First-class award flights from Chicago Midway (MDW) to Miami (MIA)
In the last 30 days AwardTool saw first-class award space on 3 programs for MDW→MIA. Lowest: 15,000 miles + $5.60 with American Airlines AAdvantage, which showed first-class award space on 8 dates. Nonstop first-class space was seen via American Airlines AAdvantage and United MileagePlus.
Every airport: Chicago to Miami award flights.
Prices observed – ; newest observation .
Page regenerated from the Nov 12, 2026 data snapshot (normally daily). Summary last changed . Seats change quickly.
- Lowest observed
- 15,000 miles + $5.60
- American Airlines AAdvantage
- Programs with space
- 3 of 5
- programs seen on this route
- Most dates seen
- 14 of 16
- dates checked · Delta SkyMiles
- Nonstop
- Seen
- from 20,500 miles + taxes vary
In first class, the lowest award seen was 15,000 miles + $5.60 with American Airlines AAdvantage, against 28,600 miles + $5.60 with Delta SkyMiles, the next-lowest program. With American Airlines AAdvantage, first class started at 15,000 miles + $5.60, about 2 times the points of its lowest economy award (7,500 miles + $5.60).
Compare programs for first class
The lowest one-way first-class award each program showed on MDW→MIA, sorted by points.
| Program | Points + taxes | Stops | Airlines seen | Seats | Dates seen | Newest observation | |
|---|---|---|---|---|---|---|---|
| American Airlines AAdvantageLowest observed | 15,000 pts + $5.60 | 1 stopNonstop from 20,500 pts + taxes vary |  AA AS | — | 8 | See dates | |
| Delta SkyMiles | 28,600 pts + $5.60 | 1 stop |  DL | 4 | 14 | See dates | |
| United MileagePlus | 30,000 pts + $5.60 | Nonstop |  UA | 1 | 8 | See dates |
Not seen in first class: Air France/KLM Flying Blue and 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) | |
|---|---|---|---|---|---|---|
| American Airlines AAdvantage | 15,000 pts + $5.60 | — | 1 stop | Check this date | ||
| American Airlines AAdvantage | 17,000 pts + $11.20 | — | 1 stop | Check this date | ||
| Delta SkyMiles | 28,600 pts + $5.60 | 4 | 1 stop | Check this date | ||
| United MileagePlus | 30,000 pts + $5.60 | 1 | Nonstop | Check this date | ||
| Delta SkyMiles | 32,000 pts + $5.60 | 2 | 1 stop | Check this date | ||
| United MileagePlus | 44,800 pts + $5.60 | 9+ | 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 |
|---|---|---|---|
| American Airlines AAdvantage | 8 of 8 | 100% | |
| Delta SkyMiles | 14 of 16 | 87% | |
| United MileagePlus | 8 of 8 | 100% |
Nonstop and connecting first-class awards
Each program's lowest first-class award with its stops, its lowest nonstop award, and on how many of its departure dates with first-class space a nonstop award was open.
| Program | Lowest award | Lowest nonstop award | Dates with nonstop space |
|---|---|---|---|
| American Airlines AAdvantage | 15,000 miles + $5.601 stop | 20,500 miles + taxes vary | 8 of 8 |
| Delta SkyMiles | 28,600 miles + $5.601 stop | Not seen | 0 of 14 |
| United MileagePlus | 30,000 miles + $5.60Nonstop | 30,000 miles + $5.60 | 8 of 8 |
First class compared with economy, by program
Each program's lowest one-way first-class and economy awards on MDW→MIA, in its own points or miles, and how many times the economy points the first-class award needed. — in the last column means one of the two is a mixed-cabin award or was not seen on 2 or more dates.
| Program | First | Economy | First ÷ economy points |
|---|---|---|---|
| American Airlines AAdvantage | 15,000 miles + $5.60 | 7,500 miles + $5.60 | 2× |
| Delta SkyMiles | 28,600 miles + $5.60 | 7,700 miles + $5.60 | 3.7× |
| United MileagePlus | 30,000 miles + $5.60 | 14,300 miles + $5.60 | 2.1× |
Best months for first class from Chicago Midway (MDW) to Miami (MIA)
| Month | Lowest observed | Program | Dates |
|---|---|---|---|
| 17,000 pts + $11.20 | American Airlines AAdvantage | 4 | |
| 15,000 pts + $5.60 | American Airlines AAdvantage | 3 | |
| 17,000 pts + taxes not reported | American Airlines AAdvantage | 1 |
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.
