HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

Cheap flights from Chicago (CHI) to Santiago de los Caballeros (STI) from $156

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/22. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
CHI — STI
Apr 24 — May 11
From?
To?
Wed 4/24
Wed 5/1
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

The best prices from Chicago to Santiago de los Caballeros are usually found in February or September, booked 20 days in advance, depart on a Friday or Tuesday and return on a Tuesday

Cheap flight deals from Chicago to Santiago de los Caballeros

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Santiago de los Caballeros (STI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 19, 2024.

Popular in

July

Cheapest in

February

Round-trip from

$332

One-way from

$291
High demand for flights, 29% potential price rise
Search Deals
Best time to find cheap flights, 33% 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

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

Saturday 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 161% by booking at least 21 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 $438.

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

February can be a great time to fly to Santiago de los Caballeros from Chicago with a flight ticket averaging about $572. Cheapflights users have found deals in the month of February for as cheap as $344. The most expensive prices can be found in the month of July.

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 evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 29% on airfare.

Cheap Spirit Airlines flights from Chicago to Santiago de los Caballeros

Explore cheap flight options specifically provided by Spirit Airlines for the route between Chicago and Santiago de los Caballeros. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,138,949 searches. Data last updated April 19, 2024.
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
Sat 5/116:40 pmORD - STI
1 stop6h 19mSpirit Airlines
Tue 5/212:59 amSTI - ORD
1 stop7h 56mSpirit Airlines
Deal found 4/18$217
Sat 5/185:41 pmORD - STI
1 stop7h 18mSpirit Airlines
Fri 5/242:59 amSTI - ORD
1 stop15h 41mSpirit Airlines
Deal found 4/18$240
Sat 5/115:41 pmORD - STI
1 stop7h 18mSpirit Airlines
Tue 5/142:59 amSTI - ORD
1 stop15h 41mSpirit Airlines
Deal found 4/18$250
Sat 5/117:07 pmORD - STI
2 stops29h 52mSpirit Airlines
Tue 5/212:59 amSTI - ORD
1 stop7h 56mSpirit Airlines
Deal found 4/18$267
Sat 5/115:41 pmORD - STI
1 stop7h 18mSpirit Airlines
Tue 5/142:59 amSTI - ORD
2 stops15h 00mSpirit Airlines
Deal found 4/18$270
Sat 5/187:30 amORD - STI
2 stops17h 29mSpirit Airlines
Fri 5/242:59 amSTI - ORD
1 stop15h 41mSpirit Airlines
Deal found 4/18$278
Sat 5/117:30 amORD - STI
2 stops17h 29mSpirit Airlines
Tue 5/142:59 amSTI - ORD
2 stops15h 00mSpirit Airlines
Deal found 4/17$304
Sat 5/255:41 pmORD - STI
1 stop7h 18mSpirit Airlines
Sat 6/12:59 amSTI - ORD
1 stop15h 41mSpirit Airlines
Deal found 4/19$323
Fri 5/247:35 amORD - STI
2 stops41h 24mSpirit Airlines
Fri 5/312:59 amSTI - ORD
1 stop15h 41mSpirit Airlines
Deal found 4/19$346

