Cheap flights from San José del Cabo to Chicago

Flights overview

Useful information for finding cheap flights from San José del Cabo to Chicago and booking your next trip
Cheapest round-trip flights $303
Volaris 1 stop 9 hr Thu, Apr 16 — Wed, Apr 22
The cheapest round-trip flight from San José del Cabo to Chicago is currently $303
Cheapest one-way flight $199
Volaris 1 stop 9 hr Wed, Apr 15
The cheapest one-way flight from San José del Cabo to Chicago is currently $199
Cheapest nonstop flights $413
American Nonstop 5 hr Thu, May 7 — Wed, May 13
The cheapest nonstop round-trip flight from San José del Cabo to Chicago is currently $413
Last-minute weekend getaway $371
Volaris 1 stop 12 hr Thu, Feb 12 — Mon, Feb 16
The cheapest last-minute weekend getaway from San José del Cabo to Chicago is currently $371
Cheapest business class flights $1,122
United 1 stop 9 hr Thu, May 7 — Fri, May 15
The cheapest business class round-trip flight from San José del Cabo to Chicago is currently $1,122
Fastest flight 3 hr 55 min The fastest nonstop flight from San José del Cabo to Chicago takes 3 hr 55 min
Nonstop flights Every day There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from San José del Cabo to Chicago is typically December. The most expensive month to fly is typically June.
December
Cheapest
Typical prices: $345–550
June
Most expensive
Typical prices: $385–510

Popular airlines from San José del Cabo to Chicago

  • Southwest
    from $433
    Typical price: $475–800
    1015 weekly connecting flights
    SJD - MDW, ORD Every day
  • American
    Nonstop
    from $349
    Typical price: $425–710
    12 weekly nonstop flights
    SJD - ORD Every day
    331 weekly connecting flights
    SJD - ORD Every day
  • United
    Nonstop
    from $403
    Typical price: $425–740
    7 weekly nonstop flights
    SJD - ORD Every day
    180 weekly connecting flights
    SJD - ORD Every day
  • Delta
    from $372
    Typical price: $435–900
    249 weekly connecting flights
    SJD - MDW, ORD Every day
  • Volaris
    from $303
    Typical price: $380–650
    45 weekly connecting flights
    SJD - MDW, ORD Every day
  • Aeromexico
    from $370
    Typical price: $510–990
    22 weekly connecting flights
    SJD - ORD Every day

Popular airports near San José del Cabo

  • Los Cabos International Airport (SJD)
    San José del Cabo Mexico 22 min 2 mi
  • La Paz International Airport (LAP)
    La Paz Mexico 2 hr 24 min 76 mi
  • Cabo San Lucas Internacional (CSW)
    Cabo San Lucas Mexico 56 min 21 mi

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 27 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 25 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 24 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 58 min 165 mi

Frequently asked questions about flying from San José del Cabo to Chicago

The cheapest flights from San José del Cabo to Chicago are usually in December. Typical ticket prices in December range from $345 to $550.
The cheapest round-trip flight from San José del Cabo to Chicago recently found on Google Flights was with Volaris from $303. The cheapest one-way flight was with Volaris from $199.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from San José del Cabo to Chicago is $433, flying from May 7 to May 15.
  • The cheapest American flight from San José del Cabo to Chicago is $349, flying from May 7 to May 16.
  • The cheapest United flight from San José del Cabo to Chicago is $403, flying from May 7 to May 13.
  • The cheapest Delta flight from San José del Cabo to Chicago is $372, flying from May 7 to May 13.
  • The cheapest Volaris flight from San José del Cabo to Chicago is $303, flying from Apr 16 to Apr 22.
  • The cheapest Aeromexico flight from San José del Cabo to Chicago is $370, flying from May 7 to May 13.
The cheapest round-trip flight from San José del Cabo to Chicago starts at $303 from Thu, Apr 16 to Wed, Apr 22. The cheapest one-way flight starts at $199 and departs on Wed, Apr 15.
3 hr 55 min is the shortest flight time from San José del Cabo to Chicago.
Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.
It's easy to use Google Flights to find the cheapest days to fly from San José del Cabo to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from San José del Cabo to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from San José del Cabo to Chicago.

