Award flights from Chicago O’Hare (ORD) to Boston (BOS)
In the last 30 days AwardTool saw award space on 10 programs for ORD→BOS. Lowest economy: 6,600 points + $5.60 (JetBlue TrueBlue). Lowest business class: 28,000 points + $92.73 (Virgin Australia Velocity). Lowest first class: 15,000 points + $25.60 (Alaska Atmos Rewards).
Data as of
Award prices last changed . AwardTool checks these routes daily; seats change quickly.
Chicago O’Hare (ORD) to Boston (BOS) at a glance
- From
- Chicago O'Hare International, Chicago, Illinois, United States (ORD)
- To
- General Edward Lawrence Logan International, Boston, Massachusetts, United States (BOS)
- Programs with award space seen
- 10 of 12 programs tracked on this route
- Nonstop award space seen
- Yes, in economy, business class and first class, via American Airlines AAdvantage, Air Canada Aeroplan, Alaska Atmos Rewards, Avianca LifeMiles, JetBlue TrueBlue, Delta SkyMiles, Qantas Frequent Flyer, United MileagePlus, Virgin Australia Velocity and Virgin Atlantic Flying Club
- Airlines seen on these awards
- American Airlines (AA), Air Canada (AC), JetBlue (B6), Delta Air Lines (DL), United Airlines (UA)
- Departures with open awards
- Oct 2026 to Sep 2027
- Observation window
- Awards observed in the last 30 days
- Destination guide
- Award flights to Boston (BOS)
Compare programs by cabin
The lowest one-way award each program showed in each cabin, sorted by points.
Economy
| Program | Points + taxes | Stops | Airlines seen | Seats | Dates seen | Newest observation | |
|---|---|---|---|---|---|---|---|
| JetBlue TrueBlueLowest observed | 6,600 pts + $5.60 | Nonstop | JetBlue (B6), United Airlines (UA) | 9+ | 318 | See dates | |
| Alaska Atmos Rewards | 7,500 pts + $25.60 | Nonstop | American Airlines (AA) | 9+ | 287 | See dates | |
| Delta SkyMiles | 7,900 pts + $5.60 | Nonstop | Delta Air Lines (DL) | 9+ | 319 | See dates | |
| American Airlines AAdvantage | 9,500 pts + $5.60 | Nonstop | American Airlines (AA) | — | 314 | See dates | |
| Virgin Atlantic Flying Club | 11,000 pts + $5.60 | Nonstop | Delta Air Lines (DL) | 1 | 232 | See dates | |
| Virgin Australia Velocity | 12,500 pts + $9.33 | Nonstop | Air Canada (AC), United Airlines (UA) | 9+ | 293 | See dates | |
| Qantas Frequent Flyer | 13,800 pts + $5.60 | Nonstop | American Airlines (AA) | 2 | 284 | See dates | |
| United MileagePlus | 14,000 pts + $5.60 | Nonstop | JetBlue (B6), United Airlines (UA) | 9+ | 323 | See dates | |
| Avianca LifeMiles | 15,000 pts + $5.60 | Nonstop | United Airlines (UA) | 9+ | 281 | See dates | |
| Air Canada Aeroplan | 15,000 pts + $32.96 | Nonstop | United Airlines (UA) | 9+ | 277 | See dates |
Business Class
| Program | Points + taxes | Stops | Airlines seen | Seats | Dates seen | Newest observation | |
|---|---|---|---|---|---|---|---|
| Virgin Australia VelocityLowest observed | 28,000 pts + $92.73 | 2 stops | Air Canada (AC) | 1 | 192 | See dates | |
| Qantas Frequent Flyer | 29,000 pts + $5.60 | Nonstop | American Airlines (AA) | 2 | 323 | See dates | |
| Avianca LifeMiles | 30,000 pts + $5.60 | Nonstop | United Airlines (UA) | 1 | 2 | See dates |
Not seen in business class: American Airlines AAdvantage, Air Canada Aeroplan, Alaska Atmos Rewards, JetBlue TrueBlue, Delta SkyMiles, United MileagePlus and Virgin Atlantic Flying Club.
