Find cheap flights from Chicago O'Hare Airport to Santiago de los Caballeros

ORD - STI

Find cheap flights from Chicago O'Hare Airport to Santiago de los Caballeros

Round-trip
Economy
Chicago (ORD)
Santiago de los Caballeros
Thu 2/25
Thu 3/4
Any month
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Good to know

Low season

February Best time to beat the crowds with an average 21% drop in price.

High season

June Most popular time to fly with an average 24% increase in price.

Average price round-trip

$430 (avg. price over the last 2 weeks)

Good deal round-trip

$350 or less

Good deal one-way

$212 or less

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

Estimated round-trip price
Average price per month
Flight prices as travel date approaches

Top tips for finding a cheap flight

  • Looking for a cheap flight? 25% of our users found flights on this route for $212 or less one-way and $350 or less round-trip.
  • The cheapest flight from Chicago O'Hare Airport to Santiago de los Caballeros was found 26 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be May, June and July. The cheapest month to fly is February.
  • Morning departure is around 24% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for booking Chicago O'Hare Airport to Santiago de los Caballeros flights

Are there Santiago de los Caballeros travel restrictions currently due to Coronavirus?

How long does a flight from Chicago O'Hare Airport to Santiago de los Caballeros take?

Which airlines provide the cheapest flights from Chicago O'Hare Airport to Santiago de los Caballeros?

Do I need a passport to fly between Chicago O'Hare Airport and Santiago de los Caballeros?

What’s the cheapest day of the week to fly Chicago O'Hare Airport to Santiago de los Caballeros?

How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Santiago de los Caballeros?

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to Santiago de los Caballeros?

What is the Hacker Fare option on flights from Chicago O'Hare Airport to Santiago de los Caballeros?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to Santiago de los Caballeros?

Top airline flying Chicago O'Hare Intl to Santiago de los Caballeros

Scores according to KAYAK customer reviews

5.6
Spirit Airlines
Overall score based on 61,721 reviews
6.1
Boarding
5.4
Comfort
6.5
Crew
4.6
Entertainment
4.7
Food
Airline reviews

Cons: "Same as my Trip previous"

Pros: "Noth At All Everything Was Complicated & Nerve Wrecking, Staff Was Rude Check In Didn't Work Nothing Was In Order Lines Was Very Long"

Pros: "Nothing"

Cons: "Customer unfriendly"

Pros: "Everyone was so friendly and helpful"
Cons: "That I couldn't take all the friendly and helpful people home with me...to make them a proper meal"

Cons: "See above."

Cons: "No sense of urgency"

Pros: "Let the handicap get on first and wheelchair assistance I love sitting on the aisle seat very comfortable for the limp in my left side"
Cons: "The babies crying across the aisle from me just too busy and parents letting them get away with it that's not good for people trying to get a little shut-eye but it's all good"

Cons: "Leaving and coming while on the runway getting ready to fly off the plane cut off which scared my child.."

Cons: "person at check in was awful, but manage was GREAT!"

Cons: "N/A"

Pros: "I like that I was seated in the window seat and that there was space for me to move around in my seat and be able to sleep"
Cons: "the delays in boarding, last minute gate changes, how you have to pay for a drink, no free food at all, which sucks if you are on a budget. I was supposed to be there at 11 but it turned to be 2 am."

Cons: "Luggage fees"

Cons: "My laptop was stolen out of my bag that I checked."

Cons: "Everything"

Cons: "The counter staff are rude and incompetent."

Pros: "All"
Cons: "Nothing"

Pros: "Price"
Cons: "Being lied to about boatding"

Cons: "Staff was not friendly or helpful."

Pros: "Landed early"

Pros: "I like my emergency row seat that I paid for."
Cons: "I just like the website and how it works at nothing but trouble for me."

Pros: "I was happy to get to Minneapolis."
Cons: "Uncertainty of whether I would actually get home or not."

Pros: "Not much"
Cons: "I thought I was saving money booking thru kayak, I did not know I would have to pay for my bags too. I thought carry on some were included in the quoted price"

Cons: "Talking about Nicole and diming you. Left a real bad taste in my mouth"

Cons: "Overall great"

Pros: "Nothing"
Cons: "Rude"

Pros: "Schedule and low cost"
Cons: "Nothing; just good value."

Cons: "When the tray for my elderly dad got stuck the stewardess expected a stranger to reach across my mid section to fix it as it was a really stuck. I said no no no. We will get up and you fix it. The male passenger by me was also clearly uncomfortable with being asked to do that"

Pros: "nothing"
Cons: "Small plane and it smelled bad. Baggage was way overpriced."

Cons: "Delayed for no reason"

Pros: "Arrived in one piece."
Cons: "Seat space nonexistent and they can't move back."

Pros: "We did opt for extra leg room with an added charge."

Pros: "Free upgrade to emergency row."
Cons: "Nothing."

Pros: "Liquor, cat boarding on plane."
Cons: "Someone threw up. Had to switch flights"

Pros: "Luckily sitting by good people"
Cons: "Beer was warm and $7"

Cons: "My luggage was damaged"

Pros: "The plane looked brand new! Plenty of room! Friendly staff! We could even understand and hear the safety instructions! (Yes, even after flying several times I still pay attention to them.)"

Pros: "Charismatic staff"
Cons: "late start boarding"

Cons: "I had to pay fees I was not aware of. Never taking it again."

Pros: "All services"

Cons: "Have no idea why there were more flights between Chicago and Denver on Spirit, but the most likely cause is neo-liberalism and the decay of public infrastructure under several negligent mayoral regimes in Chicago. I wish more than anything that Spirit did not fly out of Chicago, at all, and instead Virgin or JetBlue (or both) had more departures. Whenever I'm stuck on Spirit I'm sure to complain to anyone who will listen."

