First-class award flights from Boston (BOS) to Chicago O’Hare (ORD)
In the last 30 days AwardTool saw first-class award space on 5 programs for BOS→ORD. Lowest: 15,000 points + $25.60 with Alaska Atmos Rewards, which showed first-class award space on 320 dates. Nonstop first-class space was seen via Alaska Atmos Rewards, Delta SkyMiles, Virgin Australia Velocity and 2 other programs.
Prices observed – ; newest observation .
Page regenerated from the Oct 16, 2026 data snapshot (normally daily). Summary last changed . Seats change quickly.
- Lowest observed
- 15,000 points + $25.60
- Alaska Atmos Rewards
- Programs with space
- 5 of 6
- programs seen on this route
- Most dates seen
- 322 of 329
- dates checked · American Airlines AAdvantage
- Nonstop
- Seen
- from 15,000 points + taxes vary
Compare programs for first class
The lowest one-way first-class award each program showed on BOS→ORD, sorted by points.
| 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+ | 320 | See dates | |
| Delta SkyMiles | 16,800 pts + $5.60 | Nonstop | Delta Air Lines (DL) | 3 | 318 | 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) | — | 322 | See dates | |
| Virgin Atlantic Flying Club | 41,500 pts + $5.60 | Nonstop | Delta Air Lines (DL) | 1 | 273 | See dates |
Not seen in first class: Qantas Frequent Flyer.
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 first-class award examples
| Departure | Program | Points + taxes | Seats | Stops | Observed (UTC) | |
|---|---|---|---|---|---|---|
| Alaska Atmos Rewards | 15,000 pts + $25.60 | 9+ | Nonstop | Check this date | ||
| Alaska Atmos Rewards | 15,000 pts + $25.60 | 9+ | Nonstop | Check this date | ||
| Delta SkyMiles | 16,800 pts + $5.60 | 3 | Nonstop | Check this date | ||
| Delta SkyMiles | 16,800 pts + $5.60 | 3 | Nonstop | Check this date | ||
| Virgin Australia Velocity | 25,000 pts + $9.53 | 1 | Nonstop | Check this date | ||
| Virgin Australia Velocity | 25,000 pts + $13.77 | 3 | 1 stop | Check this date | ||
| American Airlines AAdvantage | 25,500 pts + $5.60 | — | Nonstop | Check this date | ||
| Virgin Atlantic Flying Club | 41,500 pts + $5.60 | 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 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 first-class award space showed up
Departure dates in the next 365 days that AwardTool checked for each program in the last 30 days, how many had first-class award space at any price, and the latest departure with space.
| Program | Dates with space | Share of dates checked | Latest departure with space |
|---|---|---|---|
| Alaska Atmos Rewards | 320 of 329 | 97% | |
| Delta SkyMiles | 318 of 318 | 100% | |
| Virgin Australia Velocity | 3 of 328 | under 1% | |
| American Airlines AAdvantage | 322 of 329 | 97% | |
| Virgin Atlantic Flying Club | 273 of 323 | 84% |
Nonstop first-class award space
- Alaska Atmos Rewards: nonstop from 15,000 points; nonstop space on 291 dates.
- Delta SkyMiles: nonstop from 16,800 miles; nonstop space on 318 dates.
- Virgin Australia Velocity: nonstop from 25,000 points; nonstop space on 1 date.
- American Airlines AAdvantage: nonstop from 25,500 miles; nonstop space on 322 dates.
- Virgin Atlantic Flying Club: nonstop from 41,500 points; nonstop space on 270 dates.
Best months for first class from Boston (BOS) to Chicago O’Hare (ORD)
| Month | Lowest observed | Program | Dates |
|---|---|---|---|
| 15,000 pts + taxes vary | Alaska Atmos Rewards | 16 | |
| 15,000 pts + taxes vary | Alaska Atmos Rewards | 28 | |
| 15,000 pts + taxes vary | Alaska Atmos Rewards | 27 | |
| 15,000 pts + taxes vary | Alaska Atmos Rewards | 31 | |
| 15,000 pts + taxes vary | Alaska Atmos Rewards | 26 | |
| 15,000 pts + taxes vary | Alaska Atmos Rewards | 31 | |
| 15,000 pts + taxes vary | Alaska Atmos Rewards | 30 | |
| 15,000 pts + taxes vary | Alaska Atmos Rewards | 31 | |
| 15,000 pts + taxes vary | Alaska Atmos Rewards | 30 | |
| 15,000 pts + taxes vary | Alaska Atmos Rewards | 30 | |
| 15,000 pts + taxes vary | Alaska Atmos Rewards | 31 | |
| 15,000 pts + taxes vary | Alaska Atmos Rewards | 9 |
Lowest first class award by month and program
Each program's lowest one-way first-class award by departure month, in its own points or miles; taxes vary. — means the program showed no first-class space that month.
