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Cheap flights from Santiago de los Caballeros to Chicago from $127

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Santiago de los Caballeros to Chicago departing on 2/24. 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 Santiago de los Caballeros to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
4:40 pm - 11:47 pm
STI
-
ORD
9h 07m
1 stop
Spirit Airlines Logo
5:15 am - 3:35 pm
ORD
-
STI
8h 20m
1 stop
$237Spirit Airlines
Wed, Feb 11 - Wed, Mar 4
Spirit Airlines Logo
2:46 am - 11:21 am
STI
-
ORD
9h 35m
1 stop
Spirit Airlines Logo
4:35 pm - 1:49 am
ORD
-
STI
8h 14m
1 stop
$268Spirit Airlines
Tue, Apr 7 - Mon, Apr 13
Spirit Airlines Logo
4:40 pm - 11:47 pm
STI
-
ORD
9h 07m
1 stop
Spirit Airlines Logo
5:15 am - 3:35 pm
ORD
-
STI
8h 20m
1 stop
$302Spirit Airlines
Thu, Feb 12 - Wed, Mar 4
Multiple Airlines Logo
4:40 pm - 11:22 am
STI
-
ORD
20h 42m
1 stop
Multiple Airlines Logo
3:21 pm - 3:35 pm
ORD
-
STI
22h 14m
1 stop
$309Multiple Airlines
Wed, Feb 11 - Thu, Mar 5
Multiple Airlines Logo
4:40 pm - 11:47 pm
STI
-
ORD
9h 07m
1 stop
Multiple Airlines Logo
3:21 pm - 3:35 pm
ORD
-
STI
22h 14m
1 stop
$310Multiple Airlines
Sat, Feb 14 - Thu, Mar 5
Spirit Airlines Logo
4:40 pm - 11:22 am
STI
-
ORD
20h 42m
1 stop
Spirit Airlines Logo
5:15 am - 3:35 pm
ORD
-
STI
8h 20m
1 stop
$313Spirit Airlines
Wed, Feb 11 - Sun, Mar 1
Multiple Airlines Logo
4:40 pm - 11:47 pm
STI
-
ORD
9h 07m
1 stop
Multiple Airlines Logo
3:21 pm - 3:35 pm
ORD
-
STI
22h 14m
1 stop
$320Multiple Airlines
Tue, Feb 10 - Thu, Mar 5
Spirit Airlines Logo
4:40 pm - 11:47 pm
STI
-
ORD
9h 07m
1 stop
Spirit Airlines Logo
5:15 am - 3:35 pm
ORD
-
STI
8h 20m
1 stop
$321Spirit Airlines
Tue, Feb 10 - Wed, Mar 4
Spirit Airlines Logo
4:40 pm - 11:22 am
STI
-
ORD
20h 42m
1 stop
Spirit Airlines Logo
5:15 am - 3:35 pm
ORD
-
STI
8h 20m
1 stop
$328Spirit Airlines
Mon, Feb 9 - Wed, Mar 4
Spirit Airlines Logo
4:40 pm - 11:47 pm
STI
-
ORD
9h 07m
1 stop
Spirit Airlines Logo
5:15 am - 3:35 pm
ORD
-
STI
8h 20m
1 stop
$332Spirit Airlines
Tue, Feb 10 - Sun, Mar 1

Spirit Airlines flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport

Our best Spirit Airlines deals on Santiago de los Caballeros to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
Feb 11
STI4:40 pmSantiago de los Caballeros
9h 07m
1 stop
ORD11:47 pmChicago O'Hare Intl
Mar 4
ORD5:15 amChicago O'Hare Intl
8h 20m
1 stop
STI3:35 pmSantiago de los Caballeros
$237
Spirit Airlines
Apr 7
STI2:46 amSantiago de los Caballeros
9h 35m
1 stop
ORD11:21 amChicago O'Hare Intl
Apr 13
ORD4:35 pmChicago O'Hare Intl
8h 14m
1 stop
STI1:49 amSantiago de los Caballeros
$268
Spirit Airlines
Feb 12
STI4:40 pmSantiago de los Caballeros
9h 07m
1 stop
ORD11:47 pmChicago O'Hare Intl
Mar 3
ORD5:15 amChicago O'Hare Intl
8h 20m
1 stop
STI3:35 pmSantiago de los Caballeros
$302

