Award flights from Chicago to San José, Costa Rica (SJO)
Award space from Chicago to San José, Costa Rica (SJO)
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AwardTool saw award space on 2 airport pairs between Chicago (ORD, MDW) and San José, Costa Rica (SJO) in the last 30 days. Lowest economy: 10,000 miles + $24.68 on ORD–SJO (American Airlines AAdvantage). Lowest business class: 25,000 points + $97.39 on ORD–SJO (Air Canada Aeroplan). Lowest first class: 35,000 points + $44.68 on ORD–SJO (Alaska Atmos Rewards).
Prices observed – .
Page regenerated from the Oct 19, 2026 data snapshot (normally daily). Summary last changed . Seats change quickly.
- Lowest economy
- 10,000 pts + $24.68
- ORD–SJO · AAdvantage
- Lowest premium economy
- 33,308 pts + $102.69
- ORD–SJO · Aeroplan
- Lowest business class
- 25,000 pts + $97.39
- ORD–SJO · Aeroplan
- Lowest first class
- 35,000 pts + $44.68
- ORD–SJO · Atmos
Compare airports
Lowest one-way award AwardTool observed on each airport pair between Chicago and San José, Costa Rica (SJO), with the program and the number of departure dates seen.
| Airports | Economy | Premium Economy | Business | First |
|---|---|---|---|---|
| Chicago O’Hare (ORD) to San José (SJO) | 10,000 pts + $24.68AAdvantage · 93 dates | 33,308 pts + $102.69Aeroplan · 17 dates | 25,000 pts + $97.39Aeroplan · 62 dates | 35,000 pts + $44.68Atmos · 55 dates |
| Chicago Midway (MDW) to San José (SJO) | 29,000 pts + $83.33Flying Blue · 7 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 San José, Costa Rica (SJO)
- Economy: 10,000 miles + $24.68 on Chicago O’Hare (ORD) to San José (SJO) with American Airlines AAdvantage, which showed economy award space there on 93 dates.
- Premium Economy: 33,308 points + $102.69 on Chicago O’Hare (ORD) to San José (SJO) with Air Canada Aeroplan, which showed premium economy award space there on 17 dates.
- Business Class: 25,000 points + $97.39 on Chicago O’Hare (ORD) to San José (SJO) with Air Canada Aeroplan, which showed business-class award space there on 62 dates.
- First Class: 35,000 points + $44.68 on Chicago O’Hare (ORD) to San José (SJO) with Alaska Atmos Rewards, which showed first-class award space there on 55 dates.
Points that transfer to these programs
| Program | Amex | Bilt | Capital One | Chase | Citi | Wells Fargo |
|---|---|---|---|---|---|---|
| Air Canada Aeroplan | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | — | — |
| Air France/KLM Flying Blue | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant |
| Alaska Atmos Rewards | — | 1:1 · ~1 day | — | — | — | — |
| American Airlines AAdvantage | — | — | — | — | 1:1 · Instant | — |
Check current transfer bonuses. Most transfers can't be reversed.
Questions about Chicago to San José, Costa Rica (SJO) award flights
Which airports had the lowest award prices from Chicago to San José, Costa Rica (SJO)?
In business class, ORD–SJO with 25,000 points + $97.39 (Air Canada Aeroplan). In economy, ORD–SJO with 10,000 miles + $24.68 (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 San José, Costa Rica (SJO) had award space?
ORD–SJO (economy, premium economy, business class and first class) and MDW–SJO (economy). Airport pairs not listed had no award space AwardTool observed in the last 30 days.