Pros: "Prices"
Cons: "Boarding through outside."

Pros: "My plane landing and taking off with safety"

Pros: "I didn't like anything"

Cons: "Spirit never got us to Minneapolis. United did the next day. I can't believe they can stay in business."

Pros: "Comfort"
Cons: "People"

Pros: "Cheap"
Cons: "Solicitation for credit card"

Pros: "Nothing"
Cons: "I didn't like anything"

Pros: "Nothing"

Read more about Spirit Airlines
COVID-19 information

Safety measures for airlines flying from Chicago O'Hare Intl to Santiago de los Caballeros

Airlines flying from Chicago O'Hare Intl to Santiago de los Caballeros have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Chicago O'Hare Intl to Santiago de los Caballeros

Mandatory masks

Masks required on board, masks provided on flights from Chicago O'Hare Intl to Santiago de los Caballeros

Social distancing seating

Middle seats unavailable to book on flights from Chicago O'Hare Intl to Santiago de los Caballeros

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Chicago O'Hare Intl to Santiago de los Caballeros

Book cheap flights from Chicago O'Hare Airport to Santiago de los Caballeros

Recent round-trip flight deals

4/12
Mon
1 stop
Spirit Airlines
6h 09m
ORD - STI
4/30
Fri
1 stop
Spirit Airlines
7h 49m
STI - ORD
3/31
Wed
1 stop
Spirit Airlines
12h 17m
ORD - STI
4/7
Wed
1 stop
Spirit Airlines
7h 59m
STI - ORD
5/7
Fri
1 stop
Spirit Airlines
16h 50m
ORD - STI
5/14
Fri
1 stop
Spirit Airlines
7h 49m
STI - ORD
5/15
Sat
1 stop
Spirit Airlines
16h 50m
ORD - STI
5/23
Sun
1 stop
Spirit Airlines
7h 49m
STI - ORD
5/7
Fri
2 stops
Spirit Airlines
30h 03m
ORD - STI
5/14
Fri
1 stop
Spirit Airlines
7h 49m
STI - ORD
5/15
Sat
2 stops
Spirit Airlines
14h 07m
ORD - STI
5/23
Sun
1 stop
Spirit Airlines
7h 49m
STI - ORD
3/23
Tue
2 stops
Spirit Airlines
26h 50m
ORD - STI
4/5
Mon
1 stop
Spirit Airlines
7h 59m
STI - ORD
4/12
Mon
1 stop
Spirit Airlines
6h 09m
ORD - STI
5/1
Sat
1 stop
Spirit Airlines
7h 49m
STI - ORD
3/31
Wed
2 stops
Spirit Airlines
10h 40m
ORD - STI
4/7
Wed
1 stop
Spirit Airlines
7h 59m
STI - ORD
3/23
Tue
3 stops
Spirit Airlines
26h 50m
ORD - STI
4/5
Mon
1 stop
Spirit Airlines
7h 59m
STI - ORD
4/15
Thu
2 stops
Spirit Airlines
26h 52m
ORD - STI
4/20
Tue
2 stops
Spirit Airlines
15h 20m
STI - ORD
4/12
Mon
2 stops
Multiple Airlines
18h 09m
ORD - STI
4/30
Fri
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Multiple Airlines
11h 39m
STI - ORD
4/12
Mon
2 stops
Multiple Airlines
18h 09m
ORD - STI
5/1
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1 stop
Multiple Airlines
7h 49m
STI - ORD
5/15
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2 stops
Multiple Airlines
28h 11m
ORD - STI
5/23
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Multiple Airlines
45h 41m
STI - ORD
3/23
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Multiple Airlines
40h 29m
ORD - STI
4/5
Mon
3 stops
Multiple Airlines
39h 33m
STI - ORD
3/31
Wed
2 stops
Multiple Airlines
10h 40m
ORD - STI
4/7
Wed
2 stops
Multiple Airlines
45h 45m
STI - ORD
4/12
Mon
2 stops
Multiple Airlines
18h 09m
ORD - STI
5/1
Sat
2 stops
Multiple Airlines
29h 35m
STI - ORD
3/26
Fri
3 stops
Multiple Airlines
18h 39m
ORD - STI
3/29
Mon
1 stop
Multiple Airlines
7h 59m
STI - ORD
4/16
Fri
2 stops
Multiple Airlines
8h 36m
ORD - STI
4/22
Thu
1 stop
Multiple Airlines
7h 49m
STI - ORD
5/15
Sat
3 stops
Multiple Airlines
18h 51m
ORD - STI
5/23
Sun
2 stops
Multiple Airlines
45h 41m
STI - ORD
Show more results

Recent one-way flight deals

3/24
Wed
1 stop
Spirit Airlines
12h 17m
ORD - STI
3/22
Mon
1 stop
Spirit Airlines
15h 27m
ORD - STI
3/24
Wed
2 stops
Spirit Airlines
10h 40m
ORD - STI
3/24
Wed
3 stops
Spirit Airlines
17h 24m
ORD - STI
3/22
Mon
3 stops
Multiple Airlines
18h 39m
ORD - STI
3/22
Mon
2 stops
Spirit Airlines
10h 40m
ORD - STI
3/23
Tue
2 stops
Multiple Airlines
23h 50m
ORD - STI
3/21
Sun
1 stop
Multiple Airlines
10h 01m
ORD - STI
3/23
Tue
1 stop
Multiple Airlines
10h 01m
ORD - STI
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