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, with the taxes of that month's lowest award and the program's open dates that month under it. A price without taxes had none reported for that month. — means the program showed no first-class space that month.
| Program | |||
|---|---|---|---|
| American Airlines AAdvantagemiles | 17,000+ $11.20 · 4 dates | 15,000+ $5.60 · 3 dates | 17,0001 date |
| Delta SkyMilesmiles | 32,000+ $5.60 · 5 dates | 28,600+ $5.60 · 4 dates | 28,6005 dates |
| United MileagePlusmiles | 30,000+ $5.60 · 4 dates | 44,800+ $5.60 · 3 dates | 49,5001 date |
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
- Delta Air Lines (DL): Delta SkyMiles
- 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 Miami (MIA). One way, in the program's points or miles, with that award's taxes when the data has them.
| Route | Lowest observed | Program | Dates seen |
|---|---|---|---|
| Chicago O’Hare (ORD) to Miami (MIA)Another Chicago airport | 15,000 points + $25.60Nonstop | Alaska Atmos Rewards | 316 |
| Chicago Midway (MDW) to Fort Lauderdale (FLL)Another Miami airport | 26,300 miles + $5.60 | Delta SkyMiles | 21 |
| Chicago Midway (MDW) to Minneapolis (MSP)Also from MDW | 12,600 miles + $5.60Nonstop | Delta SkyMiles | 310 |
| Chicago Midway (MDW) to Detroit (DTW)Also from MDW | 14,400 miles + $5.60Nonstop | Delta SkyMiles | 319 |
| Chicago Midway (MDW) to Atlanta (ATL)Also from MDW | 24,400 miles + $5.60Nonstop | Delta SkyMiles | 309 |
| New York JFK to Miami (MIA)Also to MIA | 15,000 points + $25.60Nonstop | Alaska Atmos Rewards | 289 |
| Boston (BOS) to Miami (MIA)Also to MIA | 15,000 points + $25.60Nonstop | Alaska Atmos Rewards | 297 |
| Washington National (DCA) to Miami (MIA)Also to MIA | 15,000 points + $25.60Nonstop | Alaska Atmos Rewards | 311 |
Points that transfer to these programs
| Program | Amex | Bilt | Capital One | Chase | Citi | Wells Fargo |
|---|---|---|---|---|---|---|
| American Airlines AAdvantage | — | — | — | — | 1:1 · Instant | — |
| Delta SkyMiles | 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 Miami (MIA)
How many points for first class from Chicago Midway (MDW) to Miami (MIA)?
The lowest first-class award AwardTool has seen was 15,000 miles + $5.60 with American Airlines AAdvantage. Seen Nov 3, 2026, 13:07 UTC for a Dec 6, 2026 departure. American Airlines AAdvantage showed first-class award space on 8 departure dates at any price (newest observation Nov 11, 2026, 15:28 UTC). Search live before transferring points.
Which programs had first-class award space from Chicago Midway (MDW) to Miami (MIA)?
American Airlines AAdvantage (8 dates), Delta SkyMiles (14 dates) and United MileagePlus (8 dates), in the last 30 days.
Can you fly first class nonstop from Chicago Midway (MDW) to Miami (MIA) on points?
Yes. AwardTool observed nonstop first-class award space via American Airlines AAdvantage and United MileagePlus. The lowest nonstop award was 20,500 miles with American Airlines AAdvantage, which showed nonstop first-class space on 8 dates.
What's the best month to fly first class from Chicago Midway (MDW) to Miami (MIA) on points?
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 Dec 2026 departures: 15,000 miles + $5.60 with AAdvantage (3 dates). The month table shows every lowest price, including those. Based on dates we observed, not a forecast.