Chicago to San Jose Del Cabo flights
Routavio compares airline fares from several flight booking sites. The lowest one-way fare it found for Chicago to San Jose Del Cabo is €133 (checked on 26 Oct 2026).
Your next trip, last seen at €133
Lowest observedWhen to fly
Explore datesMore dates worth a look
Find the dates that work for you
The lowest fare we observed for each month. Open a month to see its days, then pick your outbound and return. A day with no price is one we will search for you.
One-way fare
- Lowest observed
- €133, departing 18 Jan 2027 (Last checked: 26 Oct 2026)One-way fareCheck live prices for this route
- Airlines seen
- United Airlines, Air Canada, Alaska Airlines, Frontier Airlines, Southwest Airlines, Sun Country Airlines, Viva Aerobus, Volaris (8)
- Non-stop
- Yes
About this route
Explore the fares we observed from Chicago to San Jose Del Cabo. Prices move often, so pick your dates to see the latest options.
- Route distance
- 2,919 km
- Alternative airports
- CGX, DPA, MDW, PWK, RFD, CSL
Route-level information; individual journeys vary.
Published schedules report non-stop service with United Airlines, American Airlines. Check current timetables.
A clearer picture of your fare
If the observed fare for this date drops, we will email you. At most one message a day.
Airport to city: straight-line distance
- Chicago Midway International Airport (MDW) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 14 km.
- Chicago O'Hare International Airport (ORD) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 25 km.
- Chicago Rockford International Airport (RFD) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 126 km.
- Los Cabos International Airport (SJD) → San Jose Del Cabo, city gazetteer reference point (23.1624, -109.7173): ≈ 1 km.
Approximate distances calculated from coordinates, not road distances or travel times. These airports serve the city; they are not confirmed endpoints of an offer.
Lowest one-way fare we saw per airline
Cheapest airline from Chicago to San Jose Del Cabo: Alaska Airlines, from €140 (checked 19 Oct 2026).
| Airline | Lowest fare | Priced days |
|---|---|---|
| Alaska Airlines | €140Nov 9, 2026 | 20 |
| Volaris | €151Jan 16, 2027 | 19 |
| Viva Aerobus | €154Jan 14, 2027 | 18 |
| Air Canada | €178Nov 18, 2026 | 12 |
| Frontier Airlines | €196Dec 8, 2026 | 9 |
One-way fares checked in the last 14 days. An airline listed here had a fare on at least 3 departure days. Each figure is the lowest we saw, not a guaranteed fare. Connecting itineraries are included; the date is the departure day of that fare.
Frequently asked
How much is a flight from Chicago to San Jose Del Cabo?
The lowest fare Routavio has observed is €133, found on 26 Oct 2026. Prices move, so read it as a floor rather than a quote.
When is the cheapest month to fly from Chicago to San Jose Del Cabo?
In our observations January 2027 is the cheapest month so far, at €133.
Are there direct flights from Chicago to San Jose Del Cabo?
Yes. Published schedules report non-stop flights on this route with United Airlines, American Airlines.
Which airlines fly from Chicago to San Jose Del Cabo?
Routavio has seen these carriers on the route: United Airlines, Air Canada, Alaska Airlines, Frontier Airlines, Southwest Airlines, Sun Country Airlines, Viva Aerobus, Volaris (8).
How long does the flight from Chicago to San Jose Del Cabo take?
Across the 88 fares Routavio observed, the average journey time is 14h 16m, including any stops. Individual departures vary; the fastest observed flight is listed in the route facts above.
Which airline has the lowest fare from Chicago to San Jose Del Cabo?
Cheapest airline from Chicago to San Jose Del Cabo: Alaska Airlines, from €140 (checked 19 Oct 2026).
How observed prices work, what "No data" means and what a fare includes: Read the flight price guide · Price and schedule freshness on Routavio
Keep exploring
Similar routes
Non-stop airlines on this route
More routes from Chicago
Show all 36 routes →Show fewer ↑
More routes to San Jose Del Cabo
Show all 30 routes →Show fewer ↑
Recently observed fares. Prices may change.