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Cheap flights from Santiago de los Caballeros to Chicago from $197

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 4/7. 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
1 adult, Economy, 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
3:28 pm - 11:17 pm
STI
-
ORD
8h 49m
1 stop
Spirit Airlines Logo
5:05 am - 2:23 pm
ORD
-
STI
8h 18m
1 stop
$370Spirit Airlines
Wed, Apr 8 - Mon, Apr 13
Spirit Airlines Logo
2:46 am - 5:15 pm
STI
-
ORD
15h 29m
1 stop
Spirit Airlines Logo
5:05 am - 2:23 pm
ORD
-
STI
8h 18m
1 stop
$372Spirit Airlines
Tue, Apr 7 - Mon, Apr 13
Spirit Airlines Logo
3:07 pm - 9:36 am
STI
-
ORD
19h 29m
1 stop
Spirit Airlines Logo
7:45 pm - 2:02 pm
ORD
-
STI
17h 17m
1 stop
$383Spirit Airlines
Fri, May 1 - Fri, May 8
Spirit Airlines Logo
3:07 pm - 11:07 pm
STI
-
ORD
9h 00m
2 stops
Spirit Airlines Logo
7:45 pm - 2:02 pm
ORD
-
STI
17h 17m
1 stop
$416Spirit Airlines
Fri, May 1 - Fri, May 8
Spirit Airlines Logo
3:07 pm - 12:24 am
STI
-
ORD
10h 17m
1 stop
Spirit Airlines Logo
11:51 am - 2:02 pm
ORD
-
STI
25h 11m
3 stops
$456Spirit Airlines
Fri, May 1 - Fri, May 8
Spirit Airlines Logo
2:46 am - 11:17 am
STI
-
ORD
9h 31m
1 stop
Spirit Airlines Logo
5:05 am - 2:02 pm
ORD
-
STI
7h 57m
1 stop
$465Spirit Airlines
Fri, Apr 10 - Sat, Apr 18
Multiple Airlines Logo
3:28 pm - 11:44 pm
STI
-
ORD
33h 16m
2 stops
Multiple Airlines Logo
7:15 pm - 2:02 pm
ORD
-
STI
17h 47m
1 stop
$485Multiple Airlines
Sat, Apr 11 - Sat, Apr 18
Spirit Airlines Logo
3:28 pm - 11:17 am
STI
-
ORD
20h 49m
1 stop
Spirit Airlines Logo
11:28 am - 2:02 pm
ORD
-
STI
25h 34m
2 stops
$501Spirit Airlines
Fri, Apr 10 - Thu, Apr 23
Multiple Airlines Logo
3:07 pm - 12:27 am
STI
-
ORD
10h 20m
1 stop
Multiple Airlines Logo
9:41 am - 11:56 pm
ORD
-
STI
13h 15m
2 stops
$504Multiple Airlines
Fri, May 15 - Tue, May 19
Multiple Airlines Logo
3:28 pm - 11:17 am
STI
-
ORD
20h 49m
1 stop
Multiple Airlines Logo
1:27 pm - 2:02 pm
ORD
-
STI
23h 35m
1 stop
$510Multiple Airlines
Fri, Apr 10 - Thu, Apr 23

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
Apr 8
STI3:28 pmSantiago de los Caballeros
8h 49m
1 stop
ORD11:17 pmChicago O'Hare Intl
Apr 13
ORD5:05 amChicago O'Hare Intl
8h 18m
1 stop
STI2:23 pmSantiago de los Caballeros
$370
Spirit Airlines
Apr 7
STI2:46 amSantiago de los Caballeros
15h 29m
1 stop
ORD5:15 pmChicago O'Hare Intl
Apr 13
ORD5:05 amChicago O'Hare Intl
8h 18m
1 stop
STI2:23 pmSantiago de los Caballeros
$372
Spirit Airlines
May 1
STI3:07 pmSantiago de los Caballeros
19h 29m
1 stop
ORD9:36 amChicago O'Hare Intl
May 8
ORD7:45 pmChicago O'Hare Intl
17h 17m
1 stop
STI2:02 pmSantiago de los Caballeros
$383

American Airlines flights from Santiago de los Caballeros to Chicago

Our best American Airlines deals on Santiago de los Caballeros to Chicago flight tickets
American Airlines
May 28
STI7:03 amSantiago de los Caballeros
13h 54m
1 stop
ORD7:57 pmChicago O'Hare Intl
Jun 3
ORD9:19 pmChicago O'Hare Intl
14h 02m
1 stop
STI12:21 pmSantiago de los Caballeros
$550
American Airlines
May 10
STI1:32 pmSantiago de los Caballeros
11h 53m
1 stop
ORD12:25 amChicago O'Hare Intl
May 12
ORD4:05 pmChicago O'Hare Intl
19h 18m
1 stop
STI12:23 pmSantiago de los Caballeros
$555
American Airlines
May 10
STI1:32 pmSantiago de los Caballeros
11h 53m
1 stop
ORD12:25 amChicago O'Hare Intl
May 12
ORD8:46 pmChicago O'Hare Intl
14h 37m
2 stops
STI12:23 pmSantiago de los Caballeros
$559

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 March 18, 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

Cheapest round-trip
Quickest round-trip

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Wed 4/8

3:28 pm-11:17 pm

1 stop8h 49m

Chicago O'Hare Intl

Mon 4/13

5:05 am-2:23 pm

1 stop8h 18m

$370

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 4/7

2:46 am-5:15 pm

1 stop15h 29m

Chicago O'Hare Intl

Mon 4/13

5:05 am-2:23 pm

1 stop8h 18m

$372

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Fri 5/1

3:07 pm-9:36 am

1 stop19h 29m

Chicago O'Hare Intl

Fri 5/8

7:45 pm-2:02 pm

1 stop17h 17m

$383

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Fri 5/1

3:07 pm-11:07 pm

2 stops9h 00m

Chicago O'Hare Intl

Fri 5/8

7:45 pm-2:02 pm

1 stop17h 17m

$416

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Fri 5/1

3:07 pm-12:24 am

1 stop10h 17m

Chicago O'Hare Intl

Fri 5/8

11:51 am-2:02 pm

3 stops25h 11m

$456

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Fri 4/10

2:46 am-11:17 am

1 stop9h 31m

Chicago O'Hare Intl

Sat 4/18

5:05 am-2:02 pm

1 stop7h 57m

$465

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Sat 4/11

3:28 pm-11:44 pm

2 stops33h 16m

Chicago O'Hare Intl

Sat 4/18

7:15 pm-2:02 pm

1 stop17h 47m

$485

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Fri 4/10

3:28 pm-11:17 am

1 stop20h 49m

Chicago O'Hare Intl

Thu 4/23

11:28 am-2:02 pm

2 stops25h 34m

$501

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Fri 5/15

3:07 pm-12:27 am

1 stop10h 20m

Chicago O'Hare Intl

Tue 5/19

9:41 am-11:56 pm

2 stops13h 15m

$504

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Fri 4/10

3:28 pm-11:17 am

1 stop20h 49m

Chicago O'Hare Intl

Thu 4/23

1:27 pm-2:02 pm

1 stop23h 35m

$510

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 and Delta are the most popular carriers 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 65% 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 14m

Direct flights

None
The fastest flight from Santiago de los Caballeros to Chicago takes 8h 14m
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 14m, 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
Valparaiso
Schererville
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