Cheap flights from Chicago to Santiago de los Caballeros from $190
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 to Santiago de los Caballeros departing on 4/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Deals available from 900+ travel sites.
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Chicago to Santiago de los Caballeros
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
JetBlue flights from Chicago to Santiago de los Caballeros
Our best JetBlue deals on Chicago to Santiago de los Caballeros flight tickets
American Airlines flights from Chicago to Santiago de los Caballeros
Our best American Airlines deals on Chicago to Santiago de los Caballeros flight tickets
See travel insights to Santiago de los Caballeros from
How to get the cheapest flight ticket from Chicago 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 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 is in April. Flight prices, which tend to average around $207, 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 April, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $378.
What is the cheapest day to depart on your flight to Santiago de los Caballeros?
The cheapest day to depart from Chicago to Santiago de los Caballeros is on a Tuesday when prices can be found for as low as $425. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Santiago de los Caballeros for around $683.
What is the cheapest airline that flies from Chicago to Santiago de los Caballeros?
Delta and American Airlines are the most popular carriers operating from Chicago to Santiago de los Caballeros
What airlines fly to Santiago de los Caballeros?
American Airlines, Spirit Airlines and Delta are the top three most popular airlines that fly to Santiago de los Caballeros from Chicago according to our data. American Airlines is the first choice among our users, with 65% of people opting to fly with this airline when traveling to Santiago de los Caballeros. Keep in mind that there are 6 different airlines that fly to Santiago de los Caballeros on a routine basis, so you have a few additional options to choose from.
When to book flights from Chicago to Santiago de los Caballeros
Cheap Chicago to Santiago de los Caballeros (CHI to STI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Santiago de los Caballeros
Best Price Found | $190 |
|---|---|
Fastest flight time | 6h 29m |
Direct flights | None |
Airports in Santiago de los Caballeros | 1 airport |
How far is Chicago to Santiago de los Caballeros by plane?
The distance between Chicago and Santiago de los Caballeros is about 1838.3 mi. 6h 29m is a normal flight duration for this route.
When did momondo last update prices for flights from Chicago to Santiago de los Caballeros Airport?
Prices for flights from Chicago to Santiago de los Caballeros Airport were last updated today.
How many operators does momondo search for flights from Chicago to Santiago de los Caballeros Airport?
As of January 2025, there are 4 operators available to choose from for flights from Chicago to Santiago de los Caballeros Airport.
How old do you have to be to fly from Chicago to Santiago de los Caballeros Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago 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 to Santiago de los Caballeros?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Santiago de los Caballeros is American Airlines (37% of total bookings). The next most popular airlines are JetBlue (23%), United Airlines (16%), and Spirit Airlines (14%).
Best airlines flying from Chicago to Santiago de los Caballeros
Compare and see reviews for airlines that fly from Chicago to Santiago de los Caballeros with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $233 | Free Cancellation | Rating 6.3 8,087 reviews | |||
| PriceFrom $377 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $391 | Free Cancellation | Rating 7.4 3,164 reviews | |||
| PriceFrom $392 | Free Cancellation | Rating 7.4 8,927 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Santiago de los Caballeros?
It is quick and easy to find Chicago to Santiago de los Caballeros flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Santiago de los Caballeros that suits 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 provides multiple filters to help you find the best flight to Santiago de los Caballeros from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
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.