Cheap American Airlines flights from Chicago to Santiago de los Caballeros

Explore cheap flight options specifically provided by American Airlines for the route between Chicago and Santiago de los Caballeros. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,138,949 searches. Data last updated April 19, 2024.
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.
Sat 5/116:45 pmORD - STI
1 stop16h 40mAmerican Airlines
Wed 5/221:25 pmSTI - ORD
1 stop11h 32mAmerican Airlines
Deal found 4/18$305
Sat 5/118:37 pmORD - STI
2 stops14h 48mAmerican Airlines
Wed 5/221:25 pmSTI - ORD
1 stop11h 32mAmerican Airlines
Deal found 4/18$310
Sat 5/186:45 pmORD - STI
1 stop16h 40mAmerican Airlines
Sat 5/252:24 pmSTI - ORD
1 stop8h 04mAmerican Airlines
Deal found 4/18$343
Sat 5/186:45 pmORD - STI
1 stop16h 40mAmerican Airlines
Sat 5/252:24 pmSTI - ORD
2 stops17h 51mAmerican Airlines
Deal found 4/18$348
Wed 5/225:15 pmORD - STI
1 stop21h 55mAmerican Airlines
Tue 5/285:10 pmSTI - ORD
1 stop18h 58mAmerican Airlines
Deal found 4/18$371
Thu 4/255:00 amORD - STI
1 stop6h 50mAmerican Airlines
Tue 4/304:35 pmSTI - ORD
1 stop17h 29mAmerican Airlines
Deal found 4/19$395
Sat 5/116:27 pmORD - STI
2 stops16h 58mAmerican Airlines
Wed 5/225:10 pmSTI - ORD
2 stops18h 16mAmerican Airlines
Deal found 4/18$397
Thu 4/256:43 pmORD - STI
1 stop17h 07mAmerican Airlines
Tue 4/304:35 pmSTI - ORD
2 stops17h 20mAmerican Airlines
Deal found 4/19$398
Sat 5/116:27 pmORD - STI
2 stops16h 58mAmerican Airlines
Wed 5/151:25 pmSTI - ORD
2 stops11h 34mAmerican Airlines
Deal found 4/17$440

Cheap Chicago to Santiago de los Caballeros flights in April & May 2024

Find cheap flight options from Chicago to Santiago de los Caballeros specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,138,949 searches. Prices were last updated on April 19, 2024.
Check out some of the best flight deals from Chicago to Santiago de los Caballeros in 2024. More deals are always being added, so be sure to check back regularly.
Sat 5/185:41 pmORD - STI
1 stop7h 18mSpirit Airlines
Fri 5/242:59 amSTI - ORD
1 stop15h 41mSpirit Airlines
Deal found 4/18$240
Sat 5/115:41 pmORD - STI
1 stop7h 18mSpirit Airlines
Tue 5/142:59 amSTI - ORD
1 stop15h 41mSpirit Airlines
Deal found 4/18$250
Fri 5/106:40 pmORD - STI
1 stop6h 19mSpirit Airlines
Wed 5/222:59 amSTI - ORD
1 stop15h 41mSpirit Airlines
Deal found 4/19$256
Sat 5/115:41 pmORD - STI
1 stop7h 18mSpirit Airlines
Tue 5/142:59 amSTI - ORD
2 stops15h 00mSpirit Airlines
Deal found 4/18$270
Sat 5/187:30 amORD - STI
2 stops17h 29mSpirit Airlines
Fri 5/242:59 amSTI - ORD
1 stop15h 41mSpirit Airlines
Deal found 4/18$278
Fri 5/105:23 pmORD - STI
2 stops7h 36mSpirit Airlines
Wed 5/222:59 amSTI - ORD
1 stop14h 36mSpirit Airlines
Deal found 4/19$293
Sat 5/187:30 amORD - STI
2 stops17h 29mSpirit Airlines
Fri 5/242:59 amSTI - ORD
2 stops13h 12mSpirit Airlines
Deal found 4/18$304
Fri 5/107:00 amORD - STI
1 stop8h 10mAmerican Airlines
Thu 5/231:25 pmSTI - ORD
2 stops13h 13mAmerican Airlines
Deal found 4/19$318
Sat 5/255:41 pmORD - STI
1 stop7h 18mSpirit Airlines
Sat 6/12:59 amSTI - ORD
1 stop15h 41mSpirit Airlines
Deal found 4/19$323

