Cheap flights from Illinois to Santiago de los Caballeros from $117

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 2/7. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

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 Illinois to Santiago de los Caballeros

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
7:20 am - 3:33 pm
ORD
-
STI
6h 13m
1 stop
Spirit Airlines Logo
4:40 pm - 11:47 pm
STI
-
ORD
9h 07m
1 stop
$259Spirit Airlines
Wed, Feb 4 - Sat, Feb 7
Spirit Airlines Logo
5:15 am - 3:33 pm
ORD
-
STI
8h 18m
1 stop
Spirit Airlines Logo
4:40 pm - 11:47 pm
STI
-
ORD
9h 07m
1 stop
$269Spirit Airlines
Wed, Feb 11 - Wed, Feb 25
Spirit Airlines Logo
5:15 am - 3:33 pm
ORD
-
STI
8h 18m
1 stop
Spirit Airlines Logo
4:40 pm - 11:47 pm
STI
-
ORD
9h 07m
1 stop
$280Spirit Airlines
Wed, Feb 11 - Wed, Feb 25
Spirit Airlines Logo
8:16 pm - 3:35 pm
ORD
-
STI
17h 19m
1 stop
Spirit Airlines Logo
4:40 pm - 11:47 pm
STI
-
ORD
9h 07m
1 stop
$281Spirit Airlines
Wed, Feb 25 - Wed, Mar 4
Delta Logo
6:00 am - 8:34 pm
MDW
-
STI
12h 34m
2 stops
Delta Logo
9:59 pm - 12:46 pm
STI
-
MDW
16h 47m
2 stops
$403Delta
Wed, Feb 25 - Wed, Mar 4
Delta Logo
9:33 am - 12:50 am
MDW
-
STI
13h 17m
2 stops
Delta Logo
6:39 am - 5:29 pm
STI
-
MDW
12h 50m
2 stops
$475Delta
Fri, Jan 30 - Mon, Feb 2
American Airlines Logo
5:14 am - 9:30 pm
STL
-
STI
14h 16m
1 stop
American Airlines Logo
2:31 pm - 11:56 pm
STI
-
STL
11h 25m
1 stop
$519American Airlines
Tue, Feb 24 - Tue, Mar 3
American Airlines Logo
6:53 pm - 1:31 pm
STL
-
STI
16h 38m
2 stops
American Airlines Logo
2:31 pm - 8:55 am
STI
-
STL
20h 24m
2 stops
$533American Airlines
Sat, Feb 21 - Sat, Feb 28
United Airlines Logo
8:05 am - 11:51 pm
STL
-
STI
13h 46m
2 stops
United Airlines Logo
12:52 pm - 10:58 pm
STI
-
STL
12h 06m
2 stops
$733United Airlines
Sat, Jan 31 - Wed, Feb 4
United Airlines Logo
6:30 am - 3:12 pm
STL
-
STI
7h 42m
1 stop
United Airlines Logo
4:23 pm - 12:20 pm
STI
-
STL
20h 57m
2 stops
$903United Airlines
Thu, May 28 - Tue, Jun 2

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
Feb 4
ORD7:20 amChicago O'Hare Intl
6h 13m
1 stop
STI3:33 pmSantiago de los Caballeros
Feb 7
STI4:40 pmSantiago de los Caballeros
9h 07m
1 stop
ORD11:47 pmChicago O'Hare Intl
$259
Spirit Airlines
Feb 11
ORD5:15 amChicago O'Hare Intl
8h 18m
1 stop
STI3:33 pmSantiago de los Caballeros
Feb 25
STI4:40 pmSantiago de los Caballeros
9h 07m
1 stop
ORD11:47 pmChicago O'Hare Intl
$269
Spirit Airlines
Feb 11
ORD5:15 amChicago O'Hare Intl
8h 18m
1 stop
STI3:33 pmSantiago de los Caballeros
Feb 25
STI4:40 pmSantiago de los Caballeros
9h 07m
1 stop
ORD11:47 pmChicago O'Hare Intl
$280