First Class
| Program | Points + taxes | Stops | Airlines seen | Seats | Dates seen | Newest observation | |
|---|---|---|---|---|---|---|---|
| Alaska Atmos RewardsLowest observed | 15,000 pts + $25.60 | Nonstop | American Airlines (AA) | 9+ | 319 | See dates | |
| Delta SkyMiles | 18,100 pts + $5.60 | Nonstop | Delta Air Lines (DL) | 8 | 319 | See dates | |
| Virgin Australia Velocity | 25,000 pts + $9.53 | Nonstop | United Airlines (UA) | 1 | 3 | See dates | |
| American Airlines AAdvantage | 25,500 pts + $5.60 | Nonstop | American Airlines (AA) | — | 314 | See dates | |
| United MileagePlus | 30,000 pts + $5.60 | Nonstop | United Airlines (UA) | 1 | 323 | See dates | |
| Air Canada Aeroplan | 30,000 pts + $32.99 | Nonstop | United Airlines (UA) | 1 | 5 | See dates | |
| Virgin Atlantic Flying Club | 41,500 pts + $5.60 | Nonstop | Delta Air Lines (DL) | 1 | 302 | See dates |
Not seen in first class: Avianca LifeMiles, JetBlue TrueBlue and Qantas Frequent Flyer.
Premium economy: not seen in the last 30 days.
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 award examples
| Departure | Cabin | Program | Points + taxes | Seats | Stops | Observed (UTC) | |
|---|---|---|---|---|---|---|---|
| Economy | JetBlue TrueBlue | 6,600 pts + $5.60 | 9+ | Nonstop | Check this date | ||
| Business | Virgin Australia Velocity | 28,000 pts + $111.98 | 2 | 1 stop | Check this date | ||
| Business | Qantas Frequent Flyer | 29,000 pts + $5.60 | 2 | Nonstop | Check this date | ||
| First | Alaska Atmos Rewards | 15,000 pts + $25.60 | 9+ | Nonstop | Check this date | ||
| First | Delta SkyMiles | 18,100 pts + $5.60 | 8 | Nonstop | Check this date | ||
| First | American Airlines AAdvantage | 25,500 pts + $5.60 | — | Nonstop | Check this date | ||
| First | United MileagePlus | 30,000 pts + $5.60 | 9+ | Nonstop | Check this date | ||
| First | Air Canada Aeroplan | 30,000 pts + $32.99 | 1 | Nonstop | Check 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 award space
- Economy: nonstop from 6,600 points via JetBlue TrueBlue, which showed nonstop space on 318 dates (10 programs had nonstop space).
- Business class: nonstop from 29,000 points via Qantas Frequent Flyer, which showed nonstop space on 293 dates (2 programs had nonstop space).
- First class: nonstop from 15,000 points via Alaska Atmos Rewards, which showed nonstop space on 289 dates (7 programs had nonstop space).
Best months to fly from Chicago O’Hare (ORD) to Boston (BOS) on points
| Month | Economy | Business | First |
|---|---|---|---|
| 7,500 · Atmos (16 dates) | 28,000 · Velocity (7 dates) | 15,000 · Atmos (16 dates) | |
| 6,600 · TrueBlue (30 dates) | 28,000 · Velocity (11 dates) | 15,000 · Atmos (29 dates) | |
| 6,600 · TrueBlue (31 dates) | 28,000 · Velocity (5 dates) | 15,000 · Atmos (31 dates) | |
| 7,500 · Atmos (30 dates) | 28,000 · Velocity (21 dates) | 15,000 · Atmos (31 dates) | |
| 7,500 · Atmos (28 dates) | 28,000 · Velocity (23 dates) | 15,000 · Atmos (28 dates) | |
| 7,500 · Atmos (27 dates) | 28,000 · Velocity (24 dates) | 15,000 · Atmos (30 dates) | |
| 7,500 · Atmos (27 dates) | 28,000 · Velocity (24 dates) | 15,000 · Atmos (30 dates) | |
| 7,500 · Atmos (26 dates) | 28,000 · Velocity (26 dates) | 15,000 · Atmos (31 dates) | |
| 7,500 · Atmos (22 dates) | 28,000 · Velocity (29 dates) | 15,000 · Atmos (30 dates) | |
| 7,500 · Atmos (23 dates) | 28,000 · Velocity (20 dates) | 15,000 · Atmos (31 dates) | |
| 7,500 · Atmos (29 dates) | 28,000 · Velocity (2 dates) | 15,000 · Atmos (31 dates) | |
| 7,500 · Atmos (1 date) | 29,000 · Qantas (10 dates) | 15,000 · Atmos (1 date) |
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 | — | — |
| Alaska Atmos Rewards | — | 1:1 · ~1 day | — | — | — | — |
| American Airlines AAdvantage | — | — | — | — | 1:1 · Instant | — |
| Avianca LifeMiles | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | — | 1:1 · Instant | 1:1 · Instant |
| Delta SkyMiles | 1:1 · Instant | — | — | — | — | — |
| JetBlue TrueBlue | 5:4 · Instant | — | 1:0.6 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant |
| Qantas Frequent Flyer | 1:1 · Instant | — | 1:1 · ~1-2 days | — | 1:1 · Instant | — |
| United MileagePlus | — | 1:1 · Instant | — | 1:1 · Instant | — | — |
| Virgin Atlantic Flying Club | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant |
Check current transfer bonuses. Most transfers can't be reversed. No bank transfers to Virgin Australia Velocity.