Delta flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport

Our best Delta deals on Santiago de los Caballeros to Chicago O'Hare Intl Airport flight tickets
Delta
Feb 10
STI2:29 pmSantiago de los Caballeros
9h 06m
1 stop
ORD9:35 pmChicago O'Hare Intl
Mar 3
ORD11:18 amChicago O'Hare Intl
12h 16m
2 stops
STI1:34 amSantiago de los Caballeros
$413
Delta
Feb 13
STI6:39 amSantiago de los Caballeros
14h 20m
2 stops
ORD6:59 pmChicago O'Hare Intl
Mar 4
ORD10:36 amChicago O'Hare Intl
7h 58m
1 stop
STI8:34 pmSantiago de los Caballeros
$419
Delta
Feb 12
STI6:39 amSantiago de los Caballeros
16h 05m
2 stops
ORD8:44 pmChicago O'Hare Intl
Mar 5
ORD10:35 amChicago O'Hare Intl
12h 59m
2 stops
STI1:34 amSantiago de los Caballeros
$487

momondo Fare Finder

 
Customize your flight search to find flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport 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 29, 2026.
Use the filters below to find and compare flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Wed 2/11

4:40 pm-11:47 pm

1 stop9h 07m

Chicago O'Hare Intl

Wed 3/4

5:15 am-3:35 pm

1 stop8h 20m

$237

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 4/7

2:46 am-11:21 am

1 stop9h 35m

Chicago O'Hare Intl

Mon 4/13

4:35 pm-1:49 am

1 stop8h 14m

$268

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Thu 2/12

4:40 pm-11:47 pm

1 stop9h 07m

Chicago O'Hare Intl

Wed 3/4

5:15 am-3:35 pm

1 stop8h 20m

$302

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Wed 2/11

4:40 pm-11:22 am

1 stop20h 42m

Chicago O'Hare Intl

Thu 3/5

3:21 pm-3:35 pm

1 stop22h 14m

$309

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Sat 2/14

4:40 pm-11:47 pm

1 stop9h 07m

Chicago O'Hare Intl

Thu 3/5

3:21 pm-3:35 pm

1 stop22h 14m

$310

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Wed 2/11

4:40 pm-11:22 am

1 stop20h 42m

Chicago O'Hare Intl

Sun 3/1

5:15 am-3:35 pm

1 stop8h 20m

$313

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 2/10

4:40 pm-11:47 pm

1 stop9h 07m

Chicago O'Hare Intl

Thu 3/5

3:21 pm-3:35 pm

1 stop22h 14m

$320

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 2/10

4:40 pm-11:47 pm

1 stop9h 07m

Chicago O'Hare Intl

Wed 3/4

5:15 am-3:35 pm

1 stop8h 20m

$321

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Mon 2/9

4:40 pm-11:22 am

1 stop20h 42m

Chicago O'Hare Intl

Wed 3/4

5:15 am-3:35 pm

1 stop8h 20m

$328

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 2/10

4:40 pm-11:47 pm

1 stop9h 07m

Chicago O'Hare Intl

Sun 3/1

5:15 am-3:35 pm

1 stop8h 20m

$332

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Santiago de los Caballeros to Chicago O'Hare Intl Airport

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

How have Santiago de los Caballeros to Chicago O'Hare Intl Airport flight prices changed over time?

As of January 2026, prices for Santiago de los Caballeros to Chicago O'Hare Intl Airport flights are approximately 5% cheaper when compared to flights at the same time last year.

When to book flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Santiago de los Caballeros to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Santiago de los Caballeros to Chicago O'Hare Intl Airport (STI to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Santiago de los Caballeros to Chicago O'Hare Intl Airport

Fastest flight time

8h 34m

Direct flights

None
The fastest flight from Santiago de los Caballeros to Chicago O'Hare Intl Airport takes 8h 34m
There are no direct flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport. There are no popular flight routes from Santiago de los Caballeros to Chicago O'Hare Intl Airport.
Search flight deals

  • How far is Santiago de los Caballeros to Chicago O'Hare Intl by plane?

    The distance between Santiago de los Caballeros and Chicago O'Hare Intl is about 1852.8 mi. A reasonable flight in good conditions will take 8h 34m.

  • When did momondo last update prices for flights from Santiago de los Caballeros Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Santiago de los Caballeros Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Santiago de los Caballeros Airport to Chicago O'Hare Intl 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 Santiago de los Caballeros Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl 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 Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Naperville
Rosemont
New Buffalo
Kenosha
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Elgin
Aurora
South Holland

Why use momondo?

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

Finding the right flight to Chicago from Santiago de los Caballeros is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Yes. All flights to Chicago from Santiago de los Caballeros on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Santiago de los Caballeros to Chicago?

Once you have performed a search for Santiago de los Caballeros to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes momondo offers price alerts on flights to Chicago from Santiago de los Caballeros. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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