| Program | ||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Alaska Atmos Rewardspoints | 15,000 | 15,000 | 15,000 | 15,000 | 15,000 | 15,000 | 15,000 | 15,000 | 15,000 | 15,000 | 15,000 | 15,000 |
| Delta SkyMilesmiles | 18,100 | 16,800 | 23,400 | 23,400 | 23,400 | 23,400 | 23,400 | 23,400 | 23,400 | 23,400 | 23,400 | — |
| Virgin Australia Velocitypoints | 25,000 | 25,000 | — | — | — | — | — | — | — | — | — | — |
| American Airlines AAdvantagemiles | 26,500 | 25,500 | 25,500 | 25,500 | 25,500 | 25,500 | 25,500 | 25,500 | 25,500 | 25,500 | 25,500 | 25,500 |
| Virgin Atlantic Flying Clubpoints | 41,500 | 41,500 | 41,500 | 41,500 | 41,500 | 41,500 | 41,500 | 41,500 | 41,500 | 41,500 | 41,500 | 41,500 |
Airlines seen in first class
Airlines that appeared on the award itineraries AwardTool observed, and the programs that showed them.
- American Airlines (AA): Alaska Atmos Rewards and American Airlines AAdvantage
- Delta Air Lines (DL): Delta SkyMiles and Virgin Atlantic Flying Club
- United Airlines (UA): Virgin Australia Velocity
First class on nearby routes
The lowest first-class award AwardTool observed on related routes, as each route's page shows it: the return direction, other airports in the same cities, and more routes from Boston (BOS) and to Chicago O’Hare (ORD). One way, in the program's points or miles; taxes are on each route's page.
| Route | Lowest observed | Program | Dates seen |
|---|---|---|---|
| Chicago O’Hare (ORD) to Boston (BOS)Return direction | 15,000 pointsNonstop | Alaska Atmos Rewards | 319 |
| Boston (BOS) to Nashville (BNA)Also from BOS | 22,300 milesNonstop | Delta SkyMiles | 323 |
| Boston (BOS) to Miami (MIA)Also from BOS | 15,000 pointsNonstop | Alaska Atmos Rewards | 297 |
| Boston (BOS) to Dallas-Fort Worth (DFW)Also from BOS | 25,000 pointsNonstop | Alaska Atmos Rewards | 328 |
| Boston (BOS) to San Francisco (SFO)Also from BOS | 25,000 miles | American Airlines AAdvantage | 317 |
| New York JFK to Chicago O’Hare (ORD)Also to ORD | 15,000 points | Alaska Atmos Rewards | 293 |
| Detroit (DTW) to Chicago O’Hare (ORD)Also to ORD | 9,000 pointsNonstop | Alaska Atmos Rewards | 261 |
| Seattle (SEA) to Chicago O’Hare (ORD)Also to ORD | 25,000 pointsNonstop | Alaska Atmos Rewards | 326 |
Points that transfer to these programs
| Program | Amex | Bilt | Capital One | Chase | Citi | Wells Fargo |
|---|---|---|---|---|---|---|
| Alaska Atmos Rewards | — | 1:1 · ~1 day | — | — | — | — |
| American Airlines AAdvantage | — | — | — | — | 1:1 · Instant | — |
| Delta SkyMiles | 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.
Questions about first-class award flights from Boston (BOS) to Chicago O’Hare (ORD)
What's the lowest first-class award from Boston (BOS) to Chicago O’Hare (ORD)?
15,000 points + $25.60 with Alaska Atmos Rewards. Seen Oct 15, 2026, 00:04 UTC for an Oct 21, 2026 departure. Alaska Atmos Rewards showed first-class award space on 320 departure dates at any price (newest observation Oct 15, 2026, 23:55 UTC). Search live before transferring points.
Which programs had first-class award space from Boston (BOS) to Chicago O’Hare (ORD)?
Alaska Atmos Rewards (320 dates), Delta SkyMiles (318 dates), Virgin Australia Velocity (3 dates), American Airlines AAdvantage (322 dates) and Virgin Atlantic Flying Club (273 dates), in the last 30 days.
Is there nonstop first-class award space from Boston (BOS) to Chicago O’Hare (ORD)?
Yes. AwardTool observed nonstop first-class award space via Alaska Atmos Rewards, Delta SkyMiles, Virgin Australia Velocity, American Airlines AAdvantage and Virgin Atlantic Flying Club. The lowest nonstop award was 15,000 points with Alaska Atmos Rewards, which showed nonstop first-class space on 291 dates.
Which months had the lowest first-class 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 first-class award AwardTool observed was for Jan 2027 departures: 15,000 points with Atmos (31 dates). The month table shows every lowest price, including those. Based on dates we observed, not a forecast.