In terms of nonstop flights, American is the most popular. American offers 12 nonstop flights and 331 connecting flights per week. American flies from Los Cabos International Airport (SJD) to Chicago O'Hare International Airport (ORD) .

In terms of flights, Southwest is the most popular. Southwest offers 1,015 connecting flights per week. Southwest flies from Los Cabos International Airport (SJD) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from San José del Cabo to Chicago are:
  • United offers 7 nonstop flights and 180 connecting flights per week. United flies from Los Cabos International Airport (SJD) to Chicago O'Hare International Airport (ORD) .
  • Delta offers 249 connecting flights per week. Delta flies from Los Cabos International Airport (SJD) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
  • Volaris offers 45 connecting flights per week. Volaris flies from Los Cabos International Airport (SJD) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
  • Aeromexico offers 22 connecting flights per week. Aeromexico flies from Los Cabos International Airport (SJD) to Chicago O'Hare International Airport (ORD) .
The number of connecting flights refers to distinct flights with at least one stop between San José del Cabo and Chicago.
The cheapest round-trip flight from San José del Cabo to Chicago recently found on Google Flights was with Volaris from $303. The cheapest one-way flight was with Volaris from $199.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from San José del Cabo to Chicago is $433, flying from May 7 to May 15.
  • The cheapest American flight from San José del Cabo to Chicago is $349, flying from May 7 to May 16.
  • The cheapest United flight from San José del Cabo to Chicago is $403, flying from May 7 to May 13.
  • The cheapest Delta flight from San José del Cabo to Chicago is $372, flying from May 7 to May 13.
  • The cheapest Volaris flight from San José del Cabo to Chicago is $303, flying from Apr 16 to Apr 22.
  • The cheapest Aeromexico flight from San José del Cabo to Chicago is $370, flying from May 7 to May 13.
American and United fly direct from San José del Cabo to Chicago.
  • There are 12 American direct flights from San José del Cabo to Chicago per week. Flights are available every day.
  • There are 7 United direct flights from San José del Cabo to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between San José del Cabo and Chicago at price $371 is offered by Volaris from Thu, Feb 12 to Mon, Feb 16.
American and United fly direct from San José del Cabo to Chicago.
  • There are 12 American direct flights from San José del Cabo to Chicago per week. Flights are available every day.
  • There are 7 United direct flights from San José del Cabo to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are direct flights from San José del Cabo to Chicago on a daily basis.
The cheapest direct (nonstop) round-trip flights between San José del Cabo and Chicago start at $413 from Thu, May 7 to Wed, May 13 with American.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from San José del Cabo to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between San José del Cabo and Chicago start at $1,122 from Thu, May 7 to Fri, May 15 with United.
The cheapest economy class round-trip flights between San José del Cabo and Chicago start at $303 from Thu, Apr 16 to Wed, Apr 22.
To book business class trips from San José del Cabo to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between San José del Cabo and Chicago starts at $371 from Thu, Feb 12 to Mon, Feb 16 with Volaris.
The cheapest last-minute deal between San José del Cabo and Chicago at price $371 is offered by Volaris from Thu, Feb 12 to Mon, Feb 16.
To find last-minute flight deals from San José del Cabo to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

Search more flights

Popular trips from San José del Cabo

  1. Paris
    $520
    Feb 13 — Feb 20
    1 stop 20 hr 5 min Condor
  2. Los Angeles
    $245
    Mar 5 — Mar 11
    Nonstop 2 hr 47 min Delta
  3. Chicago
    $310
    May 9 — May 17
    1 stop 7 hr 3 min Volaris
  4. Singapore
    Feb 6 — Feb 12

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