Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Illinois to Santiago de los Caballeros from $110

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 2/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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.
Search flight deals

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
8:45 am - 12:23 amORD-STI
13h 38m1 stop
JetBlue Logo
4:40 pm - 11:10 pmSTI-ORD
8h 30m1 stop
$245JetBlue
Find Deal
Tue, Feb 10 - Wed, Feb 18
JetBlue Logo
8:45 am - 9:53 pmORD-STI
11h 08m1 stop
JetBlue Logo
4:40 pm - 11:10 pmSTI-ORD
8h 30m1 stop
$251JetBlue
Find Deal
Tue, Feb 10 - Wed, Feb 18
Spirit Airlines Logo
5:15 am - 3:33 pmORD-STI
8h 18m1 stop
Spirit Airlines Logo
4:40 pm - 12:18 amSTI-ORD
9h 38m1 stop
$283Spirit Airlines
Find Deal
Wed, Feb 11 - Wed, Feb 25
Spirit Airlines Logo
3:26 pm - 2:42 amORD-STI
9h 16m1 stop
Spirit Airlines Logo
3:43 am - 11:08 amSTI-ORD
9h 25m1 stop
$293Spirit Airlines
Find Deal
Mon, Dec 8 - Wed, Dec 10
Multiple Airlines Logo
9:54 am - 2:42 amSTL-STI
14h 48m2 stops
Multiple Airlines Logo
3:43 am - 1:52 pmSTI-STL
12h 09m1 stop
$374Multiple Airlines
Find Deal
Mon, Dec 8 - Wed, Dec 10
Multiple Airlines Logo
3:30 pm - 2:42 amSTL-STI
33h 12m2 stops
Multiple Airlines Logo
3:43 am - 10:56 amSTI-STL
9h 13m1 stop
$459Multiple Airlines
Find Deal
Tue, Dec 16 - Mon, Dec 29
American Airlines Logo
6:16 pm - 1:32 pmSTL-STI
17h 16m1 stop
American Airlines Logo
2:34 pm - 8:28 amSTI-STL
19h 54m2 stops
$532American Airlines
Find Deal
Sat, Feb 21 - Sat, Feb 28
American Airlines Logo
6:16 pm - 1:32 pmSTL-STI
17h 16m1 stop
American Airlines Logo
2:34 pm - 10:27 amSTI-STL
21h 53m1 stop
$572American Airlines
Find Deal
Sat, Feb 21 - Sat, Feb 28
Delta Logo
7:10 am - 8:34 pmSTL-STI
11h 24m2 stops
Delta Logo
6:39 am - 5:50 pmSTI-STL
13h 11m2 stops
$582Delta
Find Deal
Mon, Feb 2 - Thu, Feb 5
Delta Logo
6:05 am - 1:08 amSTL-STI
17h 03m1 stop
Delta Logo
6:35 am - 4:35 pmSTI-STL
12h 00m1 stop
$608Delta
Find Deal
Mon, Dec 8 - Thu, Dec 11

JetBlue flights from Illinois to Santiago de los Caballeros

Our best JetBlue deals on Illinois to Santiago de los Caballeros flight tickets
JetBlue
Feb 10
ORD8:45 amChicago O'Hare Intl
13h 38m
1 stop
STI12:23 amSantiago de los Caballeros
Feb 18
STI4:40 pmSantiago de los Caballeros
8h 30m
1 stop
ORD11:10 pmChicago O'Hare Intl
$245
Find similar
JetBlue
Feb 10
ORD8:45 amChicago O'Hare Intl
11h 08m
1 stop
STI9:53 pmSantiago de los Caballeros
Feb 18
STI4:40 pmSantiago de los Caballeros
8h 30m
1 stop
ORD11:10 pmChicago O'Hare Intl
$251
Find similar
JetBlue
Jan 21
ORD8:45 amChicago O'Hare Intl
13h 38m
1 stop
STI12:23 amSantiago de los Caballeros
Jan 25
STI7:01 amSantiago de los Caballeros
14h 44m
1 stop
ORD7:45 pmChicago O'Hare Intl
$254
Find similar

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 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 38m
1 stop
ORD12:18 amChicago O'Hare Intl
$283
Find similar
Spirit Airlines
Dec 8
ORD3:26 pmChicago O'Hare Intl
9h 16m
1 stop
STI2:42 amSantiago de los Caballeros
Dec 10
STI3:43 amSantiago de los Caballeros
9h 25m
1 stop
ORD11:08 amChicago O'Hare Intl
$293
Find similar
Spirit Airlines
Dec 7
ORD3:26 pmChicago O'Hare Intl
9h 16m
1 stop
STI2:42 amSantiago de los Caballeros
Dec 10
STI3:43 amSantiago de los Caballeros
9h 25m
1 stop
ORD11:08 amChicago O'Hare Intl
$298
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 November 22, 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

Tue 2/10

8:45 am-12:23 am

1 stop13h 38m

Santiago de los Caballeros

Wed 2/18

4:40 pm-11:10 pm

1 stop8h 30m

$245

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Tue 2/10

8:45 am-9:53 pm

1 stop11h 08m

Santiago de los Caballeros

Wed 2/18

4:40 pm-11:10 pm

1 stop8h 30m

$251

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-12:18 am

1 stop9h 38m

$283

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 12/8

3:26 pm-2:42 am

1 stop9h 16m

Santiago de los Caballeros

Wed 12/10

3:43 am-11:08 am

1 stop9h 25m

$293

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Mon 12/8

9:54 am-2:42 am

2 stops14h 48m

Santiago de los Caballeros

Wed 12/10

3:43 am-1:52 pm

1 stop12h 09m

$374

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Tue 12/16

3:30 pm-2:42 am

2 stops33h 12m

Santiago de los Caballeros

Mon 12/29

3:43 am-10:56 am

1 stop9h 13m

$459

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Sat 2/21

6:16 pm-1:32 pm

1 stop17h 16m

Santiago de los Caballeros

Sat 2/28

2:34 pm-8:28 am

2 stops19h 54m

$532

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Sat 2/21

6:16 pm-1:32 pm

1 stop17h 16m

Santiago de los Caballeros

Sat 2/28

2:34 pm-10:27 am

1 stop21h 53m

$572

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Mon 2/2

7:10 am-8:34 pm

2 stops11h 24m

Santiago de los Caballeros

Thu 2/5

6:39 am-5:50 pm

2 stops13h 11m

$582

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Mon 12/8

6:05 am-1:08 am

1 stop17h 03m

Santiago de los Caballeros

Thu 12/11

6:35 am-4:35 pm

1 stop12h 00m

$608

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.

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
9,036 reviews
Search United Airlines flights
Spirit AirlinesPriceFrom $298Free CancellationRating
6.3
8,160 reviews
Search Spirit Airlines flights
DeltaPriceFrom $356Free CancellationRating
7.9
8,000 reviews
Search Delta flights
JetBluePriceFrom $391Free CancellationRating
7.2
2,901 reviews
Search JetBlue flights
American AirlinesPriceFrom $395Free CancellationRating
7.2
11,047 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Mon 12/22
Mon 12/29
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the Dominican Republic