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Chicago to Santiago Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from Chicago to Santiago

Departure Arrival Travel dates Round-trip
CHI STI Tue, Aug 19 - Wed, Sep 3 $396
CHI STI Tue, Aug 19 - Wed, Sep 3 $506
CHI STI Tue, Aug 19 - Wed, Sep 3 $526
CHI STI Thu, Dec 25 - Tue, Dec 30 $526
CHI STI Fri, Nov 14 - Wed, Nov 19 $531
CHI STI Fri, Nov 14 - Wed, Nov 19 $540
CHI STI Tue, Aug 19 - Wed, Sep 3 $565
CHI STI Fri, Nov 14 - Wed, Nov 19 $1,918
CHI STI Fri, Nov 14 - Wed, Nov 19 $6,243

Chicago and Santiago airports and terminals

Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

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Airports in Santiago , DO
map of airports in Santiago
  • 1

    Santiago Municipal Airport (STI)

    Distance from City Center: 0.9 miles

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Cheap flights from Chicago to Santiago

Sun Mon Tue Wed Thu Fri Sat
1 2
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10 11 12 13 14 15 16
17 18 19
$396
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31

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Santiago Airport Hotels

Hotel only $100

Hodelpa Centro Plaza

3 stars
4.1 / 5 31 reviews

C/ El Sol esq. Calle Mella Map

...Attention to detail shows in touches like car wash and shoe shine services, an airport shuttle, and feather pillows and complimentary wireless Internet access in inviting, air-conditioned guest... More

Hotel only $170

Hodelpa Gran Almirante

4 stars
4.0 / 5 14 reviews

Ave Salvador Estrella Sadhala esq. Calle 10 Map

...Added lures include 24-hour room service, plus an airport shuttle, business center and spa as well as a lively on-site casino.... More

Sosua by the Sea Boutique Beach Resort

3 stars
1.8 / 5 5 reviews

Calle Bruno Philips #1 Map

...International Airport is a 10-minute drive.... More

Hotel only $90

Blue Bay Villas Doradas Adults Only Resort -All Inclusive

3 stars
3.6 / 5 225 reviews

Playa Dorada Complex Map

LAST MINUTE OFFER

...Transportation Gregorio Luperon International Airport (9.3 mi/15 km) Nearby attractions Puerto Plata (3.1 mi/5 km) Business Wi-Fi service (fees apply)... More

Hotel only $65

Celuisma Playa Dorada Beach Resort and SPA - All Inclusive

3 stars
2.9 / 5 61 reviews

Playa Dorada Complex Map

35% OFF

...International airport is 25 minutes away.... More

Hotel only $203

Iberostar Costa Dorada All Inclusive

4 stars
4.0 / 5 147 reviews

Carretera Luperon, km. 4 Map

8% OFF PER NIGHT

...Puerto Plata Gregorio Luperón International Airport (10 mi/16.1 km) Attractions.... More

August

Cheapest weekend flights in August from Chicago to Santiago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Aug 7 Chicago (ORD) Santiago (STI) Spirit Airlines $576
Earn $5.76
Return Mon, Aug 11 Santiago (STI) Chicago (ORD) Spirit Airlines

Lowest roundtrip airfare in August from Chicago to Santiago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Aug 19 Chicago (ORD) Santiago (STI) Spirit Airlines $396
Earn $3.96
Return Wed, Sep 3 Santiago (STI) Chicago (ORD) Spirit Airlines

Best one-week trip in August from Chicago to Santiago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Aug 5 Chicago (ORD) Santiago (STI) Copa Airlines $546
Earn $5.46
Return Tue, Aug 12 Santiago (STI) Chicago (ORD) Copa Airlines
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September

Lowest roundtrip airfare in September from Chicago to Santiago

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Sep 20 Chicago (ORD) Santiago (STI) jetBlue $529
Earn $5.29
Return Sat, Oct 4 Santiago (STI) Chicago (ORD) jetBlue
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October

Lowest roundtrip airfare in October from Chicago to Santiago

Travel dates Departure Arrival Stops: Round-trip
Leave Sun, Oct 12 Chicago (ORD) Santiago (STI) Copa Airlines $526
Earn $5.26
Return Sat, Oct 18 Santiago (STI) Chicago (ORD) Copa Airlines
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Chicago to Santiago Intro 1

Orbitz has your best deals on Chicago to Santiago flights. From guaranteed low prices to cutting-edge mobile tools, the perfect trip begins on Orbitz.
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Use our mobile apps for Android and iPhone to find the best price on flights from Chicago to Santiago. Check your flight status, gate and baggage claim details, and book exclusive mobile deals on hotels — even on the same day.

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Worry Less With Flight Alerts

Orbitz is the best source for booking flights from Chicago to Santiago. But we also keep you updated about flight delays, booking changes, or service disruptions with free alerts. Get alerts on Chicago to Santiago flights sent to your email or via voice or text to your mobile phone. We can also send the alerts to up to 6 other email addresses or phone numbers, which is helpful if you are being picked up at the airport.

Budget Travel Planning Made Easy

It's easy to find discount air tickets for flights from Chicago to Santiago on Orbitz. Mix and match airlines for your departing and your returning flights to find the lowest fares and the best schedule.