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Cheap flights from Illinois to Santiago de los Caballeros from $136

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Santiago de los Caballeros departing on 5/5. 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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0 bags

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Find the cheapest flights from Illinois to Santiago de los Caballeros

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
6:10 pm - 1:49 am
ORD
-
STI
6h 39m
1 stop
Spirit Airlines Logo
2:46 am - 11:17 am
STI
-
ORD
9h 31m
1 stop
$276Spirit Airlines
Fri, Mar 13 - Sat, Mar 14
Spirit Airlines Logo
5:15 am - 2:33 pm
ORD
-
STI
8h 18m
1 stop
Spirit Airlines Logo
3:43 pm - 11:17 pm
STI
-
ORD
8h 34m
1 stop
$281Spirit Airlines
Wed, Mar 11 - Thu, Mar 12
Spirit Airlines Logo
5:15 am - 2:33 pm
ORD
-
STI
8h 18m
1 stop
Spirit Airlines Logo
2:46 am - 11:17 am
STI
-
ORD
9h 31m
1 stop
$299Spirit Airlines
Wed, Mar 11 - Fri, Mar 20
Spirit Airlines Logo
5:05 am - 2:35 pm
ORD
-
STI
8h 30m
1 stop
Spirit Airlines Logo
2:46 am - 5:15 pm
STI
-
ORD
15h 29m
1 stop
$312Spirit Airlines
Fri, Mar 13 - Tue, Mar 17
Spirit Airlines Logo
6:10 pm - 1:49 am
ORD
-
STI
6h 39m
1 stop
Spirit Airlines Logo
3:43 pm - 8:25 am
STI
-
ORD
17h 42m
1 stop
$320Spirit Airlines
Mon, Mar 23 - Tue, Mar 24
Multiple Airlines Logo
12:00 pm - 1:49 am
ORD
-
STI
12h 49m
1 stop
Multiple Airlines Logo
3:27 pm - 2:07 pm
STI
-
ORD
47h 40m
2 stops
$345Multiple Airlines
Thu, Apr 9 - Thu, Apr 16
Delta Logo
5:10 pm - 12:23 pm
MDW
-
STI
18h 13m
2 stops
Delta Logo
6:00 am - 6:33 pm
STI
-
MDW
13h 33m
2 stops
$547Delta
Sat, May 30 - Tue, Jun 2
American Airlines Logo
5:15 am - 9:13 pm
STL
-
STI
14h 58m
1 stop
American Airlines Logo
9:06 am - 10:58 pm
STI
-
STL
14h 52m
1 stop
$549American Airlines
Thu, May 28 - Tue, Jun 2
American Airlines Logo
6:15 am - 9:13 pm
STL
-
STI
13h 58m
2 stops
American Airlines Logo
9:06 am - 10:58 pm
STI
-
STL
14h 52m
1 stop
$553American Airlines
Thu, May 28 - Tue, Jun 2
Delta Logo
4:20 pm - 12:59 am
STL
-
STI
7h 39m
1 stop
Delta Logo
6:00 am - 4:48 pm
STI
-
STL
11h 48m
1 stop
$579Delta
Thu, May 28 - Tue, Jun 2

American Airlines flights from Illinois to Santiago de los Caballeros

Our best American Airlines deals on Illinois to Santiago de los Caballeros flight tickets
American Airlines
May 30
ORD6:00 pmChicago O'Hare Intl
19h 38m
1 stop
STI2:38 pmSantiago de los Caballeros
Jun 2
STI9:06 amSantiago de los Caballeros
13h 23m
1 stop
ORD9:29 pmChicago O'Hare Intl
$439
American Airlines
May 1
ORD8:46 pmChicago O'Hare Intl
14h 37m
2 stops
STI12:23 pmSantiago de los Caballeros
May 4
STI1:32 pmSantiago de los Caballeros
18h 57m
2 stops
ORD7:29 amChicago O'Hare Intl
$457
American Airlines
May 28
STL6:15 amLambert-St Louis
13h 58m
2 stops
STI9:13 pmSantiago de los Caballeros
Jun 2
STI9:06 amSantiago de los Caballeros
14h 52m
1 stop
STL10:58 pmLambert-St Louis
$553

Spirit Airlines flights from Illinois to Santiago de los Caballeros

Our best Spirit Airlines deals on Illinois to Santiago de los Caballeros flight tickets
Spirit Airlines
Mar 13
ORD6:10 pmChicago O'Hare Intl
6h 39m
1 stop
STI1:49 amSantiago de los Caballeros
Mar 14
STI2:46 amSantiago de los Caballeros
9h 31m
1 stop
ORD11:17 amChicago O'Hare Intl
$276
Spirit Airlines
Mar 11
ORD5:15 amChicago O'Hare Intl
8h 18m
1 stop
STI2:33 pmSantiago de los Caballeros
Mar 12
STI3:43 pmSantiago de los Caballeros
8h 34m
1 stop
ORD11:17 pmChicago O'Hare Intl
$281
Spirit Airlines
Mar 11
ORD5:15 amChicago O'Hare Intl
8h 18m
1 stop
STI2:33 pmSantiago de los Caballeros
Mar 20
STI2:46 amSantiago de los Caballeros
9h 31m
1 stop
ORD11:17 amChicago O'Hare Intl
$299

momondo Fare Finder

 
Customize your flight search to find flights from Illinois 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, momondo users made 832,500 searches. Data last updated February 27, 2026.
Use the filters below to find and compare flights from Illinois to Santiago de los Caballeros that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 3/13

