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Cheap flights from Santiago de los Caballeros to Chicago from $187

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 3/24. 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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Find the cheapest flights from Santiago de los Caballeros to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
2:46 am - 11:40 pm
STI
-
ORD
21h 54m
2 stops
Multiple Airlines Logo
5:05 am - 2:23 pm
ORD
-
STI
8h 18m
1 stop
$403Multiple Airlines
Tue, Mar 31 - Mon, Apr 6
Spirit Airlines Logo
3:07 pm - 12:24 am
STI
-
ORD
10h 17m
1 stop
Spirit Airlines Logo
7:15 pm - 2:02 pm
ORD
-
STI
17h 47m
1 stop
$426Spirit Airlines
Fri, May 1 - Wed, May 6
Spirit Airlines Logo
2:46 am - 11:17 am
STI
-
ORD
9h 31m
1 stop
Spirit Airlines Logo
4:36 pm - 1:49 am
ORD
-
STI
8h 13m
1 stop
$428Spirit Airlines
Tue, Mar 31 - Mon, Apr 6
Multiple Airlines Logo
3:07 pm - 9:36 am
STI
-
ORD
19h 29m
1 stop
Multiple Airlines Logo
4:28 pm - 2:02 pm
ORD
-
STI
20h 34m
2 stops
$454Multiple Airlines
Fri, Apr 24 - Fri, May 1
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
Spirit Airlines Logo
2:46 am - 11:50 am
STI
-
ORD
10h 04m
2 stops
Spirit Airlines Logo
9:06 am - 1:49 am
ORD
-
STI
15h 43m
2 stops
$482Spirit Airlines
Tue, Mar 31 - Mon, Apr 6
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
3:07 pm - 12:24 am
STI
-
ORD
10h 17m
1 stop
Spirit Airlines Logo
5:05 am - 2:02 pm
ORD
-
STI
7h 57m
1 stop
$497Spirit Airlines
Sun, Apr 26 - Sun, May 3
Delta Logo
8:59 pm - 12:31 pm
STI
-
ORD
16h 32m
1 stop
Delta Logo
7:10 am - 7:33 pm
ORD
-
STI
11h 23m
2 stops
$498Delta
Fri, May 1 - Wed, May 6
Spirit Airlines Logo
3:07 pm - 12:24 am
STI
-
ORD
10h 17m
1 stop
Spirit Airlines Logo
5:05 am - 2:02 pm
ORD
-
STI
7h 57m
1 stop
$500Spirit Airlines
Sun, Apr 26 - Sun, May 3

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
Mar 17
STI3:43 pmSantiago de los Caballeros
8h 34m
1 stop
ORD11:17 pmChicago O'Hare Intl
Mar 25
ORD4:36 pmChicago O'Hare Intl
8h 13m
1 stop
STI1:49 amSantiago de los Caballeros
$324
Spirit Airlines
May 1
STI3:07 pmSantiago de los Caballeros
10h 17m
1 stop
ORD12:24 amChicago O'Hare Intl
May 6
ORD7:15 pmChicago O'Hare Intl
17h 47m
1 stop
STI2:02 pmSantiago de los Caballeros
$426
Spirit Airlines
Mar 31
STI2:46 amSantiago de los Caballeros
9h 31m
1 stop
ORD11:17 amChicago O'Hare Intl
Apr 6
ORD4:36 pmChicago O'Hare Intl
8h 13m
1 stop
STI1:49 amSantiago de los Caballeros
$428

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
May 1
STI8:59 pmSantiago de los Caballeros
16h 32m
1 stop
ORD12:31 pmChicago O'Hare Intl
May 6
ORD7:10 amChicago O'Hare Intl
11h 23m
2 stops
STI7:33 pmSantiago de los Caballeros
$498
Delta
Apr 28
STI6:00 amSantiago de los Caballeros
11h 18m
2 stops
ORD4:18 pmChicago O'Hare Intl
May 5
ORD6:04 amChicago O'Hare Intl
12h 29m
1 stop
STI7:33 pmSantiago de los Caballeros
$522
Delta
Mar 17
STI6:33 amSantiago de los Caballeros
15h 37m
2 stops
ORD9:10 pmChicago O'Hare Intl
Mar 25
ORD7:00 amChicago O'Hare Intl
11h 15m
1 stop
STI7:15 pmSantiago de los Caballeros
$531

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 March 15, 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

Cheapest round-trip

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 3/31

2:46 am-11:40 pm

2 stops21h 54m

Chicago O'Hare Intl

Mon 4/6

5:05 am-2:23 pm

1 stop8h 18m

$403

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

Wed 5/6

7:15 pm-2:02 pm

1 stop17h 47m

$426

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 3/31

2:46 am-11:17 am

1 stop9h 31m

Chicago O'Hare Intl

Mon 4/6

4:36 pm-1:49 am

1 stop8h 13m

$428

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Fri 4/24

3:07 pm-9:36 am

1 stop19h 29m

Chicago O'Hare Intl

Fri 5/1

4:28 pm-2:02 pm

2 stops20h 34m

$454
Quickest round-trip

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

Tue 3/31

2:46 am-11:50 am

2 stops10h 04m

Chicago O'Hare Intl

Mon 4/6

9:06 am-1:49 am

2 stops15h 43m

$482

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

Sun 4/26

3:07 pm-12:24 am

1 stop10h 17m

Chicago O'Hare Intl

Sun 5/3

5:05 am-2:02 pm

1 stop7h 57m

$497

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Fri 5/1

8:59 pm-12:31 pm

1 stop16h 32m

Chicago O'Hare Intl

Wed 5/6

7:10 am-7:33 pm

2 stops11h 23m

$498

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Sun 4/26

3:07 pm-12:24 am

1 stop10h 17m

Chicago O'Hare Intl

Sun 5/3

5:05 am-2:02 pm

1 stop7h 57m

$500

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

What is the typical price of a round-trip flight between Santiago de los Caballeros and Chicago O'Hare Intl Airport?

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

As of March 2026, prices for Santiago de los Caballeros to Chicago O'Hare Intl Airport flights are approximately 1% 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 14m

Direct flights

None
The fastest flight from Santiago de los Caballeros to Chicago O'Hare Intl Airport takes 8h 14m
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 14m.

  • 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
Rosemont
Naperville
New Buffalo
Orland Park
Kenosha
Oak Brook
Joliet
Racine
Janesville
Hammond
Aurora
Tinley Park
Elgin
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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