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 $279
United Nonstop 5 hr Sat, Jan 24 — Fri, Jan 30
The cheapest round-trip flight from San José del Cabo to Chicago is currently $279
Cheapest one-way flight $186
United Nonstop 5 hr Sat, Jan 24
The cheapest one-way flight from San José del Cabo to Chicago is currently $186
Last-minute weekend getaway $388
United Nonstop 5 hr Fri, Nov 21 — Sun, Nov 23
The cheapest last-minute weekend getaway from San José del Cabo to Chicago is currently $388
Cheapest business class flights $1,049
United 1 stop 8 hr Fri, Jan 23 — Sun, Feb 1
The cheapest business class round-trip flight from San José del Cabo to Chicago is currently $1,049
Fastest flight 4 hr 5 min The fastest nonstop flight from San José del Cabo to Chicago takes 4 hr 5 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 January. The most expensive month to fly is typically December.
January
Cheapest
Typical prices: $300–700
December
Most expensive
Typical prices: $380–620

Popular airlines from San José del Cabo to Chicago

  • Southwest
    from $340
    Typical price: $465–880
    1115 weekly connecting flights
    SJD - MDW, ORD Every day
  • American
    Nonstop
    from $285
    Typical price: $410–740
    12 weekly nonstop flights
    SJD - ORD Every day
    368 weekly connecting flights
    SJD - ORD Every day
  • United
    Nonstop
    from $279
    Typical price: $410–770
    7 weekly nonstop flights
    SJD - ORD Every day
    221 weekly connecting flights
    SJD - ORD Every day
  • Delta
    from $323
    Typical price: $465–910
    93 weekly connecting flights
    SJD - MDW, ORD Every day
  • Volaris
    Typical price: $385–590
    49 weekly connecting flights
    SJD - MDW, ORD Every day
  • Alaska
    from $449
    Typical price: $500–1,200
    31 weekly connecting flights
    SJD - ORD Every day

Popular airports near San José del Cabo

  • Los Cabos International Airport (SJD)
    San José del Cabo Mexico 24 min 6 mi
  • La Paz International Airport (LAP)
    La Paz Mexico 2 hr 13 min 81 mi
  • Cabo San Lucas Internacional (CSW)
    Cabo San Lucas Mexico 47 min 17 mi

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 31 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 26 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 28 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

When are the cheapest days to fly from San José del Cabo to Chicago?
The cheapest flights from San José del Cabo to Chicago are usually in January. Typical ticket prices in January range from $300 to $700.
Which airlines provide the cheapest flights from San José del Cabo to Chicago?
The cheapest round-trip flight from San José del Cabo to Chicago recently found on Google Flights was with United from $279. The cheapest one-way flight was with United from $186.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from San José del Cabo to Chicago is $340, flying from Dec 25 to Dec 31.
  • The cheapest American flight from San José del Cabo to Chicago is $285, flying from Jan 24 to Jan 30.
  • The cheapest United flight from San José del Cabo to Chicago is $279, flying from Jan 24 to Jan 30.
  • The cheapest Delta flight from San José del Cabo to Chicago is $323, flying from Feb 12 to Feb 18.
  • The cheapest Alaska flight from San José del Cabo to Chicago is $449, flying from Dec 5 to Dec 14.
What are the cheapest flights from San José del Cabo to Chicago?
The cheapest round-trip flight from San José del Cabo to Chicago starts at $279 from Sat, Jan 24 to Fri, Jan 30. The cheapest one-way flight starts at $186 and departs on Sat, Jan 24.
How long does it take to fly from San José del Cabo to Chicago?
4 hr 5 min is the shortest flight time from San José del Cabo to Chicago.
When should you fly to Chicago, United States?
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.
How do I find cheap dates to fly from San José del Cabo to Chicago?
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 is the best airline to fly from San José del Cabo to Chicago?
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 368 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 1,115 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 221 connecting flights per week. United flies from Los Cabos International Airport (SJD) to Chicago O'Hare International Airport (ORD) .
  • Delta offers 93 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 49 connecting flights per week. Volaris flies from Los Cabos International Airport (SJD) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
  • Alaska offers 31 connecting flights per week. Alaska 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.
Which airlines provide the cheapest flights from San José del Cabo to Chicago?
The cheapest round-trip flight from San José del Cabo to Chicago recently found on Google Flights was with United from $279. The cheapest one-way flight was with United from $186.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from San José del Cabo to Chicago is $340, flying from Dec 25 to Dec 31.
  • The cheapest American flight from San José del Cabo to Chicago is $285, flying from Jan 24 to Jan 30.
  • The cheapest United flight from San José del Cabo to Chicago is $279, flying from Jan 24 to Jan 30.
  • The cheapest Delta flight from San José del Cabo to Chicago is $323, flying from Feb 12 to Feb 18.
  • The cheapest Alaska flight from San José del Cabo to Chicago is $449, flying from Dec 5 to Dec 14.
Which airlines have direct flights from San José del Cabo to Chicago?
Southwest, 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.
Which airline provides the cheapest last-minute getaway flight from San José del Cabo to Chicago?
The cheapest last-minute deal between San José del Cabo and Chicago at price $388 is offered by United from Fri, Nov 21 to Sun, Nov 23.
Which airlines have direct flights from San José del Cabo to Chicago?
Southwest, 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.
When are direct flights from San José del Cabo to Chicago available?
There are direct flights from San José del Cabo to Chicago on a daily basis.
What are the cheapest direct flights from San José del Cabo to Chicago?
The cheapest direct (nonstop) round-trip flights between San José del Cabo and Chicago start at $279 from Sat, Jan 24 to Fri, Jan 30 with United.
How can I find nonstop flights from San José del Cabo to Chicago?
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.
What are the cheapest business class flights from San José del Cabo to Chicago?
The cheapest business class round-trip flights between San José del Cabo and Chicago start at $1,049 from Fri, Jan 23 to Sun, Feb 1 with United.
What are the cheapest economy class flights from San José del Cabo to Chicago?
The cheapest economy class round-trip flights between San José del Cabo and Chicago start at $279 from Sat, Jan 24 to Fri, Jan 30.
How can I book business class trips from San José del Cabo to Chicago?
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.
Are there any last-minute deals from San José del Cabo to Chicago next weekend?
The best last-minute getaway deal for the next weekend between San José del Cabo and Chicago starts at $388 from Fri, Nov 21 to Sun, Nov 23 with United.
Which airline provides the cheapest last-minute getaway flight from San José del Cabo to Chicago?
The cheapest last-minute deal between San José del Cabo and Chicago at price $388 is offered by United from Fri, Nov 21 to Sun, Nov 23.
How can I find last-minute flight deals from San José del Cabo to Chicago?
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.

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