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Cheap flights from Illinois to Santiago de los Caballeros from $150

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 8/10. 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.
JetBlue Logo
7:00 am - 2:36 pm
ORD
-
STI
6h 36m
1 stop
JetBlue Logo
5:01 am - 1:39 pm
STI
-
ORD
9h 38m
1 stop
$392JetBlue
Mon, Aug 24 - Fri, Aug 28
JetBlue Logo
2:35 pm - 11:51 pm
ORD
-
STI
8h 16m
1 stop
JetBlue Logo
4:43 pm - 11:44 pm
STI
-
ORD
9h 01m
1 stop
$411JetBlue
Wed, Oct 28 - Tue, Nov 10
American Airlines Logo
6:59 am - 2:35 pm
ORD
-
STI
6h 36m
1 stop
American Airlines Logo
3:35 pm - 11:30 pm
STI
-
ORD
8h 55m
1 stop
$414American Airlines
Tue, Aug 18 - Fri, Aug 21
JetBlue Logo
7:00 am - 2:45 pm
ORD
-
STI
6h 45m
1 stop
JetBlue Logo
5:01 am - 1:39 pm
STI
-
ORD
9h 38m
1 stop
$416JetBlue
Tue, Sep 29 - Sat, Oct 3
American Airlines Logo
9:56 am - 8:00 pm
ORD
-
STI
9h 04m
2 stops
American Airlines Logo
7:00 am - 3:05 pm
STI
-
ORD
9h 05m
1 stop
$419American Airlines
Tue, Aug 18 - Fri, Aug 21
Delta Logo
6:00 am - 7:06 pm
ORD
-
STI
12h 06m
1 stop
Delta Logo
6:40 am - 8:24 pm
STI
-
ORD
15h 44m
2 stops
$421Delta
Wed, Oct 28 - Tue, Nov 10
Delta Logo
1:00 pm - 1:59 am
ORD
-
STI
11h 59m
1 stop
Delta Logo
8:59 pm - 12:20 pm
STI
-
ORD
16h 21m
1 stop
$446Delta
Fri, Jun 12 - Mon, Jun 22
United Airlines Logo
12:28 pm - 10:52 pm
STL
-
STI
9h 24m
1 stop
United Airlines Logo
4:23 pm - 11:38 pm
STI
-
STL
8h 15m
1 stop
$812United Airlines
Mon, Sep 14 - Thu, Sep 17
United Airlines Logo
7:01 pm - 3:12 pm
STL
-
STI
19h 11m
2 stops
United Airlines Logo
4:23 pm - 12:13 pm
STI
-
STL
20h 50m
2 stops
$817United Airlines
Mon, Oct 5 - Wed, Oct 7
Multiple Airlines Logo
8:55 am - 6:50 pm
STL
-
STI
32h 55m
3 stops
Multiple Airlines Logo
1:30 pm - 2:02 pm
STI
-
STL
49h 32m
2 stops
$2,523Multiple Airlines
Thu, Jul 30 - Mon, Aug 3

Delta flights from Illinois to Santiago de los Caballeros

Our best Delta deals on Illinois to Santiago de los Caballeros flight tickets
Delta
Oct 28
ORD6:00 amChicago O'Hare Intl
12h 06m
1 stop
STI7:06 pmSantiago de los Caballeros
Nov 10
STI6:40 amSantiago de los Caballeros
15h 44m
2 stops
ORD8:24 pmChicago O'Hare Intl
$421
Delta
Jun 12
ORD1:00 pmChicago O'Hare Intl
11h 59m
1 stop
STI1:59 amSantiago de los Caballeros
Jun 22
STI8:59 pmSantiago de los Caballeros
16h 21m
1 stop
ORD12:20 pmChicago O'Hare Intl
$446
Delta
Jun 12
ORD1:00 pmChicago O'Hare Intl
11h 59m
1 stop
STI1:59 amSantiago de los Caballeros
Jun 22
STI8:59 pmSantiago de los Caballeros
16h 21m
1 stop
ORD12:20 pmChicago O'Hare Intl
$448

