Cheap flights from Chicago to Santiago de los Caballeros
Flights overview
Prices shown are for one adult in Economy class flights from Zürich to New York. This includes the cheapest Business class options where available.
Prices reflect the lowest available in the next three months, though they are subject to change and availability.
Last-minute deals apply to the cheapest weekend trips available in the next seven days, with weekend trips being flights departing between Thursday and Saturday and returning on Sunday or Monday.
Flight duration shown is based on nonstop flights or those with the fewest stops available.
Prices reflect the lowest available in the next three months, though they are subject to change and availability.
Last-minute deals apply to the cheapest weekend trips available in the next seven days, with weekend trips being flights departing between Thursday and Saturday and returning on Sunday or Monday.
Flight duration shown is based on nonstop flights or those with the fewest stops available.
Useful information for finding cheap flights from Chicago to Santiago de los Caballeros and booking your next trip
| Cheapest round-trip flights | $420 |
Frontier
1 stop
13 hr
Mon, Jun 8 — Sun, Jun 14
|
The cheapest round-trip flight from Chicago to Santiago de los Caballeros is currently $420 | |
|---|---|---|---|---|
| Cheapest one-way flight | $243 |
Delta
2 stops
11 hr
Wed, May 27
|
The cheapest one-way flight from Chicago to Santiago de los Caballeros is currently $243 | |
| Last-minute weekend getaway | $563 |
United
1 stop
9 hr
Thu, May 7 — Mon, May 11
|
The cheapest last-minute weekend getaway from Chicago to Santiago de los Caballeros is currently $563 | |
| Cheapest business class flights | $843 |
American
1 stop
15 hr
Fri, May 29 — Thu, Jun 4
|
The cheapest business class round-trip flight from Chicago to Santiago de los Caballeros is currently $843 | |
| Fastest flight | 6 hr 23 min | The fastest flight with stops from Chicago to Santiago de los Caballeros takes 6 hr 23 min |
|---|---|---|
| Nonstop flights | None | There are no direct flights on this route. |
When is the cheapest time to fly?
Typical prices for the least expensive flights for 1-week trips from Chicago to Santiago de los Caballeros per month. Insights are based on fares observed in the last 12 months. Current prices may differ.
The cheapest month to fly from Chicago to Santiago de los Caballeros is typically January. The most expensive month to fly is typically May.
| January Cheapest
|
Typical prices: $270–455 |
|---|---|
| May Most expensive
|
Typical prices: $425–540 |
Popular airlines from Chicago to Santiago de los Caballeros
Popularity is based on the number of weekly nonstop and connecting flights the airline operates. Connecting flights do not include interline routes.
Flight suggestions are based on an airline's cheapest round-trip fares from Chicago to Santiago de los Caballeros in the next 3 months. Prices include required taxes + fees for one adult. Optional charges and bag fees may apply.
Typical prices are based on fares observed in the past year for one-week round trips with the same origin, destination, and airline.
- Deltafrom $510Typical price: $430–1,150459 weekly connecting flightsMDW, ORD - STI Every day
- Unitedfrom $538Typical price: $455–990232 weekly connecting flightsORD - STI Every day
- Americanfrom $510Typical price: $410–73093 weekly connecting flightsORD - STI Every day
- JetBluefrom $575Typical price: $510–1,05039 weekly connecting flightsORD - STI Every day
- SpiritTypical price: $325–64013 weekly connecting flightsORD - STI Every Mon, Thu, Fri, Sat, Sun
- COPAfrom $700Typical price: $450–1,2505 weekly connecting flightsORD - STI Every Wed, Fri, Sun
Popular airports near Chicago
Distance and driving time are relative to the city center. Airports are listed based on distance from Chicago center and popularity with travelers.
- Chicago O'Hare International Airport (ORD)Chicago United States 26 min 16 mi
- Chicago Midway International Airport (MDW)Chicago United States 25 min 9 mi
- Milwaukee Mitchell International Airport (MKE)Milwaukee United States 1 hr 23 min 75 mi
- Indianapolis International Airport (IND)Indianapolis United States 2 hr 58 min 165 mi
Popular airports near Santiago de los Caballeros
Distance and driving time are relative to the city center. Airports are listed based on distance from Santiago de los Caballeros center and popularity with travelers.
- Cibao International Airport (STI)Santiago de los Caballeros Dominican Republic 41 min 7 mi
- Las Américas International Airport (SDQ)Santo Domingo Dominican Republic 2 hr 36 min 98 mi
- Banreservas Aeropuerto Gregorio Luperón (POP)Puerto Plata Dominican Republic 1 hr 47 min 21 mi
- La Isabela International Airport (JBQ)Santo Domingo Dominican Republic 2 hr 6 min 78 mi
Frequently asked questions about flying from Chicago to Santiago de los Caballeros
The cheapest flights from Chicago to Santiago de los Caballeros are usually in January. Typical ticket prices in January range from $270 to $455.
The cheapest round-trip flight from Chicago to Santiago de los Caballeros recently found on Google Flights was with Frontier from $420. The cheapest one-way flight was with Delta from $243.
Some of the cheapest round-trip deals we found with different airlines:
Some of the cheapest round-trip deals we found with different airlines:
- The cheapest Delta flight from Chicago to Santiago de los Caballeros is $510, flying from May 29 to Jun 6.
- The cheapest United flight from Chicago to Santiago de los Caballeros is $538, flying from May 4 to May 13.
- The cheapest American flight from Chicago to Santiago de los Caballeros is $510, flying from May 29 to Jun 4.
- The cheapest JetBlue flight from Chicago to Santiago de los Caballeros is $575, flying from May 28 to Jun 6.
- The cheapest COPA flight from Chicago to Santiago de los Caballeros is $700, flying from Jun 14 to Jun 22.
