ORD → SJD

Find and Compare the Cheapest Ways to Fly from Chicago to Los Cabos

Compare one-way, round-trip and flight + hotel packages from Chicago to Los Cabos, a nonstop flight of about 4h 10m, with fares from around 245.

Chicago to Los Cabos flight facts

Chicago to Los Cabos is an international route covering about 1,807 miles, arriving at Los Cabos International Airport (SJD) in Mexico. Peak travel season in Los Cabos runs November–April (warm, dry and sunny), while July–October is usually the quietest and best-value time to visit. The cheapest fares we've tracked on this route include at least one stop.

Key facts for flights from Chicago to Los Cabos
Departing fromO'Hare International Airport (ORD)
Arriving atLos Cabos International Airport (SJD)
Distance1,807 miles (2,910 km)
Nonstop flight timeAbout 4h 10m
Nonstop airlines seenNone in recent fares, expect 1 stop
Round-trip fares from$245 (estimate)
Cheapest monthsFebruary, May, January
Peak season in Los CabosNovember–April
Cheapest hotel months in Los CabosJuly–October
Best time to book2 to 6 months ahead
Route info updatedOctober 16, 2026

When to visit Los Cabos

  • Peak season

    November–April

    Warm, dry and sunny

  • Shoulder season

    May–June

    Hot and dry

  • Off-peak season

    July–October

    Hot, humid, storm season

Estimated round-trip fares by month, Chicago to Los Cabos

Estimated lowest round-trip fare per month
MonthFares from
January$270
February$245
March$310
April$315
May$260
June$360
July$370
August$325
September$275
October$285
November$300
December$360

Flying from Chicago to Los Cabos

Airlines Flying this Route

The cheapest fares we've tracked on this route include at least one stop. Ducoffs.com compares full-service and low-cost airlines flying between Chicago and Los Cabos in a single search, including nonstop and one-stop options, so you can weigh price against total travel time.

Best Time to Book Flights from Chicago to Los Cabos

Fares on this route tend to be lowest in February, May, and January. For the best selection, book about 2 to 6 months before departure and stay flexible by a day or two.

Average Travel Duration

Chicago and Los Cabos are about 1,807 miles apart. A nonstop flight takes roughly 4h 10m; connecting itineraries usually add 2 to 5 hours.

Chicago to Los Cabos flight questions

How can I find the absolute cheapest flight from Chicago to Los Cabos?

The best way to secure budget rates is by comparing multiple airlines simultaneously and checking flexible dates. Ducoffs.com scans available partner networks to bring you real-time pricing options.

What is the cheapest month to fly from Chicago to Los Cabos?

Based on typical seasonal demand, February, May, and January tend to offer the lowest fares on this route, with estimated round-trip prices starting around $245. Live prices change daily, so run a search for your exact dates.

How long is the flight from Chicago to Los Cabos?

Chicago and Los Cabos are about 1,807 miles apart. A nonstop flight takes roughly 4h 10m, while connecting itineraries usually add 2 to 5 hours depending on the layover.

Which airlines fly nonstop from Chicago to Los Cabos?

The cheapest fares we've tracked recently on this route include at least one stop. Your live search shows any nonstop options available for your dates.

When are hotels cheapest in Los Cabos?

Hotel rates in Los Cabos are usually lowest in July–October, when demand is quieter, and highest during peak season (November–April). Booking your flight and hotel together can save up to 30%.

Which airport do I fly into for Los Cabos?

This route arrives at Los Cabos International Airport (SJD). Your search results also show nearby airports when they offer a cheaper or faster option.

How far in advance should I book a flight to Los Cabos?

For this route, booking about 2 to 6 months before departure usually gives the best balance of price and seat selection. Mid-week departures are often cheaper than weekend flights.

Is it cheaper to bundle flights and hotels together?

Yes. Bundling your travel components can save you up to 30% compared to booking flights and hotels separately, as airlines and properties offer exclusive package discounts.