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Cheap flights from Chicago to Santiago de los Caballeros from $162

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 1/21. 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 to Santiago de los Caballeros

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Santiago de los Caballeros that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Santiago de los Caballeros.

Cheap last minute flights

Planning a quick getaway from Chicago to Santiago de los Caballeros? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Santiago de los Caballeros, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Santiago de los Caballeros

Find recent round-trip train or bus tickets from Chicago to Santiago de los Caballeros.

All round-trip flight deals to Santiago de los Caballeros

The cheapest plane tickets to Santiago de los Caballeros found on KAYAK recently.
3:56 pm - 10:03 amORD-STI
16h 07m1 stop
10:59 am - 11:32 pmSTI-ORD
14h 33m1 stop
$362Spirit Airlines
Find Deal
Fri, Jan 31 - Fri, Feb 7
3:56 pm - 10:03 amORD-STI
16h 07m1 stop
10:59 am - 11:58 pmSTI-ORD
14h 59m1 stop
$386Spirit Airlines
Find Deal
Fri, Feb 7 - Fri, Feb 14
2:03 pm - 1:33 amORD-STI
9h 30m1 stop
2:30 pm - 9:24 pmSTI-ORD
8h 54m1 stop
$391Delta
Find Deal
Fri, Jan 31 - Fri, Feb 7
12:45 pm - 1:33 amORD-STI
10h 48m1 stop
6:35 am - 8:53 pmSTI-ORD
16h 18m2 stops
$396Delta
Find Deal
Fri, Feb 7 - Fri, Feb 14
3:56 pm - 10:03 amORD-STI
16h 07m1 stop
10:59 am - 11:32 pmSTI-ORD
14h 33m1 stop
$399Spirit Airlines
Find Deal
Fri, Jan 24 - Fri, Jan 31
11:00 am - 3:00 amORD-STI
14h 00m1 stop
4:50 am - 3:43 pmSTI-ORD
12h 53m1 stop
$401JetBlue
Find Deal
Fri, Feb 7 - Sun, Feb 9
2:55 pm - 1:58 pmORD-STI
21h 03m1 stop
2:11 pm - 7:12 amSTI-ORD
18h 01m2 stops
$411American Airlines
Find Deal
Wed, Feb 26 - Tue, Mar 25
6:00 am - 2:53 pmORD-STI
6h 53m1 stop
4:00 pm - 11:09 pmSTI-ORD
9h 09m1 stop
$424United Airlines
Find Deal
Fri, Feb 7 - Fri, Feb 14
4:50 pm - 3:55 amORD-STI
9h 05m1 stop
10:45 pm - 9:59 amSTI-ORD
13h 14m1 stop
$426JetBlue
Find Deal
Sat, Mar 1 - Sat, Mar 8
8:40 pm - 2:20 pmORD-STI
15h 40m2 stops
2:53 pm - 11:52 pmSTI-ORD
10h 59m2 stops
$456American Airlines
Find Deal
Sat, Feb 8 - Sat, Feb 15
3:56 pm - 10:03 amORD-STI
16h 07m1 stop
$162Spirit Airlines
Find Deal
Tue, Jan 21
1:25 pm - 12:52 amORD-STI
10h 27m2 stops
$184Delta
Find Deal
Wed, Apr 9
1:22 pm - 10:23 pmORD-STI
8h 01m1 stop
$189JetBlue
Find Deal
Wed, Apr 9
2:59 pm - 10:03 amORD-STI
17h 04m2 stops
Tue, Jan 21
8:00 am - 10:03 amORD-STI
24h 03m3 stops
$258Spirit Airlines
Find Deal
Tue, Jan 21
6:55 pm - 10:05 amORD-STI
13h 10m1 stop
7:09 am - 7:34 pmSTI-ORD
14h 25m1 stop
$591American Airlines
Find Deal
Sat, Dec 28 - Wed, Jan 1
6:55 pm - 10:05 amORD-STI
13h 10m1 stop
7:09 am - 7:24 pmSTI-ORD
14h 15m2 stops
$641American Airlines
Find Deal
Sat, Dec 28 - Wed, Jan 1
5:11 pm - 9:59 amORD-STI
14h 48m1 stop
10:54 am - 4:06 pmSTI-ORD
7h 12m1 stop
$733Spirit Airlines
Find Deal
Mon, Dec 30 - Tue, Jan 7
5:11 pm - 9:59 amORD-STI
14h 48m1 stop
10:54 am - 4:06 pmSTI-ORD
7h 12m1 stop
$833Spirit Airlines
Find Deal
Sat, Dec 28 - Mon, Jan 6
6:55 pm - 4:48 amORD-STI
7h 53m1 stop
1:10 am - 9:26 amSTI-ORD
10h 16m1 stop
$911JetBlue
Find Deal
Sat, Dec 28 - Tue, Dec 31
6:55 pm - 4:48 amORD-STI
7h 53m1 stop
1:10 am - 9:26 amSTI-ORD
10h 16m1 stop
$999JetBlue
Find Deal
Thu, Dec 26 - Wed, Jan 1
2:19 pm - 3:52 pmORD-STI
23h 33m2 stops
5:25 pm - 9:52 pmSTI-ORD
30h 27m2 stops
$1,000Frontier
Find Deal
Thu, Dec 26 - Thu, Jan 2
4:45 pm - 4:15 pmORD-STI
21h 30m2 stops
5:25 pm - 10:12 pmSTI-ORD
30h 47m2 stops
$1,095Frontier
Find Deal
Sat, Dec 28 - Sun, Jan 5
9:55 am - 12:22 amORD-STI
12h 27m2 stops
3:35 am - 5:09 pmSTI-ORD
15h 34m2 stops
$1,225Delta
Find Deal
Sat, Dec 28 - Tue, Dec 31
9:55 am - 2:47 amORD-STI
14h 52m2 stops
3:35 am - 1:23 pmSTI-ORD
11h 48m1 stop
$1,756Delta
Find Deal
Sat, Dec 28 - Sat, Jan 4