The cheapest round-trip flight from Chicago to Santiago de los Caballeros starts at $420 from Mon, Jun 8 to Sun, Jun 14. The cheapest one-way flight starts at $243 and departs on Wed, May 27.
6 hr 23 min is the shortest flight time from Chicago to Santiago de los Caballeros.
Santiago de los Caballeros has a hot, tropical climate, with little seasonal variation, though winter (Dec–Feb) is slightly cooler. Rainfall is possible throughout the year. Visitor numbers peak during the summer vacation season (Jul–Aug), and around Christmas and New Year (Dec–Jan). The Dominican Republic is occasionally hit by hurricanes, with tropical storms possible Jun–Nov. Carnival (Feb) features parades with costumes and distinctive masks.
It's easy to use Google Flights to find the cheapest days to fly from Chicago to Santiago de los Caballeros.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.
You can also turn on price tracking to get alerts if the price changes for a route or flight.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.
You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Chicago to Santiago de los Caballeros really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Chicago to Santiago de los Caballeros.
In terms of flights, Delta is the most popular. Delta offers 459 connecting flights per week. Delta flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Cibao International Airport (STI) .
Other popular airlines flying from Chicago to Santiago de los Caballeros are:
In terms of flights, Delta is the most popular. Delta offers 459 connecting flights per week. Delta flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Cibao International Airport (STI) .
Other popular airlines flying from Chicago to Santiago de los Caballeros are:
- United offers 232 connecting flights per week. United flies from Chicago O'Hare International Airport (ORD) to Cibao International Airport (STI) .
- American offers 93 connecting flights per week. American flies from Chicago O'Hare International Airport (ORD) to Cibao International Airport (STI) .
- JetBlue offers 39 connecting flights per week. JetBlue flies from Chicago O'Hare International Airport (ORD) to Cibao International Airport (STI) .
- Spirit offers 13 connecting flights per week. Spirit flies from Chicago O'Hare International Airport (ORD) to Cibao International Airport (STI) .
- COPA offers 5 connecting flights per week. COPA flies from Chicago O'Hare International Airport (ORD) to Cibao International Airport (STI) .
The cheapest round-trip flight from Chicago to Santiago de los Caballeros recently found on Google Flights was with Frontier from $420. The cheapest one-way flight was with Delta from $243.
Some of the cheapest round-trip deals we found with different airlines:
Some of the cheapest round-trip deals we found with different airlines:
- The cheapest Delta flight from Chicago to Santiago de los Caballeros is $510, flying from May 29 to Jun 6.
- The cheapest United flight from Chicago to Santiago de los Caballeros is $538, flying from May 4 to May 13.
- The cheapest American flight from Chicago to Santiago de los Caballeros is $510, flying from May 29 to Jun 4.
- The cheapest JetBlue flight from Chicago to Santiago de los Caballeros is $575, flying from May 28 to Jun 6.
- The cheapest COPA flight from Chicago to Santiago de los Caballeros is $700, flying from Jun 14 to Jun 22.
No airline flies direct from Chicago to Santiago de los Caballeros.
- There are 459 Delta connecting flights from Chicago to Santiago de los Caballeros per week. Flights are available every day.
- There are 232 United connecting flights from Chicago to Santiago de los Caballeros per week. Flights are available every day.
- There are 93 American connecting flights from Chicago to Santiago de los Caballeros per week. Flights are available every day.
- There are 39 JetBlue connecting flights from Chicago to Santiago de los Caballeros per week. Flights are available every day.
- There are 13 Spirit connecting flights from Chicago to Santiago de los Caballeros per week. Flights are available on Monday, Thursday, Friday, Saturday and Sunday.
- There are 5 COPA connecting flights from Chicago to Santiago de los Caballeros per week. Flights are available on Wednesday, Friday and Sunday.
The cheapest last-minute deal between Chicago and Santiago de los Caballeros at price $563 is offered by United from Thu, May 7 to Mon, May 11.
No airline flies direct from Chicago to Santiago de los Caballeros.
- There are 459 Delta connecting flights from Chicago to Santiago de los Caballeros per week. Flights are available every day.
- There are 232 United connecting flights from Chicago to Santiago de los Caballeros per week. Flights are available every day.
- There are 93 American connecting flights from Chicago to Santiago de los Caballeros per week. Flights are available every day.
- There are 39 JetBlue connecting flights from Chicago to Santiago de los Caballeros per week. Flights are available every day.
- There are 13 Spirit connecting flights from Chicago to Santiago de los Caballeros per week. Flights are available on Monday, Thursday, Friday, Saturday and Sunday.
- There are 5 COPA connecting flights from Chicago to Santiago de los Caballeros per week. Flights are available on Wednesday, Friday and Sunday.
There are no direct flights from Chicago to Santiago de los Caballeros.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Chicago to Santiago de los Caballeros, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Chicago and Santiago de los Caballeros start at $843 from Fri, May 29 to Thu, Jun 4 with American.
The cheapest economy class round-trip flights between Chicago and Santiago de los Caballeros start at $420 from Mon, Jun 8 to Sun, Jun 14.
To book business class trips from Chicago to Santiago de los Caballeros, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.
You can also adjust the trip type to view one-way fares.
You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Chicago and Santiago de los Caballeros starts at $563 from Thu, May 7 to Mon, May 11 with United.
The cheapest last-minute deal between Chicago and Santiago de los Caballeros at price $563 is offered by United from Thu, May 7 to Mon, May 11.
To find last-minute flight deals from Chicago to Santiago de los Caballeros, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.
You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.
You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.
Search more flights
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Prices include required taxes + fees for 1 adult. Optional charges and bag fees may apply.
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