United MileagePlus award flights from San Diego (SAN) to Chicago O’Hare (ORD)
In the last 30 days AwardTool saw United MileagePlus award space for SAN→ORD in economy and first class. Lowest economy: 15,000 miles + $5.60 (economy space on 328 dates). Lowest first class: 30,000 miles + $5.60 (first-class space on 328 dates).
Prices observed – ; newest observation .
Page regenerated from the Oct 16, 2026 data snapshot (normally daily). Summary last changed . Seats change quickly.
- Lowest economy
- 15,000 miles + $5.60
- economy space on 328 dates
- Lowest first class
- 30,000 miles + $5.60
- first-class space on 328 dates
MileagePlus award prices by cabin
The lowest one-way United MileagePlus award AwardTool observed on SAN→ORD in each cabin, in miles plus taxes.
| Cabin | Points + taxes | Stops | Airlines seen | Seats | Dates seen | Newest observation | |
|---|---|---|---|---|---|---|---|
| Economy | 15,000 miles + $5.60 | Nonstop | JetBlue (B6), United Airlines (UA) | 9+ | 328 | See dates | |
| First | 30,000 miles + $5.60 | Nonstop | United Airlines (UA) | 1 | 328 | See 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 MileagePlus award examples
| Departure | Cabin | Points + taxes | Seats | Stops | Observed (UTC) | |
|---|---|---|---|---|---|---|
| Economy | 15,000 miles + $5.60 | 9+ | Nonstop | Check this date | ||
| Economy | 15,000 miles + $5.60 | 9+ | Nonstop | Check this date | ||
| Economy | 15,000 miles + $5.60 | 9+ | Nonstop | Check this date | ||
| First | 30,000 miles + $5.60 | 1 | Nonstop | Check this date | ||
| First | 30,000 miles + $5.60 | 1 | 1 stop | Check this date | ||
| First | 30,000 miles + $5.60 | 2 | 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 MileagePlus award space showed up
Departure dates in the next 365 days that AwardTool checked for United MileagePlus in the last 30 days, how many had award space in each cabin at any price, and the latest departure with space.
| Cabin | Dates with space | Share of dates checked | Latest departure with space |
|---|---|---|---|
| Economy | 328 of 328 | 100% | |
| First | 328 of 328 | 100% |
Best months to fly from San Diego (SAN) to Chicago O’Hare (ORD) with MileagePlus
| Month | Economy | First |
|---|---|---|
| 15,000 (16 dates) | 30,000 (16 dates) | |
| 15,000 (30 dates) | 30,000 (30 dates) | |
| 15,000 (31 dates) | 47,200 (31 dates) | |
| 15,000 (31 dates) | 47,200 (31 dates) | |
| 15,000 (28 dates) | 47,200 (28 dates) | |
| 15,000 (31 dates) | 30,000 (31 dates) | |
| 15,000 (30 dates) | 47,200 (30 dates) | |
| 15,000 (31 dates) | 47,200 (31 dates) | |
| 15,000 (30 dates) | 54,100 (30 dates) | |
| 15,000 (31 dates) | 54,100 (31 dates) | |
| 15,000 (31 dates) | 54,100 (31 dates) | |
| 15,000 (8 dates) | 54,100 (8 dates) |
How to get MileagePlus miles
- Bilt Rewards: 1:1 · Instant
- Chase Ultimate Rewards: 1:1 · Instant
Check current transfer bonuses. Most transfers can't be reversed.
MileagePlus vs other programs from San Diego (SAN) to Chicago O’Hare (ORD)
Lowest one-way award per program and cabin on this route.
| Program | Economy | Business | First |
|---|---|---|---|
| Air Canada Aeroplan | 17,500 pts + $32.94 | — | 30,000 pts + $32.98 |
| Alaska Atmos Rewards | 10,000 pts + $5.60 | — | 25,000 pts + $5.60 |
| American Airlines AAdvantage | 8,500 pts + $5.60Lowest | — | 18,000 pts + $5.60Lowest |
| Avianca LifeMiles | 15,000 pts + $5.60 | 30,000 pts + $5.60Lowest | — |
| Delta SkyMiles | 10,500 pts + $5.60 | — | 52,300 pts + $5.60 |
| Etihad Guest | 21,000 pts + $39.38 | 35,000 pts + $48.83Mixed cabin | — |
| JetBlue TrueBlue | 13,800 pts + $5.60 | — | — |
| Qantas Frequent Flyer | 20,700 pts + $5.60 | 43,600 pts + $5.60 | — |
| United MileagePlus | 15,000 pts + $5.60 | — | 30,000 pts + $5.60 |
| Virgin Atlantic Flying Club | 26,000 pts + $5.60 | — | 87,500 pts + $11.20 |
| Virgin Australia Velocity | 19,000 pts + $9.53 | — | — |
Questions about MileagePlus award flights from San Diego (SAN) to Chicago O’Hare (ORD)
How many miles do you need to fly from San Diego (SAN) to Chicago O’Hare (ORD) with United MileagePlus?
The lowest one-way United MileagePlus awards AwardTool observed in the last 30 days (newest observation Oct 15, 2026): economy 15,000 miles + $5.60, the lowest price in each of 12 months, with award space on 328 departure dates; first class 30,000 miles + $5.60, with a typical monthly low of 47,200 miles over 12 months and award space on 328 departure dates. Monthly lows varied in first class (30,000 to 54,100 miles), so the award on your dates may cost more. Search live before transferring points.
What's the lowest MileagePlus award from San Diego (SAN) to Chicago O’Hare (ORD)?
In economy, 15,000 miles + $5.60. Seen Oct 13, 2026, 21:04 UTC for an Oct 20, 2026 departure. United MileagePlus showed economy award space on 328 departure dates at any price (newest observation Oct 15, 2026, 05:38 UTC). In first class, 30,000 miles + $5.60. Seen Oct 13, 2026, 21:05 UTC for an Oct 31, 2026 departure. United MileagePlus showed first-class award space on 328 departure dates at any price (newest observation Oct 15, 2026, 05:38 UTC). Search live before transferring points.
Can you book nonstop awards from San Diego (SAN) to Chicago O’Hare (ORD) with MileagePlus?
Yes. AwardTool observed nonstop United MileagePlus award space in first class, and in economy from 15,000 miles.
Which credit card points can book MileagePlus awards from San Diego (SAN) to Chicago O’Hare (ORD)?
Bilt Rewards (1:1, Instant) and Chase Ultimate Rewards (1:1, Instant). Check current transfer bonuses; most transfers can't be reversed.
Which months had the lowest MileagePlus award prices from San Diego (SAN) 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 Dec 2026 departures: 15,000 miles (31 dates). The month table shows every lowest price, including those. Based on dates we observed, not a forecast.