JetBlue flights from Illinois to Santiago de los Caballeros

Our best JetBlue deals on Illinois to Santiago de los Caballeros flight tickets
JetBlue
Aug 24
ORD7:00 amChicago O'Hare Intl
6h 36m
1 stop
STI2:36 pmSantiago de los Caballeros
Aug 28
STI5:01 amSantiago de los Caballeros
9h 38m
1 stop
ORD1:39 pmChicago O'Hare Intl
$392
JetBlue
Oct 28
ORD2:35 pmChicago O'Hare Intl
8h 16m
1 stop
STI11:51 pmSantiago de los Caballeros
Nov 10
STI4:43 pmSantiago de los Caballeros
9h 01m
1 stop
ORD11:44 pmChicago O'Hare Intl
$411
JetBlue
Sep 29
ORD7:00 amChicago O'Hare Intl
6h 45m
1 stop
STI2:45 pmSantiago de los Caballeros
Oct 3
STI5:01 amSantiago de los Caballeros
9h 38m
1 stop
ORD1:39 pmChicago O'Hare Intl
$416

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 May 31, 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

Cheapest round-trip

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 8/24

7:00 am-2:36 pm

1 stop6h 36m

Santiago de los Caballeros

Fri 8/28

5:01 am-1:39 pm

1 stop9h 38m

$392

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 10/28

2:35 pm-11:51 pm

1 stop8h 16m

Santiago de los Caballeros

Tue 11/10

4:43 pm-11:44 pm

1 stop9h 01m

$411
Quickest round-trip

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Tue 8/18

6:59 am-2:35 pm

1 stop6h 36m

Santiago de los Caballeros

Fri 8/21

3:35 pm-11:30 pm

1 stop8h 55m

$414

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Tue 9/29

7:00 am-2:45 pm

1 stop6h 45m

Santiago de los Caballeros

Sat 10/3

5:01 am-1:39 pm

1 stop9h 38m

$416

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Tue 8/18

9:56 am-8:00 pm

2 stops9h 04m

Santiago de los Caballeros

Fri 8/21

7:00 am-3:05 pm

1 stop9h 05m

$419

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 10/28

6:00 am-7:06 pm

1 stop12h 06m

Santiago de los Caballeros

Tue 11/10

6:40 am-8:24 pm

2 stops15h 44m

$421

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 6/12

1:00 pm-1:59 am

1 stop11h 59m

Santiago de los Caballeros

Mon 6/22

8:59 pm-12:20 pm

1 stop16h 21m

$446

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Mon 9/14

12:28 pm-10:52 pm

1 stop9h 24m

Santiago de los Caballeros

Thu 9/17

4:23 pm-11:38 pm

1 stop8h 15m

$812

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Mon 10/5

7:01 pm-3:12 pm

2 stops19h 11m

Santiago de los Caballeros

Wed 10/7

4:23 pm-12:13 pm

2 stops20h 50m

$817

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Thu 7/30

8:55 am-6:50 pm

3 stops32h 55m

Santiago de los Caballeros

Mon 8/3

1:30 pm-2:02 pm

2 stops49h 32m

$2,523

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 November. Flight prices, which tend to average around $206, 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 November, then flying in June is also cheap. Prices for this month can be found on momondo for an average of $212.

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

You could potentially save up to 32% on your flight if you consider stops on a Illinois to Santiago de los Caballeros flight.

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 36m

Direct flights

None
The fastest flight from Illinois to Santiago de los Caballeros takes 6h 36m
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

Frequently asked questions about flying from Illinois to Santiago de los Caballeros

  • 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
DeltaPriceFrom $287Free CancellationRating
7.9
8,412 reviews
Search Delta flights
American AirlinesPriceFrom $407Free CancellationRating
7.1
11,642 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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