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Chicago to Los Cabos 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 Los Cabos

Departure Arrival Travel dates Round-trip
CHI SJD Sat, Nov 15 - Tue, Nov 18 $457
CHI SJD Sat, Jul 19 - Sat, Jul 26 $527
CHI SJD Sat, Jul 19 - Sat, Jul 26 $534
CHI SJD Sat, Sep 27 - Sat, Oct 4 $574
CHI SJD Fri, Sep 26 - Sat, Oct 4 $612
CHI SJD Sat, Aug 23 - Sat, Aug 30 $617
CHI SJD Sat, Sep 6 - Sat, Sep 13 $655
CHI SJD Sun, Sep 7 - Sun, Sep 14 $702
CHI SJD Sat, Jan 10 - Sat, Jan 17 $1,052
CHI SJD Thu, Oct 16 - Sun, Oct 19 $3,033

Chicago and Los Cabos 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

    Terminals and carriers for flights from ORD to SJD

    Terminal Carriers
    Terminal 1 United Airlines
    Terminal 3 American Airlines
    Terminal 5 Frontier Airlines
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Airports in Los Cabos , MX
map of airports in Los Cabos
  • 1

    Los Cabos Airport (SJD)

    Distance from City Center: 9.3 miles

    Terminals and carriers for flights from CHI to SJD

    Terminal Carriers
    Terminal 1 United Airlines
    Terminal 2 American Airlines
    Terminal 3 Frontier Airlines
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Cheap flights from Chicago to Los Cabos

Sun Mon Tue Wed Thu Fri Sat
1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
$617
24 25 26 27 28 29 30
31

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Los Cabos Airport Hotels

Hotel only $90

BEST WESTERN Aeropuerto

3 stars
4.8 / 5 4 reviews

Acceso al Aeropuerto M-14C L-05 Map

...We are located within the area of Los Cabos International Airport, a privileged location that allow us to provide you a personalized care in your free transfer to and from the airport 24-hours... More

Hotel only $70

Holiday Inn Express CABO SAN LUCAS

3 stars
Not yet reviewed

CORREDOR CSL - SJD KM. 4.5,COL. EL TEZAL Map

...Outside the entrance of the elusive downtown of Cabo San Lucas, the Holiday Inn Express Cabo San Lucas grants the best in Los Cabos accommodation!... More

Hotel only $132

Hotel Casa Natalia

4 stars
4.7 / 5 39 reviews

Mijares Blvd #4 Map

30% off per night

...Los Cabos International Airport (7.3 mi/11.8 km)... More

Hotel only $113

Tropicana Inn

3 stars
4.0 / 5 4 reviews

Boulevard Mijares 30 SN Map

Featuring 40 Mexican Hacienda style rooms and suites, the Tropicana Inn blends a truly authentic Mexican atmosphere from the Colonial age with today's commodities. Experience the warmth of Old... More

Hotel only $78

Hotel and Suites Las Palmas

3 stars
3.0 / 5 20 reviews

Carretera transpeninsular km 31 Colonia Magisterial Map

...Los Cabos International Airport (6.9 mi/11.1 km) Attractions.... More

Hotel only $221

Hotel El Ganzo

5 stars
4.0 / 5 1 reviews

Boulevard Tiburon SN Map

Save 25% off per night!

...celebrates diversity, creativity, artistry and sustainability.It is a place where individual expression reins, and guests can indulge and enjoy Los Cabos like never before.Hotel El Ganzo Design... More

August

Cheapest weekend flights in August from Chicago to Los Cabos

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Aug 29 Chicago (ORD) Los Cabos (SJD) Virgin America $652
Earn $6.52
Return Sun, Aug 31 Los Cabos (SJD) Chicago (ORD) Virgin America

Lowest roundtrip airfare in August from Chicago to Los Cabos

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Aug 23 Chicago (ORD) Los Cabos (SJD) Virgin America $617
Earn $6.17
Return Sat, Aug 30 Los Cabos (SJD) Chicago (ORD) Virgin America

Best one-week trip in August from Chicago to Los Cabos

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Aug 23 Chicago (ORD) Los Cabos (SJD) Virgin America $617
Earn $6.17
Return Sat, Aug 30 Los Cabos (SJD) Chicago (ORD) Virgin America
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September

Cheapest weekend flights in September from Chicago to Los Cabos

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Sep 11 Chicago (ORD) Los Cabos (SJD) United Airlines $608
Earn $6.08
Return Mon, Sep 15 Los Cabos (SJD) Chicago (ORD) United Airlines

