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 $378
Viva 1 stop 15 hr Sat, Jun 20 — Fri, Jun 26
The cheapest round-trip flight from San José del Cabo to Chicago is currently $378
Cheapest one-way flight $218
Viva 1 stop 14 hr Wed, Jun 3
The cheapest one-way flight from San José del Cabo to Chicago is currently $218
Cheapest nonstop flights $553
American Nonstop 5 hr Thu, Jul 9 — Wed, Jul 15
The cheapest nonstop round-trip flight from San José del Cabo to Chicago is currently $553
Last-minute weekend getaway $420
Viva 1 stop 15 hr Fri, May 8 — Sun, May 10
The cheapest last-minute weekend getaway from San José del Cabo to Chicago is currently $420
Cheapest business class flights $1,287
United 1 stop 9 hr Thu, Jul 30 — Wed, Aug 5
The cheapest business class round-trip flight from San José del Cabo to Chicago is currently $1,287
Fastest flight 4 hr 17 min The fastest nonstop flight from San José del Cabo to Chicago takes 4 hr 17 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 April. The most expensive month to fly is typically August.
April
Cheapest
Typical prices: $340–490
August
Most expensive
Typical prices: $385–510

Popular airlines from San José del Cabo to Chicago

  • Southwest
    from $531
    Typical price: $470–760
    1328 weekly connecting flights
    SJD - MDW, ORD Every day
  • American
    Nonstop
    from $528
    Typical price: $420–690
    7 weekly nonstop flights
    SJD - ORD Every day
    347 weekly connecting flights
    SJD - ORD Every day
  • United
    Nonstop
    from $513
    Typical price: $420–700
    1 weekly nonstop flight
    SJD - ORD Every Sat
    218 weekly connecting flights
    SJD - ORD Every day
  • Delta
    from $513
    Typical price: $435–840
    127 weekly connecting flights
    SJD - MDW, ORD Every day
  • Volaris
    from $403
    Typical price: $360–620
    68 weekly connecting flights
    SJD - MDW, ORD Every day
  • Viva
    from $409
    Typical price: $430–750
    28 weekly connecting flights
    SJD - ORD Every day

Popular airports near San José del Cabo

  • Los Cabos International Airport (SJD)
    San José del Cabo Mexico 21 min 2 mi
  • La Paz International Airport (LAP)
    La Paz Mexico 2 hr 23 min 76 mi
  • Cabo San Lucas Internacional (CSW)
    Cabo San Lucas Mexico 55 min 21 mi

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 26 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 23 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 April. Typical ticket prices in April range from $340 to $490.
The cheapest round-trip flight from San José del Cabo to Chicago recently found on Google Flights was with Viva from $378. The cheapest one-way flight was with Viva from $218.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from San José del Cabo to Chicago is $531, flying from Jul 31 to Aug 9.
  • The cheapest American flight from San José del Cabo to Chicago is $528, flying from May 28 to Jun 6.
  • The cheapest United flight from San José del Cabo to Chicago is $513, flying from May 23 to May 31.
  • The cheapest Delta flight from San José del Cabo to Chicago is $513, flying from May 23 to May 31.
  • The cheapest Volaris flight from San José del Cabo to Chicago is $403, flying from Jun 4 to Jun 10.
  • The cheapest Viva flight from San José del Cabo to Chicago is $409, flying from Jun 29 to Jul 6.
The cheapest round-trip flight from San José del Cabo to Chicago starts at $378 from Sat, Jun 20 to Fri, Jun 26. The cheapest one-way flight starts at $218 and departs on Wed, Jun 3.
4 hr 17 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 7 nonstop flights and 347 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 1,328 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 1 nonstop flights and 218 connecting flights per week. United flies from Los Cabos International Airport (SJD) to Chicago O'Hare International Airport (ORD) .
  • Delta offers 127 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 68 connecting flights per week. Volaris flies from Los Cabos International Airport (SJD) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
  • Viva offers 28 connecting flights per week. Viva 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 Viva from $378. The cheapest one-way flight was with Viva from $218.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from San José del Cabo to Chicago is $531, flying from Jul 31 to Aug 9.
  • The cheapest American flight from San José del Cabo to Chicago is $528, flying from May 28 to Jun 6.
  • The cheapest United flight from San José del Cabo to Chicago is $513, flying from May 23 to May 31.
  • The cheapest Delta flight from San José del Cabo to Chicago is $513, flying from May 23 to May 31.
  • The cheapest Volaris flight from San José del Cabo to Chicago is $403, flying from Jun 4 to Jun 10.
  • The cheapest Viva flight from San José del Cabo to Chicago is $409, flying from Jun 29 to Jul 6.
American and United fly direct from San José del Cabo to Chicago.
  • There are 7 American direct flights from San José del Cabo to Chicago per week. Flights are available every day.
  • There are 1 United direct flights from San José del Cabo to Chicago per week. Flights are available on Saturday.
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 $420 is offered by Viva from Fri, May 8 to Sun, May 10.
American and United fly direct from San José del Cabo to Chicago.
  • There are 7 American direct flights from San José del Cabo to Chicago per week. Flights are available every day.
  • There are 1 United direct flights from San José del Cabo to Chicago per week. Flights are available on Saturday.
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 $553 from Thu, Jul 9 to Wed, Jul 15 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 $1,287 from Thu, Jul 30 to Wed, Aug 5 with United.
The cheapest economy class round-trip flights between San José del Cabo and Chicago start at $378 from Sat, Jun 20 to Fri, Jun 26.
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 $420 from Fri, May 8 to Sun, May 10 with Viva.
The cheapest last-minute deal between San José del Cabo and Chicago at price $420 is offered by Viva from Fri, May 8 to Sun, May 10.
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

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