Chicago to Santiago de los Caballeros 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Santiago de los Caballeros in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,138,949 searches. Data last updated April 19, 2024.
Check out some of the best flight deals from Chicago to Santiago de los Caballeros in 2024. More deals are always being added, so be sure to check back regularly.
Sat 5/185:41 pmORD - STI
1 stop7h 18mSpirit Airlines
Fri 5/242:59 amSTI - ORD
1 stop15h 41mSpirit Airlines
Deal found 4/18$240
Sat 5/115:41 pmORD - STI
1 stop7h 18mSpirit Airlines
Tue 5/142:59 amSTI - ORD
1 stop15h 41mSpirit Airlines
Deal found 4/18$250
Fri 5/106:40 pmORD - STI
1 stop6h 19mSpirit Airlines
Wed 5/222:59 amSTI - ORD
1 stop15h 41mSpirit Airlines
Deal found 4/19$256
Sat 5/115:41 pmORD - STI
1 stop7h 18mSpirit Airlines
Tue 5/142:59 amSTI - ORD
2 stops15h 00mSpirit Airlines
Deal found 4/18$270
Sat 5/187:30 amORD - STI
2 stops17h 29mSpirit Airlines
Fri 5/242:59 amSTI - ORD
1 stop15h 41mSpirit Airlines
Deal found 4/18$278
Fri 5/105:23 pmORD - STI
2 stops7h 36mSpirit Airlines
Wed 5/222:59 amSTI - ORD
1 stop14h 36mSpirit Airlines
Deal found 4/19$293
Sat 5/187:30 amORD - STI
2 stops17h 29mSpirit Airlines
Fri 5/242:59 amSTI - ORD
2 stops13h 12mSpirit Airlines
Deal found 4/18$304
Fri 5/107:00 amORD - STI
1 stop8h 10mAmerican Airlines
Thu 5/231:25 pmSTI - ORD
2 stops13h 13mAmerican Airlines
Deal found 4/19$318
Sat 5/255:41 pmORD - STI
1 stop7h 18mSpirit Airlines
Sat 6/12:59 amSTI - ORD
1 stop15h 41mSpirit Airlines
Deal found 4/19$323

Chicago to Santiago de los Caballeros flights leaving soon

Find last-minute flight options from Chicago to Santiago de los Caballeros for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,138,949 searches. Data last updated April 19, 2024.
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.
Thu 4/255:00 amORD - STI
1 stop6h 50mAmerican Airlines
Tue 4/304:35 pmSTI - ORD
1 stop17h 29mAmerican Airlines
Deal found 4/19$395
Thu 4/255:30 amORD - STI
2 stops9h 05mAmerican Airlines
Tue 4/304:35 pmSTI - ORD
2 stops17h 20mAmerican Airlines
Deal found 4/19$397
Thu 4/256:43 pmORD - STI
1 stop17h 07mAmerican Airlines
Tue 4/304:35 pmSTI - ORD
2 stops17h 20mAmerican Airlines
Deal found 4/19$398
Thu 4/2510:38 amORD - STI
1 stop14h 09mSpirit Airlines
Mon 4/292:42 amSTI - ORD
1 stop7h 56mSpirit Airlines
Deal found 4/19$449
Thu 4/2510:38 amORD - STI
1 stop14h 09mSpirit Airlines
Mon 4/292:42 amSTI - ORD
2 stops19h 03mSpirit Airlines
Deal found 4/19$472
Thu 4/255:36 pmORD - STI
2 stops31h 11mSpirit Airlines
Mon 4/292:42 amSTI - ORD
2 stops20h 15mSpirit Airlines
Deal found 4/19$561
Thu 4/2512:45 pmMDW - STI
2 stops22h 19mDelta
Tue 4/306:50 amSTI - MDW
2 stops10h 34mDelta
Deal found 4/19$1,188

One-way flights to Santiago de los Caballeros from Chicago

Search for one-way flight options from Chicago to Santiago de los Caballeros. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,138,949 searches. Data last updated April 19, 2024.
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.
Wed 5/226:40 pmORD - STI
1 stop6h 19mSpirit Airlines
Deal found 4/18$156
Wed 5/227:08 amORD - STI
3 stops17h 51mSpirit Airlines
Deal found 4/18$189
Wed 5/227:20 amORD - STI
2 stops17h 39mSpirit Airlines
Deal found 4/18$198
Thu 5/237:00 amORD - STI
1 stop8h 10mAmerican Airlines
Deal found 4/18$252
Thu 5/236:30 amORD - STI
2 stops8h 40mAmerican Airlines
Deal found 4/18$291
Sat 7/66:40 pmORD - STI
1 stop6h 22mSpirit Airlines
Deal found 4/17$296
Thu 5/231:30 pmORD - STI
3 stops35h 29mMultiple Airlines
Deal found 4/18$320
Sat 7/610:13 pmMDW - STI
3 stops26h 49mMultiple Airlines
Deal found 4/17$359
Sat 7/67:48 amMDW - STI
2 stops17h 14mMultiple Airlines
Deal found 4/17$369

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

Customize your flight search to find flights from Chicago 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, Cheapflights users made 3,138,949 searches. Data last updated April 19, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$217 - $707

