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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.
1 adult
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 - Mon, Mar 2

Spirit Airlines flights from Santiago de los Caballeros to Chicago

Our best Spirit Airlines deals on Santiago de los Caballeros to Chicago 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

Our best Delta deals on Santiago de los Caballeros to Chicago 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 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 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

Mon 3/2

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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See travel insights to Chicago from

How to get the cheapest flight ticket from Santiago de los Caballeros to Chicago

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 airline that flies from Santiago de los Caballeros to Chicago?

Spirit Airlines is the most popular carrier operating from Santiago de los Caballeros to Chicago

What airlines fly to Chicago?

American Airlines, Spirit Airlines and Delta are the top three most popular airlines that fly to Chicago from Santiago de los Caballeros according to our data. American Airlines is the first choice among our users, with 67% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

When to book flights from Santiago de los Caballeros to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Santiago de los Caballeros to Chicago 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 (STI to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Santiago de los Caballeros to Chicago

Fastest flight time

8h 34m

Direct flights

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

  • How far is Santiago de los Caballeros to Chicago by plane?

    The distance between Santiago de los Caballeros and Chicago is about 1838.3 mi. Flights usually cover this in 8h 34m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Santiago de los Caballeros Airport to Chicago were last updated today.

  • How old do you have to be to fly from Santiago de los Caballeros Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, 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.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

It is quick and easy to find Santiago de los Caballeros to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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 all potential Santiago de los Caballeros to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Price alerts on flights to Chicago from Santiago de los Caballeros 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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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport