Business-class award flights from Grand Cayman (GCM) to Chicago O’Hare (ORD)

In the last 30 days AwardTool saw business-class award space on 1 program for GCM→ORD. Lowest: 58,800 miles with GOL Smiles, which showed business-class award space on 271 dates. Nonstop business-class space was seen via GOL Smiles.

Data as of

Award prices last changed . AwardTool checks these routes daily; seats change quickly.

Lowest observed
58,800 pts + taxes not reported
GOL Smiles
Programs with space
1 of 2
programs seen on this route
Most dates seen
271
GOL Smiles
Nonstop
Seen
from 67,500 pts + taxes not reported

Compare programs for business class

The lowest one-way business-class award each program showed on GCM→ORD, sorted by points.

ProgramPoints + taxesStopsAirlines seenSeatsDates seenNewest observation
GOL Smiles58,800 pts + taxes not reported1 stopNonstop from 67,500 pts · Mixed cabinAmerican Airlines (AA), Air Canada (AC)1271See dates

Not seen in business class: Virgin Australia Velocity.

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. Dates seen counts departure dates with an open award in that cabin at any price; newest observation is the latest time AwardTool saw one of them. Seats is the count the program reported when we observed it; some programs report at most 9.

Observed business-class award examples

Awards AwardTool observed for departures in the next 60 days (one way, per traveler)
DepartureProgramPoints + taxesSeatsStopsObserved (UTC)
GOL Smiles60,500 pts + taxes not reported11 stopCheck this date
GOL Smiles60,500 pts + taxes not reported11 stopCheck this date

Prices are one-way per traveler: the program's points or miles plus taxes and carrier fees in USD, as AwardTool observed them at the time shown. 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.

Nonstop business-class award space

  • GOL Smiles: nonstop from 67,500 miles; nonstop space on 18 dates.

Best months for business class from Grand Cayman (GCM) to Chicago O’Hare (ORD)

Lowest prices among the dates we observed, by departure month. A record, not a forecast.
MonthLowest observedProgramDates
64,800 pts + taxes not reportedGOL Smiles9
62,300 pts + taxes not reportedGOL Smiles23
60,500 pts + taxes not reportedGOL Smiles26
60,500 pts + taxes not reportedGOL Smiles22
59,300 pts + taxes not reportedGOL Smiles22
59,300 pts + taxes not reportedGOL Smiles28
58,800 pts + taxes not reportedGOL Smiles28
58,800 pts + taxes not reportedGOL Smiles24
58,800 pts + taxes not reportedGOL Smiles28
58,800 pts + taxes not reportedGOL Smiles30
58,800 pts + taxes not reportedGOL Smiles31

Airlines seen in business class

Airlines that appeared on the award itineraries AwardTool observed, and the programs that showed them.

  • American Airlines (AA): GOL Smiles
  • Air Canada (AC): GOL Smiles

Questions about business-class award flights from Grand Cayman (GCM) to Chicago O’Hare (ORD)

What's the lowest business-class award from Grand Cayman (GCM) to Chicago O’Hare (ORD)?

58,800 miles with GOL Smiles. GOL Smiles showed business-class award space on 271 departure dates (newest observation Oct 6, 2026, 14:37 UTC). Search live before transferring points.

Is there nonstop business-class award space from Grand Cayman (GCM) to Chicago O’Hare (ORD)?

Yes. AwardTool observed nonstop business-class award space via GOL Smiles. The lowest nonstop award was 67,500 miles with GOL Smiles, which showed nonstop business-class space on 18 dates.

Which months had the lowest business-class award prices from Grand Cayman (GCM) to Chicago O’Hare (ORD)?

Counting only month prices from programs with award space on 2 or more dates that month, and leaving out unusually low outliers, the lowest business-class award AwardTool observed was for Aug 2027 departures: 58,800 miles with Smiles (31 dates). The month table shows every lowest price, including those. Based on dates we observed, not a forecast.

Related pages

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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