Route

Depart

Return

Price

Chicago O'Hare IntlSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 5/11

1 stop6h 19m

Santiago de los Caballeros

Tue 5/21

1 stop7h 56m

$217

Chicago O'Hare IntlSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 5/18

1 stop7h 18m

Santiago de los Caballeros

Fri 5/24

1 stop15h 41m

$240

Chicago O'Hare IntlSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 5/11

1 stop7h 18m

Santiago de los Caballeros

Tue 5/14

1 stop15h 41m

$250

Chicago O'Hare IntlSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 5/11

2 stops29h 52m

Santiago de los Caballeros

Tue 5/21

1 stop7h 56m

$267

Chicago O'Hare IntlSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 5/11

1 stop16h 40m

Santiago de los Caballeros

Wed 5/22

1 stop11h 32m

$305

Chicago O'Hare IntlSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 5/11

2 stops14h 48m

Santiago de los Caballeros

Wed 5/22

1 stop11h 32m

$310

Chicago O'Hare IntlSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 5/11

1 stop12h 40m

Santiago de los Caballeros

Wed 5/15

1 stop9h 20m

$391

Chicago O'Hare IntlSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 5/18

3 stops29h 46m

Santiago de los Caballeros

Fri 5/24

3 stops16h 24m

$447

Chicago O'Hare IntlSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 6/22

2 stops17h 48m

Santiago de los Caballeros

Sat 6/29

1 stop12h 23m

$707

Flights are sorted by cheapest first

Deals found on 4/18

When is the best time to book a flight from Chicago to Santiago de los Caballeros?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Santiago de los Caballeros. Price data was last updated on January 28, 2024.
The price you pay for your flight from Chicago to Santiago de los Caballeros may vary depending on when you book. For the best chance of a lower fare, look to book 20 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Search Deals

When is the cheapest time to fly from Chicago to Santiago de los Caballeros?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Santiago de los Caballeros. Price data was last updated on April 14, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago to Santiago de los Caballeros flight should consider departing on Friday afternoons when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Santiago de los Caballeros by month

Plan your trip from Chicago to Santiago de los Caballeros by taking into account the cheapest months to travel. The average price of a one-way flight from Chicago to Santiago de los Caballeros is currently $270 while a round-trip flight costs $348. Price data was last updated on April 14, 2024.

Currently, September is the cheapest month in which you can book a flight from Chicago to Santiago de los Caballeros (average of $332). Flying from Chicago to Santiago de los Caballeros in July is currently the most expensive (average of $562). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

January

$342

February

$352

March

$374

April

$390

May

$368

June

$417

July

$562

August

$452

September

$332

October

$347

November

$392

December

$413

Temperature and rainfall in Santiago de los Caballeros by month

Plan your trip to Santiago de los Caballeros by taking into account the average temperature and rainfall totals by month.

STI

Temperature

73.4 - 80.6 °F

Reviews of airlines servicing Santiago de los Caballeros

Get insights into the airlines that provide service to Santiago de los Caballeros. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Santiago de los Caballeros. Reviews last updated April 19, 2024.
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
8.1
Very good
11,094 reviews
Check prices

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Overall

8.1

Food

7.5

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Delta
8.1
Very good
11,094 reviews
Delta
8.1
Very good
11,094 reviews
Check prices

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Overall

8.1

Food

7.5

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

JetBlue
7.7
Good
4,665 reviews
Delta
8.1
Very good
11,094 reviews
Check prices

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Overall

8.1

Food

7.5

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

American Airlines
7.3
Good
14,955 reviews
Delta
8.1
Very good
11,094 reviews
Check prices

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Overall

8.1

Food

7.5

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Spirit Airlines
6.4
Okay
8,777 reviews
Delta
8.1
Very good
11,094 reviews
Check prices

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Overall

8.1

Food

7.5

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Santiago de los Caballeros. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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.

  • Can I find flights from Chicago to Santiago de los Caballeros for under $300 on Cheapflights?

    Yes, there are multiple flights from Chicago to Santiago de los Caballeros for under $300. The cheapest flight booked recently is on Spirit Airlines for just $217, but on average you can expect to pay $318.

  • Are there last-minute flights available from Chicago to Santiago de los Caballeros for under $400?

