ve been nice to have the option to choose a soda, especially since I was in comfort class. The snacks were very small.

Delta

8.0

Very good

2,393 reviews

Delta

8.0

Very good

2,393 reviews

Check prices

Reviews

1 / 10

Flights were on time with no delays, luggage arrived with the flight. I know the flights were short, but the only drinks offered were water, tea and coffee. It would’ve been nice to have the option to choose a soda, especially since I was in comfort class. The snacks were very small.

American Airlines

7.3

Good

2,149 reviews

Delta

8.0

Very good

2,393 reviews

Check prices

Reviews

1 / 10

Flights were on time with no delays, luggage arrived with the flight. I know the flights were short, but the only drinks offered were water, tea and coffee. It would’ve been nice to have the option to choose a soda, especially since I was in comfort class. The snacks were very small.

Spirit Airlines

6.5

Okay

1,064 reviews

Delta

8.0

Very good

2,393 reviews

Check prices

Reviews

1 / 10

Flights were on time with no delays, luggage arrived with the flight. I know the flights were short, but the only drinks offered were water, tea and coffee. It would’ve been nice to have the option to choose a soda, especially since I was in comfort class. The snacks were very small.

Related info for your journey

Currently priced at $350, Spirit Airlines will fly you from Chicago to Santiago de los Caballeros and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and American Airlines - these airlines can fly you to your destination from $387 and $390, respectively. Users have found that Spirit Airlines is 37% cheaper than the other options available to this destination.

ORD stands for Chicago O'Hare Intl Airport, while STI stands for Santiago de los Caballeros Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

Top 5 airlines flying from Chicago to Santiago de los Caballeros

Airline	Cheapest	Average	Flexibility	On-time	COVID-19 safety
Spirit Airlines	Cheapest$362	Average$565	FlexibilityNo cancel fee	On-time65%	COVID-19 safety	Search Spirit Airlines flights
American Airlines	Cheapest$381	Average$807	FlexibilityNo cancel fee	On-time71%	COVID-19 safety	Search American Airlines flights
JetBlue	Cheapest$417	Average$605	FlexibilityNo cancel fee	On-time62%	COVID-19 safety	Search JetBlue flights
United Airlines	Cheapest$420	Average$704	FlexibilityNo cancel fee	On-time69%	COVID-19 safety	Search United Airlines flights
Delta	Cheapest$460	Average$590	FlexibilityNo cancel fee	On-timeN/A	COVID-19 safety	Search Delta flights

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Cheap flights from Chicago (CHI) to Santiago de los Caballeros (STI) from $157

This is the cheapest one-way flight price, found on 6/5. Prices may vary by date and flight preferences.

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Travel Smart

The best prices from Chicago to Santiago de los Caballeros are usually found in April or February, booked 48 days in advance, depart on a Friday or Thursday and return on a Tuesday

How to find the cheapest flight from Chicago (CHI) to Santiago de los Caballeros (STI)

All the information you need to plan the best CHI to STI flight in 2023: compare Chicago to Santiago de los Caballeros flight prices with the expected peak season, weather and rainfall in Santiago de los Caballeros.

Popular in

Cheapest in

Round-trip from

One-way from

What is the cheapest day to fly round-trip from Chicago to Santiago de los Caballeros?

How far in advance should I book a flight from Chicago to Santiago de los Caballeros?

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

When is the cheapest time to fly from Chicago to Santiago de los Caballeros (CHI - STI)?

Cheap flights from Chicago to Santiago de los Caballeros in June, July 2023

The best prices found for CHI to STI flights for June, July

Check out some of the best flight deals from Chicago to Santiago de los Caballeros in 2023. More deals are always being added, so be sure to check back regularly.

Chicago to Santiago de los Caballeros 2023 flight deals

Cheap flights to Santiago de los Caballeros from Chicago found for this year

Check out some of the best flight deals from Chicago to Santiago de los Caballeros in 2023. More deals are always being added, so be sure to check back regularly.

Cheap Spirit Airlines flights from Chicago to Santiago de los Caballeros

Find some of the cheapest Spirit Airlines flights traveling from Chicago to Santiago de los Caballeros. Deals update often to give you more flight options matching your criteria

Cheap American Airlines flights from Chicago to Santiago de los Caballeros

To aid your search, here are some of the cheapest American Airlines flights we've found from Chicago to Santiago de los Caballeros. Deals frequently update to provide users with more options.

Last minute flights from Chicago to Santiago de los Caballeros

Late deals on return flights to Santiago de los Caballeros from Chicago, departing today and this week

Consider one of these great deals we found on last-minute flights from Chicago to Santiago de los Caballeros. Users should examine the flight details to ensure there are no surprises.

One-way flights to Santiago de los Caballeros from Chicago

The cheapest one-way flights from Chicago to Santiago de los Caballeros

Take a look at some of the best available options we've come across on one-way flights from Chicago to Santiago de los Caballeros. Users needing a return flight from Chicago to Santiago de los Caballeros should utilize the search form above.

Find flights from Chicago to Santiago de los Caballeros within your budget

Use the slider to find flights from Chicago to Santiago de los Caballeros that fit your budget.

Reviews of airlines servicing Santiago de los Caballeros

Read reviews from past customers who have flown Spirit Airlines, American Airlines and Delta from Chicago to Santiago de los Caballeros. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Useful info, stats and facts about Chicago to Santiago de los Caballeros flights.

What airport do you fly into for flights to Santiago de los Caballeros from Chicago?

Which airlines flying from Chicago to Santiago de los Caballeros have flexible cancellations due to COVID-19?

Can I find flights from Chicago to Santiago de los Caballeros for under $400 on Cheapflights?

Are there last-minute flights available from Chicago to Santiago de los Caballeros for under $500?

What are the cheapest airlines flying from Chicago to Santiago de los Caballeros round-trip?

What are the cheapest airlines to fly from Chicago to Santiago de los Caballeros one-way?

What are the most popular airlines that fly from Chicago to Santiago de los Caballeros?

What does ORD to STI mean?

Other flights from Chicago

Other flights to Santiago de los Caballeros

Flights to Santiago de los Caballeros from Chicago

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Top 5 airlines flying from Chicago to Santiago de los Caballeros

The chart below displays the airlines Cheapflights users traveling from Chicago to Santiago de los Caballeros choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.

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