Search, calendar and alerts from Chicago O’Hare (ORD) to Boston (BOS)
Route calendar
Every departure date with open award seats on ORD→BOS for United MileagePlus and the other programs: a limited window on the free plan and 365 days with Pro.
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Search Chicago O’Hare (ORD) to Boston (BOS)Questions about award flights from Chicago O’Hare (ORD) to Boston (BOS)
What's the lowest Chicago O’Hare (ORD) to Boston (BOS) award price AwardTool has seen?
In economy, 6,600 points + $5.60 with JetBlue TrueBlue. JetBlue TrueBlue showed economy award space on 318 departure dates (newest observation Oct 14, 2026, 23:23 UTC). In business class, 28,000 points + $92.73 with Virgin Australia Velocity. Virgin Australia Velocity showed business-class award space on 192 departure dates (newest observation Oct 7, 2026, 06:11 UTC). Search live before transferring points.
Which loyalty programs had award space from Chicago O’Hare (ORD) to Boston (BOS)?
10 programs in the last 30 days: American Airlines AAdvantage (economy 314 dates, first class 314 dates); Air Canada Aeroplan (economy 277 dates, first class 5 dates); Alaska Atmos Rewards (economy 287 dates, first class 319 dates); Avianca LifeMiles (economy 281 dates, business class 2 dates); JetBlue TrueBlue (economy 318 dates); Delta SkyMiles (economy 319 dates, first class 319 dates); Qantas Frequent Flyer (economy 284 dates, business class 323 dates); United MileagePlus (economy 323 dates, first class 323 dates) and 2 more. Dates count departure dates with an open award.
Is there nonstop award space from Chicago O’Hare (ORD) to Boston (BOS)?
Yes. AwardTool observed nonstop award space in economy, business class and first class, bookable via American Airlines AAdvantage, Air Canada Aeroplan, Alaska Atmos Rewards, Avianca LifeMiles, JetBlue TrueBlue, Delta SkyMiles, Qantas Frequent Flyer, United MileagePlus, Virgin Australia Velocity and Virgin Atlantic Flying Club. The lowest nonstop award in economy was 6,600 points with JetBlue TrueBlue.
Which credit card points can book awards from Chicago O’Hare (ORD) to Boston (BOS)?
American Express Membership Rewards: Air Canada Aeroplan (1:1), Avianca LifeMiles (1:1), JetBlue TrueBlue (5:4), Delta SkyMiles (1:1), Qantas Frequent Flyer (1:1), Virgin Atlantic Flying Club (1:1). Bilt Rewards: Air Canada Aeroplan (1:1), Alaska Atmos Rewards (1:1), Avianca LifeMiles (1:1), United MileagePlus (1:1), Virgin Atlantic Flying Club (1:1). Capital One Miles: Air Canada Aeroplan (1:1), Avianca LifeMiles (1:1), JetBlue TrueBlue (1:0.6), Qantas Frequent Flyer (1:1), Virgin Atlantic Flying Club (1:1). Chase Ultimate Rewards: Air Canada Aeroplan (1:1), JetBlue TrueBlue (1:1), United MileagePlus (1:1), Virgin Atlantic Flying Club (1:1). Citi ThankYou Points: American Airlines AAdvantage (1:1), Avianca LifeMiles (1:1), JetBlue TrueBlue (1:1), Qantas Frequent Flyer (1:1), Virgin Atlantic Flying Club (1:1). Wells Fargo Rewards: Avianca LifeMiles (1:1), JetBlue TrueBlue (1:1), Virgin Atlantic Flying Club (1:1). Ratios come from AwardTool's transfer partner list; check current bonuses first.
Which months had the lowest award prices from Chicago O’Hare (ORD) to Boston (BOS)?
Counting only month prices from programs with award space on 2 or more dates that month, and leaving out unusually low outliers: in economy, the lowest award was for Dec 2026 departures, 6,600 points with TrueBlue (31 dates); in business class, the lowest award was for Jun 2027 departures, 28,000 points with Velocity (29 dates). The month table shows every lowest price, including those. Based on dates we observed, not a forecast.