6:10 pm-1:49 am

1 stop6h 39m

Santiago de los Caballeros

Sat 3/14

2:46 am-11:17 am

1 stop9h 31m

$276

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 3/11

5:15 am-2:33 pm

1 stop8h 18m

Santiago de los Caballeros

Thu 3/12

3:43 pm-11:17 pm

1 stop8h 34m

$281

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 3/11

5:15 am-2:33 pm

1 stop8h 18m

Santiago de los Caballeros

Fri 3/20

2:46 am-11:17 am

1 stop9h 31m

$299

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 3/13

5:05 am-2:35 pm

1 stop8h 30m

Santiago de los Caballeros

Tue 3/17

2:46 am-5:15 pm

1 stop15h 29m

$312

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 3/23

6:10 pm-1:49 am

1 stop6h 39m

Santiago de los Caballeros

Tue 3/24

3:43 pm-8:25 am

1 stop17h 42m

$320

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Thu 4/9

12:00 pm-1:49 am

1 stop12h 49m

Santiago de los Caballeros

Thu 4/16

3:27 pm-2:07 pm

2 stops47h 40m

$345

ChicagoSantiago de los Caballeros

MDW - STI

MDWSTI

Chicago Midway

Sat 5/30

5:10 pm-12:23 pm

2 stops18h 13m

Santiago de los Caballeros

Tue 6/2

6:00 am-6:33 pm

2 stops13h 33m

$547

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Thu 5/28

5:15 am-9:13 pm

1 stop14h 58m

Santiago de los Caballeros

Tue 6/2

9:06 am-10:58 pm

1 stop14h 52m

$549

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Thu 5/28

6:15 am-9:13 pm

2 stops13h 58m

Santiago de los Caballeros

Tue 6/2

9:06 am-10:58 pm

1 stop14h 52m

$553

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Thu 5/28

4:20 pm-12:59 am

1 stop7h 39m

Santiago de los Caballeros

Tue 6/2

6:00 am-4:48 pm

1 stop11h 48m

$579

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Santiago de los Caballeros from

How to get the cheapest flight ticket from Illinois 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 Illinois is in September. Flight prices, which tend to average around $251, 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 September, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $392.

Cheap Illinois to Santiago de los Caballeros flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Santiago de los Caballeros

Fastest flight time

6h 39m

Direct flights

None
The fastest flight from Illinois to Santiago de los Caballeros takes 6h 39m
There are no direct flights from Illinois to Santiago de los Caballeros. There are no popular flight routes from Illinois to Santiago de los Caballeros.
Search flight deals

  • When did momondo last update prices for flights from Illinois to Santiago de los Caballeros Airport?

    Prices for flights from Illinois to Santiago de los Caballeros Airport refresh daily.

  • How many operators does momondo search for flights from Illinois to Santiago de los Caballeros Airport?

  • How old do you have to be to fly from Illinois to Santiago de los Caballeros Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Santiago de los Caballeros Airport.

  • What documentation or ID do you need to fly to Santiago de los Caballeros Airport?

    The required travel and health documents for your Santiago de los Caballeros Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Santiago de los Caballeros Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Illinois to Santiago de los Caballeros

Compare and see reviews for airlines that fly from Illinois to Santiago de los Caballeros with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $255Free CancellationRating
7.2
2,896 reviews
Search JetBlue flights
Spirit AirlinesPriceFrom $268Free CancellationRating
6.3
8,493 reviews
Search Spirit Airlines flights
DeltaPriceFrom $356Free CancellationRating
7.9
8,243 reviews
Search Delta flights
United AirlinesPriceFrom $394Free CancellationRating
7.4
9,349 reviews
Search United Airlines flights
American AirlinesPriceFrom $437Free CancellationRating
7.2
11,357 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Santiago de los Caballeros?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Santiago de los Caballeros from Illinois.

Can I find flights from Illinois to Santiago de los Caballeros with flexible booking policies on momondo?

Flights from Illinois 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 Illinois to Santiago de los Caballeros?

momondo provides multiple filters to help you find the best flight to Santiago de los Caballeros from Illinois. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Illinois to Santiago de los Caballeros right now. Can momondo alert me if prices change?

Price alerts on flights to Santiago de los Caballeros from Illinois are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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