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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 Fri, Sep 26 - Mon, Sep 29 $480
CHI STI Sat, Nov 1 - Sat, Nov 8 $532
CHI STI Sun, Nov 30 - Mon, Dec 8 $576
CHI STI Sun, Nov 30 - Mon, Dec 8 $586
CHI STI Sun, Nov 30 - Mon, Dec 8 $657
CHI STI Fri, Sep 26 - Mon, Sep 29 $747

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

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Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Santiago Airport Hotels

Hotel only $115

Hodelpa Centro Plaza

3 stars
4.0 / 5 23 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
4.1 / 5 11 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 4 reviews

Calle Bruno Philips #1 Map

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

Hotel only $113

Blue Bay Villas Doradas Adults Only Resort -All Inclusive

3 stars
3.6 / 5 134 reviews

Playa Dorada Complex Map

33% OFF

...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

3 stars
2.7 / 5 46 reviews

Playa Dorada Complex Map

35% OFF

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

Hotel only $152

Iberostar Costa Dorada All Inclusive

4 stars
4.0 / 5 105 reviews

Carretera Luperon, km. 4 Map

25% OFF PER NIGHT

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

November

Lowest roundtrip airfare in November from Chicago to Santiago

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Nov 1 Chicago (ORD) Santiago (STI) jetBlue $532
Earn $5.32
Return Sat, Nov 8 Santiago (STI) Chicago (ORD) jetBlue

Best one-week trip in November from Chicago to Santiago

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Nov 1 Chicago (ORD) Santiago (STI) jetBlue $532
Earn $5.32
Return Sat, Nov 8 Santiago (STI) Chicago (ORD) jetBlue
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December

Lowest roundtrip airfare in December from Chicago to Santiago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Dec 2 Chicago (ORD) Santiago (STI) Spirit Airlines $406
Earn $4.06
Return Wed, Dec 17 Santiago (STI) Chicago (ORD) Spirit Airlines
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Chicago to Santiago Intro 38

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