Delta flights from Illinois to Santiago de los Caballeros

Our best Delta deals on Illinois to Santiago de los Caballeros flight tickets
Delta
May 26
ORD7:30 amChicago O'Hare Intl
9h 15m
1 stop
STI5:45 pmSantiago de los Caballeros
Jun 11
STI8:50 pmSantiago de los Caballeros
14h 10m
1 stop
ORD10:00 amChicago O'Hare Intl
$388
Delta
May 26
ORD7:30 amChicago O'Hare Intl
9h 15m
1 stop
STI5:45 pmSantiago de los Caballeros
Jun 11
STI6:15 amSantiago de los Caballeros
15h 09m
2 stops
ORD8:24 pmChicago O'Hare Intl
$389
Delta
Feb 4
ORD10:29 amChicago O'Hare Intl
8h 05m
1 stop
STI8:34 pmSantiago de los Caballeros
Feb 7
STI6:38 amSantiago de los Caballeros
16h 15m
1 stop
ORD8:53 pmChicago O'Hare Intl
$399

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 January 12, 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

Wed 2/4

7:20 am-3:33 pm

1 stop6h 13m

Santiago de los Caballeros

Sat 2/7

4:40 pm-11:47 pm

1 stop9h 07m

$259

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 2/11

5:15 am-3:33 pm

1 stop8h 18m

Santiago de los Caballeros

Wed 2/25

4:40 pm-11:47 pm

1 stop9h 07m

$269

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 2/11

5:15 am-3:33 pm

1 stop8h 18m

Santiago de los Caballeros

Wed 2/25

4:40 pm-11:47 pm

1 stop9h 07m

$280

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 2/25

8:16 pm-3:35 pm

1 stop17h 19m

Santiago de los Caballeros

Wed 3/4

4:40 pm-11:47 pm

1 stop9h 07m

$281

ChicagoSantiago de los Caballeros

MDW - STI

MDWSTI

Chicago Midway

Wed 2/25

6:00 am-8:34 pm

2 stops12h 34m

Santiago de los Caballeros

Wed 3/4

9:59 pm-12:46 pm

2 stops16h 47m

$403

ChicagoSantiago de los Caballeros

MDW - STI

MDWSTI

Chicago Midway

Fri 1/30

9:33 am-12:50 am

2 stops13h 17m

Santiago de los Caballeros

Mon 2/2

6:39 am-5:29 pm

2 stops12h 50m

$475

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Tue 2/24

5:14 am-9:30 pm

1 stop14h 16m

Santiago de los Caballeros

Tue 3/3

2:31 pm-11:56 pm

1 stop11h 25m

$519

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Sat 2/21

6:53 pm-1:31 pm

2 stops16h 38m

Santiago de los Caballeros

Sat 2/28

2:31 pm-8:55 am

2 stops20h 24m

$533

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Sat 1/31

8:05 am-11:51 pm

2 stops13h 46m

Santiago de los Caballeros

Wed 2/4

12:52 pm-10:58 pm

2 stops12h 06m

$733

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Thu 5/28

6:30 am-3:12 pm

1 stop7h 42m

Santiago de los Caballeros

Tue 6/2

4:23 pm-12:20 pm

2 stops20h 57m

$903

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 13m

Direct flights

None
The fastest flight from Illinois to Santiago de los Caballeros takes 6h 13m
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.
  • 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 $215Free CancellationRating
7.4
9,149 reviews
Search United Airlines flights
JetBluePriceFrom $255Free CancellationRating
7.2
2,884 reviews
Search JetBlue flights
Spirit AirlinesPriceFrom $298Free CancellationRating
6.3
8,303 reviews
Search Spirit Airlines flights
DeltaPriceFrom $356Free CancellationRating
7.9
8,039 reviews
Search Delta flights
American AirlinesPriceFrom $395Free CancellationRating
7.2
11,114 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.

An easier way to manage your Santiago de los Caballeros trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 2/11
Wed 2/18

Find better results for your trip to the Dominican Republic