JetBlue flights from Chicago to Santiago de los Caballeros

Our best JetBlue deals on Chicago to Santiago de los Caballeros flight tickets
JetBlue
Feb 7
ORD11:00 amChicago O'Hare Intl
14h 00m
1 stop
STI3:00 amSantiago de los Caballeros
Feb 9
STI4:50 amSantiago de los Caballeros
12h 53m
1 stop
ORD3:43 pmChicago O'Hare Intl
JetBlue
Mar 1
ORD4:50 pmChicago O'Hare Intl
9h 05m
1 stop
STI3:55 amSantiago de los Caballeros
Mar 8
STI10:45 pmSantiago de los Caballeros
13h 14m
1 stop
ORD9:59 amChicago O'Hare Intl
JetBlue
Jan 31
ORD5:05 pmChicago O'Hare Intl
8h 08m
1 stop
STI3:13 amSantiago de los Caballeros
Feb 6
STI4:50 amSantiago de los Caballeros
12h 53m
1 stop
ORD3:43 pmChicago O'Hare Intl

American Airlines flights from Chicago to Santiago de los Caballeros

Our best American Airlines deals on Chicago to Santiago de los Caballeros flight tickets
American Airlines
Feb 26
ORD2:55 pmChicago O'Hare Intl
21h 03m
1 stop
STI1:58 pmSantiago de los Caballeros
Mar 25
STI2:11 pmSantiago de los Caballeros
18h 01m
2 stops
ORD7:12 amChicago O'Hare Intl
American Airlines
Feb 8
ORD8:40 pmChicago O'Hare Intl
15h 40m
2 stops
STI2:20 pmSantiago de los Caballeros
Feb 15
STI2:53 pmSantiago de los Caballeros
10h 59m
2 stops
ORD11:52 pmChicago O'Hare Intl
American Airlines
Jan 24
ORD8:40 pmChicago O'Hare Intl
15h 40m
2 stops
STI2:20 pmSantiago de los Caballeros
Jan 31
STI3:20 pmSantiago de los Caballeros
18h 04m
2 stops
ORD7:24 amChicago O'Hare Intl

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 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 time of day to depart on your flight to Santiago de los Caballeros?

Our data shows that the cheapest Chicago to Santiago de los Caballeros flights are usually those with departure times in the afternoon. Our users have found flights to Santiago de los Caballeros in the afternoon for as low as $393. In the morning is when there is more demand to fly to Santiago de los Caballeros, so prices are often more expensive at around $564 per ticket.

Can stopping save me money on Chicago to Santiago de los Caballeros flights?

You could potentially save up to 11% on your flight if you consider stops on a Chicago to Santiago de los Caballeros flight.

When to book flights from Chicago to Santiago de los Caballeros

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago 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 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

$162

Fastest flight time

6h 21m

Direct flights

None

Airports in Santiago de los Caballeros

1 airport
The best one-way flight to Santiago de los Caballeros from Chicago in the past 72 hours is $162. The best round-trip flight deal from Chicago to Santiago de los Caballeros found on momondo in the last 72 hours is $362.
The fastest flight from Chicago to Santiago de los Caballeros takes 6h 21m
There are no direct flights from Chicago to Santiago de los Caballeros. Popular non-direct routes for this connection are Chicago Midway Airport - Santiago de los Caballeros Airport and Chicago O'Hare Intl Airport - Santiago de los Caballeros Airport.
There is 1 airport near Santiago de los Caballeros: Santiago de los Caballeros (STI)

  • 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 21m 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?

  • 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?


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
Spirit AirlinesPriceFrom $233Free CancellationRating
6.3
8,102 reviews
Search Spirit Airlines flights
JetBluePriceFrom $343Free CancellationRating
7.4
3,251 reviews
Search JetBlue flights
American AirlinesPriceFrom $353Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $381Free CancellationRating
7.4
9,006 reviews
Search United Airlines flights

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.


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