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Cheap flights from Santiago de los Caballeros to Chicago from $236

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 7/15. 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

Find the cheapest flights from Santiago de los Caballeros to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
3:49 pm - 11:31 pm
STI
-
ORD
8h 42m
1 stop
JetBlue Logo
6:00 am - 1:27 pm
ORD
-
STI
6h 27m
1 stop
$401JetBlue
Wed, Sep 23 - Wed, Oct 7
JetBlue Logo
3:49 pm - 11:31 pm
STI
-
ORD
8h 42m
1 stop
JetBlue Logo
2:35 pm - 11:51 pm
ORD
-
STI
8h 16m
1 stop
$445JetBlue
Thu, Oct 1 - Sat, Oct 10
Delta Logo
7:16 pm - 10:37 am
STI
-
ORD
16h 21m
2 stops
Delta Logo
6:00 am - 5:46 pm
ORD
-
STI
10h 46m
1 stop
$448Delta
Wed, Sep 23 - Wed, Oct 7
United Airlines Logo
6:00 am - 11:21 pm
STI
-
ORD
18h 21m
1 stop
United Airlines Logo
6:00 am - 10:52 pm
ORD
-
STI
15h 52m
1 stop
$467United Airlines
Thu, Sep 24 - Mon, Sep 28
American Airlines Logo
3:15 pm - 7:37 am
STI
-
ORD
17h 22m
2 stops
American Airlines Logo
6:45 pm - 12:22 pm
ORD
-
STI
16h 37m
1 stop
$471American Airlines
Thu, Oct 1 - Sat, Oct 10
American Airlines Logo
7:00 am - 7:33 pm
STI
-
ORD
14h 33m
1 stop
American Airlines Logo
10:14 am - 8:33 pm
ORD
-
STI
8h 19m
1 stop
$502American Airlines
Wed, Nov 25 - Wed, Dec 9
American Airlines Logo
7:00 am - 4:49 pm
STI
-
ORD
11h 49m
2 stops
American Airlines Logo
7:00 am - 8:33 pm
ORD
-
STI
11h 33m
2 stops
$507American Airlines
Tue, Nov 3 - Wed, Dec 9
American Airlines Logo
3:15 pm - 12:32 am
STI
-
ORD
10h 17m
1 stop
American Airlines Logo
5:05 pm - 12:10 pm
ORD
-
STI
18h 05m
1 stop
$512American Airlines
Wed, Sep 23 - Wed, Oct 7
Delta Logo
7:16 pm - 10:37 am
STI
-
ORD
16h 21m
2 stops
Delta Logo
7:05 am - 5:46 pm
ORD
-
STI
9h 41m
2 stops
$517Delta
Wed, Sep 23 - Wed, Oct 7
JetBlue Logo
5:01 am - 1:39 pm
STI
-
ORD
9h 38m
1 stop
JetBlue Logo
2:35 pm - 11:51 pm
ORD
-
STI
8h 16m
1 stop
$526JetBlue
Tue, Jul 28 - Tue, Aug 4

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

Our best JetBlue deals on Santiago de los Caballeros to Chicago O'Hare Intl Airport flight tickets
JetBlue
Sep 23
STI3:49 pmSantiago de los Caballeros
8h 42m
1 stop
ORD11:31 pmChicago O'Hare Intl
Oct 7
ORD6:00 amChicago O'Hare Intl
6h 27m
1 stop
STI1:27 pmSantiago de los Caballeros
$401
JetBlue
Oct 1
STI3:49 pmSantiago de los Caballeros
8h 42m
1 stop
ORD11:31 pmChicago O'Hare Intl
Oct 10
ORD2:35 pmChicago O'Hare Intl
8h 16m
1 stop
STI11:51 pmSantiago de los Caballeros
$445
JetBlue
Jul 28
STI5:01 amSantiago de los Caballeros
9h 38m
1 stop
ORD1:39 pmChicago O'Hare Intl
Aug 4
ORD2:35 pmChicago O'Hare Intl
8h 16m
1 stop
STI11:51 pmSantiago de los Caballeros
$526

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
Sep 23
STI7:16 pmSantiago de los Caballeros
20h 16m
2 stops
ORD2:32 pmChicago O'Hare Intl
Sep 30
ORD7:01 amChicago O'Hare Intl
9h 45m
2 stops
STI5:46 pmSantiago de los Caballeros
$448
Delta
Sep 23
STI7:16 pmSantiago de los Caballeros
16h 21m
2 stops
ORD10:37 amChicago O'Hare Intl
Oct 7
ORD7:05 amChicago O'Hare Intl
9h 41m
2 stops
STI5:46 pmSantiago de los Caballeros
$517
Delta
Jun 29
STI8:59 pmSantiago de los Caballeros
16h 21m
1 stop
ORD12:20 pmChicago O'Hare Intl
Jul 22
ORD8:03 amChicago O'Hare Intl
16h 52m
2 stops
STI1:55 amSantiago de los Caballeros
$562

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 June 14, 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
Quickest round-trip

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Wed 9/23

3:49 pm-11:31 pm

1 stop8h 42m

Chicago O'Hare Intl

Wed 10/7

6:00 am-1:27 pm

1 stop6h 27m

$401

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Thu 10/1

3:49 pm-11:31 pm

1 stop8h 42m

Chicago O'Hare Intl

Sat 10/10

2:35 pm-11:51 pm

1 stop8h 16m

$445

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Wed 9/23

7:16 pm-10:37 am

2 stops16h 21m

Chicago O'Hare Intl

Wed 10/7

6:00 am-5:46 pm

1 stop10h 46m

$448

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Thu 9/24

6:00 am-11:21 pm

1 stop18h 21m

Chicago O'Hare Intl

Mon 9/28

6:00 am-10:52 pm

1 stop15h 52m

$467

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Thu 10/1

3:15 pm-7:37 am

2 stops17h 22m

Chicago O'Hare Intl

Sat 10/10

6:45 pm-12:22 pm

1 stop16h 37m

$471

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Wed 11/25

7:00 am-7:33 pm

1 stop14h 33m

Chicago O'Hare Intl

Wed 12/9

10:14 am-8:33 pm

1 stop8h 19m

$502

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 11/3

7:00 am-4:49 pm

2 stops11h 49m

Chicago O'Hare Intl

Wed 12/9

7:00 am-8:33 pm

2 stops11h 33m

$507

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Wed 9/23

3:15 pm-12:32 am

1 stop10h 17m

Chicago O'Hare Intl

Wed 10/7

5:05 pm-12:10 pm

1 stop18h 05m

$512

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Wed 9/23

7:16 pm-10:37 am

2 stops16h 21m

Chicago O'Hare Intl

Wed 10/7

7:05 am-5:46 pm

2 stops9h 41m

$517

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 7/28

5:01 am-1:39 pm

1 stop9h 38m

Chicago O'Hare Intl

Tue 8/4

2:35 pm-11:51 pm

1 stop8h 16m

$526

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 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?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of March is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Santiago de los Caballeros averaging around $224.

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

As of June 2026, prices for Santiago de los Caballeros to Chicago O'Hare Intl Airport flights are approximately 17% 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

9h 38m

Direct flights

None
The fastest flight from Santiago de los Caballeros to Chicago O'Hare Intl Airport takes 9h 38m
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

Frequently asked questions about flying from Santiago de los Caballeros to Chicago O'Hare Intl Airport

  • 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 9h 38m.

  • 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
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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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