Lowest roundtrip airfare in September from Chicago to Los Cabos

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Sep 27 Chicago (ORD) Los Cabos (SJD) United Airlines $574
Earn $5.74
Return Sat, Oct 4 Los Cabos (SJD) Chicago (ORD) United Airlines

Best one-week trip in September from Chicago to Los Cabos

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Sep 27 Chicago (ORD) Los Cabos (SJD) United Airlines $574
Earn $5.74
Return Sat, Oct 4 Los Cabos (SJD) Chicago (ORD) United Airlines
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October

Cheapest weekend flights in October from Chicago to Los Cabos

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Oct 16 Chicago (ORD) Los Cabos (SJD) US Airways $675
Earn $6.75
Return Sun, Oct 19 Los Cabos (SJD) Chicago (ORD) US Airways

Lowest roundtrip airfare in October from Chicago to Los Cabos

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Oct 3 Chicago (ORD) Los Cabos (SJD) American Airlines $597
Earn $5.97
Return Tue, Oct 7 Los Cabos (SJD) Chicago (ORD) American Airlines

Best one-week trip in October from Chicago to Los Cabos

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Oct 24 Chicago (ORD) Los Cabos (SJD) Virgin America $616
Earn $6.16
Return Fri, Oct 31 Los Cabos (SJD) Chicago (ORD) Virgin America
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Flights from Chicago to Los Cabos

Airports in Chicago

The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.

Chicago Airport Parking

Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.

Chicago Airport Transportation

There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.

Chicago Airport Restaurants

Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.

Los Cabos

Airports in Los Cabos

With warm weather and dozens of different tourist attractions, Los Cabos is a popular spot for travelers. If you need help finding a low fare or cheap flights to Los Cabos, you can get help from Orbitz.com. The website searches through the top hotels and flights, giving you access to the best prices. Los Cabos International Airport is the largest airport serving the area, and it is one of the largest airports in Mexico. The airport has four terminals, and you will find that most major airlines operate out of the hub, including American Airlines, Delta Airlines, United Airlines, and Virgin America. It's less than 20 minutes from major attractions and hotels.

Transportation Around Los Cabos

While some people enjoy walking around Los Cabos, the best way to see the city is in a vehicle. Orbitz.com provides deals on rental cars that you can pick up from the airport. Many of the top hotels also provide free shuttles for guests, which you can you to get to the airport at the end of your stay. Taxis are also available, and you should expect to pay between $10 and $20, depending on the distance.

Los Cabos Weather

Los Cabos has a subtropical climate, which means that the area has moderately warm weather throughout the year. Wear sunscreen and lightweight clothing during the warmer months, as temperatures can reach the high 90s. Even during the winter months, the temperatures are still in the 60 to 80 degree range.

Major Attractions in Los Cabos

Beaches like El Estero and La Playita are popular with tourists. Los Cabos also has other attractions and museums, including the Charles Stewart Gallery. Whether you are looking for a vacation with an international flare or you just want to find cheap flights to Los Cabos, you can book all of your travel arrangements through Orbitz.com.

Interesting facts about flights from Chicago to Los Cabos

    • 2 direct flights are operating from Chicago to Los Cabos today.
    • Today's average time for a direct flight is 4h 32m.
    • United Airlines flight 346 (3:50 AM GMT, Airbus Industrie A320) is today's earliest available flight from Chicago to Los Cabos.
    • Frontier Airlines flight 37 (10:00 AM GMT, Airbus Industrie A320) is today's latest available flight from Chicago to Los Cabos.
    • Today's shortest direct flight from Chicago to Los Cabos (United Airlines flight 346, Airbus Industrie A320) takes 4h 30m.
    • Today's longest direct flight from Chicago to Los Cabos (Frontier Airlines flight 37, Airbus Industrie A320) takes 4h 34m.
    • Flights from Midway Airport (MDW), O'Hare Airport (ORD) to Los Cabos Airport (SJD) are available for this route.

Aircraft options between Chicago and Los Cabos

Equipment Carrier
Boeing 737-700 Passenger United Airlines
Boeing 737-900 Passenger United Airlines
Boeing 737-800 Passenger United Airlines, American Airlines
McDonnell Douglas MD-83 American Airlines
Airbus Industrie A320 United Airlines, Frontier Airlines