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Cheap flights from Illinois to Santiago de los Caballeros from $133

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 9/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Illinois to Santiago de los Caballeros

Cheap round-trip flights

Spirit Airlines Logo
6:44 pm - 11:03 amORD-STI
15h 19m1 stop
Spirit Airlines Logo
12:10 pm - 10:48 pmSTI-ORD
11h 38m1 stop
$323Spirit Airlines
Find Deal
Thu, Sep 11 - Tue, Sep 23
Spirit Airlines Logo
6:44 pm - 11:03 amORD-STI
15h 19m1 stop
Spirit Airlines Logo
12:10 pm - 10:48 pmSTI-ORD
11h 38m1 stop
$326Spirit Airlines
Find Deal
Fri, Sep 19 - Mon, Sep 29
Logo
8:49 pm - 11:03 amORD-STI
37h 14m2 stops
Logo
12:10 pm - 10:52 amSTI-ORD
23h 42m1 stop
$374
Find Deal
Fri, Sep 19 - Fri, Sep 26
Logo
4:00 pm - 11:03 amSTL-STI
18h 03m2 stops
Logo
12:10 pm - 9:40 amSTI-STL
22h 30m1 stop
$393
Find Deal
Mon, Sep 22 - Wed, Sep 24
Delta Logo
7:00 am - 7:11 pmORD-STI
11h 11m1 stop
Delta Logo
6:11 am - 5:45 pmSTI-ORD
12h 34m1 stop
$412Delta
Find Deal
Fri, Sep 19 - Mon, Sep 22
Delta Logo
7:00 am - 7:11 pmORD-STI
11h 11m1 stop
Delta Logo
8:40 pm - 9:56 amSTI-ORD
14h 16m1 stop
$413Delta
Find Deal
Fri, Sep 19 - Tue, Sep 23
American Airlines Logo
8:47 pm - 12:27 pmORD-STI
14h 40m2 stops
American Airlines Logo
1:29 pm - 11:12 pmSTI-ORD
10h 43m2 stops
$426American Airlines
Find Deal
Fri, Sep 19 - Tue, Sep 23
JetBlue Logo
1:35 pm - 2:21 amORD-STI
11h 46m1 stop
JetBlue Logo
9:55 am - 8:50 pmSTI-ORD
11h 55m1 stop
$448JetBlue
Find Deal
Wed, Oct 1 - Mon, Oct 6
American Airlines Logo
8:30 pm - 12:27 pmORD-STI
14h 57m2 stops
American Airlines Logo
1:29 pm - 11:12 pmSTI-ORD
10h 43m2 stops
$484American Airlines
Find Deal
Fri, Sep 19 - Mon, Sep 22
JetBlue Logo
6:45 am - 6:04 pmORD-STI
10h 19m1 stop
JetBlue Logo
3:20 am - 8:49 pmSTI-ORD
18h 29m1 stop
$486JetBlue
Find Deal
Fri, Sep 19 - Thu, Sep 25

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
Sep 11
ORD6:44 pmChicago O'Hare Intl
15h 19m
1 stop
STI11:03 amSantiago de los Caballeros
Sep 23
STI12:10 pmSantiago de los Caballeros
11h 38m
1 stop
ORD10:48 pmChicago O'Hare Intl
$323
Find similar
Spirit Airlines
Sep 19
ORD6:44 pmChicago O'Hare Intl
15h 19m
1 stop
STI11:03 amSantiago de los Caballeros
Sep 29
STI12:10 pmSantiago de los Caballeros
11h 38m
1 stop
ORD10:48 pmChicago O'Hare Intl
$326
Find similar
Spirit Airlines
Oct 5
ORD4:51 pmChicago O'Hare Intl
16h 47m
1 stop
STI10:38 amSantiago de los Caballeros
Oct 25
STI11:43 amSantiago de los Caballeros
13h 02m
1 stop
ORD11:45 pmChicago O'Hare Intl
$330
Find similar

JetBlue flights from Illinois to Santiago de los Caballeros

Our best JetBlue deals on Illinois to Santiago de los Caballeros flight tickets
JetBlue
Oct 1
ORD1:35 pmChicago O'Hare Intl
11h 46m
1 stop
STI2:21 amSantiago de los Caballeros
Oct 6
STI9:55 amSantiago de los Caballeros
11h 55m
1 stop
ORD8:50 pmChicago O'Hare Intl
$448
Find similar
JetBlue
Sep 19
ORD6:45 amChicago O'Hare Intl
10h 19m
1 stop
STI6:04 pmSantiago de los Caballeros
Sep 25
STI3:20 amSantiago de los Caballeros
18h 29m
1 stop
ORD8:49 pmChicago O'Hare Intl
$486
Find similar
JetBlue
Oct 10
ORD6:45 amChicago O'Hare Intl
10h 18m
1 stop
STI6:03 pmSantiago de los Caballeros
Oct 11
STI3:20 amSantiago de los Caballeros
9h 50m
1 stop
ORD12:10 pmChicago O'Hare Intl
$488
Find similar

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 August 21, 2025.
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

Thu 9/11

6:44 pm-11:03 am

1 stop15h 19m

Santiago de los Caballeros

Tue 9/23

12:10 pm-10:48 pm

1 stop11h 38m

$323

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 9/19

6:44 pm-11:03 am

1 stop15h 19m

Santiago de los Caballeros

Mon 9/29

12:10 pm-10:48 pm

1 stop11h 38m

$326

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 9/19

8:49 pm-11:03 am

2 stops37h 14m

Santiago de los Caballeros

Fri 9/26

12:10 pm-10:52 am

1 stop23h 42m

$374

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Mon 9/22

4:00 pm-11:03 am

2 stops18h 03m

Santiago de los Caballeros

Wed 9/24

12:10 pm-9:40 am

1 stop22h 30m

$393

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 9/19

7:00 am-7:11 pm

1 stop11h 11m

Santiago de los Caballeros

Mon 9/22

6:11 am-5:45 pm

1 stop12h 34m

$412

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 9/19

7:00 am-7:11 pm

1 stop11h 11m

Santiago de los Caballeros

Tue 9/23

8:40 pm-9:56 am

1 stop14h 16m

$413

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 9/19

8:47 pm-12:27 pm

2 stops14h 40m

Santiago de los Caballeros

Tue 9/23

1:29 pm-11:12 pm

2 stops10h 43m

$426

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 10/1

1:35 pm-2:21 am

1 stop11h 46m

Santiago de los Caballeros

Mon 10/6

9:55 am-8:50 pm

1 stop11h 55m

$448

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 9/19

8:30 pm-12:27 pm

2 stops14h 57m

Santiago de los Caballeros

Mon 9/22

1:29 pm-11:12 pm

2 stops10h 43m

$484

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 9/19

6:45 am-6:04 pm

1 stop10h 19m

Santiago de los Caballeros

Thu 9/25

3:20 am-8:49 pm

1 stop18h 29m

$486

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 $361, 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.

What is the cheapest day to depart on your flight to Santiago de los Caballeros?

The cheapest day to depart from Illinois 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 Illinois 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 Illinois 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.

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

Direct flights

None
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
United AirlinesPriceFrom $226Free CancellationRating
7.4
8,930 reviews
Search United Airlines flights
DeltaPriceFrom $345Free CancellationRating
7.9
7,981 reviews
Search Delta flights
JetBluePriceFrom $391Free CancellationRating
7.2
2,916 reviews
Search JetBlue flights
American AirlinesPriceFrom $395Free CancellationRating
7.2
10,000 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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