Award flights from Chicago to Los Cabos (SJD)

Award space from Chicago to Los Cabos (SJD)

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AwardTool saw award space on 2 airport pairs between Chicago (ORD, MDW) and Los Cabos (SJD) in the last 30 days. Lowest economy: 10,000 miles + $62.85 on ORD–SJD (American Airlines AAdvantage). Lowest business class: 20,000 miles + $63.08 on ORD–SJD (American Airlines AAdvantage). Lowest first class: 27,500 miles + $62.85 on ORD–SJD (American Airlines AAdvantage).

Prices observed – .

Page regenerated from the Oct 19, 2026 data snapshot (normally daily). Summary last changed . Seats change quickly.

Lowest economy
10,000 pts + $62.85
ORD–SJD · AAdvantage
Lowest premium economy
32,600 pts + $84.74
ORD–SJD · Club Premier
Lowest business class
20,000 pts + $63.08
ORD–SJD · AAdvantage
Lowest first class
27,500 pts + $62.85
ORD–SJD · AAdvantage

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Lowest one-way award AwardTool observed on each airport pair between Chicago and Los Cabos (SJD), with the program and the number of departure dates seen.

AirportsEconomyPremium EconomyBusinessFirst
Chicago O’Hare (ORD) to Los Cabos (SJD)10,000 pts + $62.85AAdvantage · 102 dates32,600 pts + $84.74Club Premier · 76 dates20,000 pts + $63.08AAdvantage · 102 dates27,500 pts + $62.85AAdvantage · 96 dates
Chicago Midway (MDW) to Los Cabos (SJD)20,000 pts + $62.85MileagePlus · 14 dates—43,600 pts + $86.25Qantas · 4 dates70,400 pts + $62.85MileagePlus · 10 dates

Not seen means AwardTool hasn't observed this cabin on this route in the last 30 days. It doesn't mean the airline has no seats.

Prices are one-way per traveler: the program's points or miles plus taxes and carrier fees in USD, as AwardTool observed them in the observation window. Award space changes constantly. A seat we saw may be gone, and space we haven't seen may exist. Always confirm with a live search before transferring points; most transfers can't be reversed.

Lowest observed by cabin, Chicago to Los Cabos (SJD)

  • Economy: 10,000 miles + $62.85 on Chicago O’Hare (ORD) to Los Cabos (SJD) with American Airlines AAdvantage, which showed economy award space there on 102 dates.
  • Premium Economy: 32,600 points + $84.74 on Chicago O’Hare (ORD) to Los Cabos (SJD) with Aeromexico Club Premier, which showed premium economy award space there on 76 dates.
  • Business Class: 20,000 miles + $63.08 on Chicago O’Hare (ORD) to Los Cabos (SJD) with American Airlines AAdvantage, which showed business-class award space there on 102 dates.
  • First Class: 27,500 miles + $62.85 on Chicago O’Hare (ORD) to Los Cabos (SJD) with American Airlines AAdvantage, which showed first-class award space there on 96 dates.

Points that transfer to these programs

Bank points to program miles or points: ratio and typical transfer time
ProgramAmexBiltCapital OneChaseCitiWells Fargo
Aeromexico Club Premier1:1.6 · ~2 days—1:1 · Instant———
American Airlines AAdvantage————1:1 · Instant—
Qantas Frequent Flyer1:1 · Instant—1:1 · ~1-2 days—1:1 · Instant—
United MileagePlus—1:1 · Instant—1:1 · Instant——

Check current transfer bonuses. Most transfers can't be reversed.

Questions about Chicago to Los Cabos (SJD) award flights

Which airports had the lowest award prices from Chicago to Los Cabos (SJD)?

In business class, ORD–SJD with 20,000 miles + $63.08 (American Airlines AAdvantage). In economy, ORD–SJD with 10,000 miles + $62.85 (American Airlines AAdvantage). Prices are the lowest AwardTool observed in the last 30 days; search live before transferring points.

Which airport pairs between Chicago and Los Cabos (SJD) had award space?

ORD–SJD (economy, premium economy, business class and first class) and MDW–SJD (economy, business class and first class). Airport pairs not listed had no award space AwardTool observed in the last 30 days.

Related routes

How this page is built

These figures come from AwardTool's cached award searches across 29 loyalty programs. A value counts only when AwardTool observed it in the last 30 days, for departures within 365 days of the data date. Each price is the lowest one-way award seen per passenger, in the program's points or miles, with taxes and fees in USD. A missing value means AwardTool hasn't seen that award recently, not that none exists. The date-by-date calendar is in the app: a limited window on the free plan and 365 days with Pro.

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