    There are currently 7+ open flights from Chicago to Santiago de los Caballeros within the next 7 days for less than $400.

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

    Currently priced at $217, 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 American Airlines and JetBlue - these airlines can fly you to your destination from $305 and $391, respectively. Users have found that Spirit Airlines is 62% cheaper than the other options available to this destination.

  • 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.

  • What does ORD to STI mean?

    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.

  • Can I find deals for flights from Chicago to Santiago de los Caballeros that include extra baggage allowance?

    The amount of baggage you can bring on your Chicago to Santiago de los Caballeros flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chicago to Santiago de los Caballeros with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to Santiago de los Caballeros flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Chicago to Santiago de los Caballeros that include hotel bookings?

    Yes. In addition to deals on Chicago to Santiago de los Caballeros flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Santiago de los Caballeros?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Santiago de los Caballeros.

  • Can I find deals for business class flights from Chicago to Santiago de los Caballeros?

    Yes. Cheapflights offers flight deals from Chicago to Santiago de los Caballeros by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Chicago to Santiago de los Caballeros that allow pets onboard?

    Many airlines flying from Chicago to Santiago de los Caballeros offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chicago to Santiago de los Caballeros?

    Yes, you can often find last-minute deals on Chicago to Santiago de los Caballeros flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago to Santiago de los Caballeros flight deals updated?

    The Chicago to Santiago de los Caballeros flight deals you see on this page were last updated on 4/19.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Santiago de los Caballeros
See prices for flight routes from nearby airports that may be better suited for you.

O'Hare Intl to Punta Cana flights
Midway to Punta Cana flights
St. Louis to Punta Cana flights
O'Hare Intl to Santo Domingo flights
Midway to Santo Domingo flights
O'Hare Intl to Puerto Plata flights
O'Hare Intl to Santiago de los Caballeros flights
St. Louis to Santo Domingo flights
St. Louis to Santiago de los Caballeros flights
Moline to Punta Cana flights
St. Louis to Puerto Plata flights
Midway to Santiago de los Caballeros flights
Peoria to Punta Cana flights

Top 5 airlines flying from Chicago to Santiago de los Caballeros

Discover the top 5 airlines that operate flights from Chicago to Santiago de los Caballeros. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,138,949 searches. Data last updated April 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$261Average$399FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
DeltaCheapest$337Average$437FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$338Average$592FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$383Average$605FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
JetBlueCheapest$409Average$543FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
USA to Brazil flights
Fort Lauderdale to Newark Airport flights
San Francisco to Beijing flights
Boston to New York flights
Austin to Dallas flights
Phoenix to Seattle flights
Miami to Denver flights
Los Angeles to Guatemala City flights
New York to Bali flights
Orlando to New York flights
San Francisco to Bengaluru flights
Chicago to St. Louis flights

Search flights from Chicago to Santiago de los Caballeros by cabin class

Find flights from Chicago to Santiago de los Caballeros, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Bodø
Flights to Bar Harbor
Flights to Bastia Poretta
Flights to Dharamshala Kangra
Flights to Biarritz Parme
Flights to Menorca/Mahon
Flights to Milas–Bodrum
Flights to Dipolog
Flights to Kagoshima
Flights to Edremit/Korfez
Flights to Bourgas
Flights to Ordu/Giresun
Flights to Chios
Flights to Argostoli Cephalonia
Flights to Barrow Wiley Post/W.Rogers
Flights to Kristiansand Kjevik
Flights to Zakynthos Dionsios Salomos
Flights to Batumi
Flights to Guilin
Flights to Pau Pyrénées
Flights to Fez Sais
Flights to Kos
Flights to Mytilene
Flights to Norwich Arpt

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago to Santiago de los Caballeros?

Cheapflights helps you search for flights from Chicago to Santiago de los Caballeros via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Santiago de los Caballeros?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago to Santiago de los Caballeros.

Can Cheapflights find flights from Chicago to Santiago de los Caballeros with no change fees?

Yes! Cheapflights helps users easily find flights from Chicago to Santiago de los Caballeros with no change fees.

Can Cheapflights notify me if prices for flights from Chicago to Santiago de los Caballeros become cheaper?

Of course! You can now track prices for flights from Chicago to Santiago de los Caballeros and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines