First-class award flights from Chicago Midway (MDW) to Los Cabos (SJD)
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In the last 30 days AwardTool saw first-class award space on 2 programs for MDW→SJD. Lowest: 70,400 miles + $62.85 with United MileagePlus, which showed first-class award space on 8 dates. No nonstop first-class award was seen in the last 30 days.
Prices observed – ; newest observation .
Page regenerated from the Oct 19, 2026 data snapshot (normally daily). Summary last changed . Seats change quickly.
- Lowest observed
- 70,400 miles + $62.85
- United MileagePlus
- Programs with space
- 2 of 2
- programs seen on this route
- Most dates seen
- 8 of 10
- dates checked · United MileagePlus
- Nonstop
- Not seen
- in the last 30 days
Compare programs for first class
The lowest one-way first-class award each program showed on MDW→SJD, sorted by points.
| Program | Points + taxes | Stops | Airlines seen | Seats | Dates seen | Newest observation | |
|---|---|---|---|---|---|---|---|
| United MileagePlusLowest observed | 70,400 pts + $62.85 | 1 stop | United Airlines (UA) | 2 | 8 | See dates | |
| American Airlines AAdvantage | 78,000 pts + $62.85 | 1 stop | American Airlines (AA), Alaska Airlines (AS) | — | 5 | 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 first-class award examples
| Departure | Program | Points + taxes | Seats | Stops | Observed (UTC) | |
|---|---|---|---|---|---|---|
| United MileagePlus | 70,400 pts + $62.85 | 2 | 1 stop | Check this date | ||
| American Airlines AAdvantage | 78,000 pts + $62.85 | — | 1 stop | Check this date | ||
| United MileagePlus | 82,900 pts + $62.85 | 2 | 1 stop | Check this date | ||
| American Airlines AAdvantage | 88,500 pts + $62.85 | — | 1 stop | 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 |
|---|---|---|---|
| United MileagePlus | 8 of 10 | 80% | |
| American Airlines AAdvantage | 5 of 10 | 50% |
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 | |||
|---|---|---|---|
| United MileagePlusmiles | 70,400 | 285,100 | 109,800 |
| American Airlines AAdvantagemiles | 78,000 | 90,000 | 90,000 |
Airlines seen in first class
Airlines that appeared on the award itineraries AwardTool observed, and the programs that showed them.
- American Airlines (AA): American Airlines AAdvantage
- Alaska Airlines (AS): American Airlines AAdvantage
- United Airlines (UA): United MileagePlus
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 Chicago Midway (MDW) and to Los Cabos (SJD). 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 Los Cabos (SJD)Another Chicago airport | 27,500 miles | American Airlines AAdvantage | 97 |
| Chicago Midway (MDW) to Minneapolis (MSP)Also from MDW | 11,900 milesNonstop | Delta SkyMiles | 310 |
| Chicago Midway (MDW) to Detroit (DTW)Also from MDW | 14,500 milesNonstop | Delta SkyMiles | 322 |
| Chicago Midway (MDW) to Atlanta (ATL)Also from MDW | 27,700 milesNonstop | Delta SkyMiles | 310 |
| Chicago Midway (MDW) to Orlando (MCO)Also from MDW | 18,000 miles | American Airlines AAdvantage | 35 |
| San Francisco (SFO) to Los Cabos (SJD)Also to SJD | 25,000 pointsNonstop | Alaska Atmos Rewards | 324 |
| Seattle (SEA) to Los Cabos (SJD)Also to SJD | 25,400 milesNonstop | Delta SkyMiles | 313 |
| Atlanta (ATL) to Los Cabos (SJD)Also to SJD | 27,500 miles | American Airlines AAdvantage | 242 |
Points that transfer to these programs
| Program | Amex | Bilt | Capital One | Chase | Citi | Wells Fargo |
|---|---|---|---|---|---|---|
| American Airlines AAdvantage | — | — | — | — | 1:1 · Instant | — |
| United MileagePlus | — | 1:1 · Instant | — | 1:1 · Instant | — | — |
Check current transfer bonuses. Most transfers can't be reversed.
Questions about first-class award flights from Chicago Midway (MDW) to Los Cabos (SJD)
What's the lowest first-class award from Chicago Midway (MDW) to Los Cabos (SJD)?
70,400 miles + $62.85 with United MileagePlus. Seen Oct 6, 2026, 20:08 UTC for an Oct 20, 2026 departure. United MileagePlus showed first-class award space on 8 departure dates at any price (newest observation Oct 19, 2026, 10:53 UTC). Search live before transferring points.
Which programs had first-class award space from Chicago Midway (MDW) to Los Cabos (SJD)?
United MileagePlus (8 dates) and American Airlines AAdvantage (5 dates), in the last 30 days.
Is there nonstop first-class award space from Chicago Midway (MDW) to Los Cabos (SJD)?
AwardTool hasn't observed nonstop first-class award space on this route in the last 30 days. That doesn't mean nonstop space never appears.