GOL Smiles award flights from Boston (BOS) to Chicago O’Hare (ORD)

In the last 30 days AwardTool saw GOL Smiles award space for BOS→ORD in economy, premium economy and business class. Lowest economy: 18,700 miles + taxes not reported (economy space on 15 dates). Lowest business class: 35,100 miles + taxes not reported (business-class space on 12 dates).

Prices observed – ; newest observation .

Page regenerated from the Nov 13, 2026 data snapshot (normally daily). Summary last changed . Seats change quickly.

Lowest economy
18,700 miles + taxes not reported
economy space on 15 dates
Lowest business class
35,100 miles + taxes not reported
business-class space on 12 dates
Lowest premium economy
465,300 miles + taxes not reported
premium economy space on 2 dates

Smiles award prices by cabin

The lowest one-way GOL Smiles award AwardTool observed on BOS→ORD in each cabin, in miles plus taxes.

CabinPoints + taxesStopsAirlines seenSeatsDates seenNewest observation
Economy18,700 miles + taxes not reportedNonstopAA115See dates
Premium Economy465,300 miles + taxes not reported1 stopAA22See dates
Business35,100 miles + taxes not reportedNonstopAA712See 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. 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 Smiles award examples

Awards AwardTool observed for departures in the next 60 days (one way, per traveler)
DepartureCabinPoints + taxesSeatsStopsObserved (UTC)
Economy19,800 miles + taxes not reported2NonstopCheck this date
Economy19,800 miles + taxes not reported2NonstopCheck this date
Economy20,500 miles + taxes not reported7NonstopCheck this date
Premium Economy465,300 miles + taxes not reported21 stopCheck this date
Premium Economy534,700 miles + taxes not reported11 stopCheck this date
Business36,200 miles + taxes not reported2NonstopCheck this date
Business36,200 miles + taxes not reported2NonstopCheck this date
Business36,200 miles + taxes not reported2NonstopCheck 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 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.

How often Smiles award space showed up

Departure dates in the next 365 days that AwardTool checked for GOL Smiles in the last 30 days, how many had award space in each cabin at any price, and the latest departure with space.

CabinDates with spaceShare of dates checkedLatest departure with space
Economy15 of 15100%
Premium Economy2 of 1513%
Business12 of 1580%

Best months to fly from Boston (BOS) to Chicago O’Hare (ORD) with Smiles

Lowest prices among the dates we observed, by departure month. A record, not a forecast.
MonthEconomyPremium EconomyBusiness
20,500 miles + taxes not reported (4 dates)534,700 miles + taxes not reported (1 date)38,700 miles + taxes not reported (2 dates)
19,800 miles + taxes not reported (9 dates)465,300 miles + taxes not reported (1 date)36,200 miles + taxes not reported (8 dates)
18,700 miles + taxes not reported (2 dates)—35,100 miles + taxes not reported (2 dates)

A month's taxes are those of an award AwardTool recorded at that month's lowest price for a departure that month. “Taxes not reported” means the data has none for that month; the award still has taxes and fees.

How to get Smiles

AwardTool's transfer partner list (US card programs) has no points that transfer to GOL Smiles. See the GOL Smiles page for the routes where its award space shows up.

Smiles vs other programs from Boston (BOS) to Chicago O’Hare (ORD)

Lowest one-way award per program and cabin on this route.

ProgramEconomyPremium EconomyBusinessFirst
Air Canada Aeroplan15,000 pts + $32.94——30,000 pts + $33.21
Air France/KLM Flying Blue11,500 pts + $9.61—30,500 pts + $19.14—
Alaska Atmos Rewards7,500 pts + $25.60——15,000 pts + $25.60Lowest
American Airlines AAdvantage7,000 pts + $5.60Lowest——25,500 pts + $5.60
Avianca LifeMiles15,000 pts + $5.60———
Delta SkyMiles9,900 pts + $5.60——20,000 pts + $5.60
Etihad Guest12,000 pts + $23.50—25,000 pts + $32.28Lowest—
GOL Smiles18,700 pts + taxes not reported465,300 pts + taxes not reportedLowest35,100 pts + taxes not reported—
JetBlue TrueBlue8,400 pts + $5.60———
Qantas Frequent Flyer13,800 pts + $5.60—29,000 pts + $5.60—
Qatar Airways Privilege Club8,500 pts + taxes not reported———
United MileagePlus15,000 pts + $5.60—30,000 pts + $5.60Mixed cabin30,000 pts + $5.60Mixed cabin
Virgin Atlantic Flying Club11,000 pts + $5.60——41,500 pts + $5.60
Virgin Australia Velocity12,500 pts + $9.40—28,000 pts + $91.9525,000 pts + $9.40

Questions about Smiles award flights from Boston (BOS) to Chicago O’Hare (ORD)

How many miles do you need to fly from Boston (BOS) to Chicago O’Hare (ORD) with GOL Smiles?

The lowest one-way GOL Smiles awards AwardTool observed in the last 30 days: economy 18,700 miles (taxes not reported), with a typical monthly low of 19,800 miles (taxes vary) over 3 months and award space on 15 departure dates (newest observation Nov 5, 2026); premium economy 465,300 miles (taxes not reported), with award space on 2 departure dates (newest observation Oct 18, 2026); business class 35,100 miles (taxes not reported), with a typical monthly low of 36,200 miles (taxes vary) over 3 months and award space on 12 departure dates (newest observation Nov 5, 2026). Monthly lows varied in economy (18,700 to 20,500 miles + taxes vary), premium economy (465,300 to 534,700 miles + taxes vary) and business class (35,100 to 38,700 miles + taxes vary), so the award on your dates may cost more. Search live before transferring points.

What's the lowest Smiles award from Boston (BOS) to Chicago O’Hare (ORD)?

In economy, 18,700 miles + taxes not reported. GOL Smiles showed economy award space on 15 departure dates at any price (newest observation Nov 5, 2026, 17:59 UTC). In business class, 35,100 miles + taxes not reported. GOL Smiles showed business-class award space on 12 departure dates at any price (newest observation Nov 5, 2026, 17:59 UTC). Search live before transferring points.

Can you book nonstop awards from Boston (BOS) to Chicago O’Hare (ORD) with Smiles?

Yes. AwardTool observed nonstop GOL Smiles award space in business class, and in economy from 18,700 miles + taxes not reported.

Which months had the lowest Smiles award prices from Boston (BOS) 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 economy award AwardTool observed was for May 2027 departures: 18,700 miles + taxes not reported (2 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 27 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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