Economy award flights from Chicago Midway (MDW) to Cancun (CUN)
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In the last 30 days AwardTool saw economy award space on 4 programs for MDW→CUN. Lowest: 9,500 miles + $62.85 with American Airlines AAdvantage, which showed economy award space on 8 dates. Nonstop economy space was seen via American Airlines AAdvantage and United MileagePlus.
Prices observed – ; newest observation .
Page regenerated from the Oct 19, 2026 data snapshot (normally daily). Summary last changed . Seats change quickly.
- Lowest observed
- 9,500 miles + $62.85
- American Airlines AAdvantage
- Programs with space
- 4 of 4
- programs seen on this route
- Most dates seen
- 9 of 21
- dates checked · Air France/KLM Flying Blue
- Nonstop
- Seen
- from 20,000 miles + taxes vary
Compare programs for economy
The lowest one-way economy award each program showed on MDW→CUN, sorted by points.
| Program | Points + taxes | Stops | Airlines seen | Seats | Dates seen | Newest observation | |
|---|---|---|---|---|---|---|---|
| American Airlines AAdvantageLowest observed | 9,500 pts + $62.85 | 1 stopNonstop from 20,000 pts | American Airlines (AA) | — | 8 | See dates | |
| Delta SkyMiles | 14,000 pts + $62.85 | 1 stop | Delta Air Lines (DL) | 9+ | 7 | See dates | |
| Air France/KLM Flying Blue | 19,500 pts + $95.48 | 1 stop | Delta Air Lines (DL) | 9+ | 9 | See dates | |
| United MileagePlus | 20,000 pts + $62.85 | Nonstop | Air Canada (AC), United Airlines (UA) | 4 | 7 | 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 economy award examples
| Departure | Program | Points + taxes | Seats | Stops | Observed (UTC) | |
|---|---|---|---|---|---|---|
| American Airlines AAdvantage | 9,500 pts + $63.08 | — | 1 stop | Check this date | ||
| American Airlines AAdvantage | 11,500 pts + $63.08 | — | 1 stop | Check this date | ||
| Air France/KLM Flying Blue | 19,500 pts + $95.48 | 9+ | 1 stop | Check this date | ||
| United MileagePlus | 20,000 pts + $63.08 | 9+ | 1 stop | Check this date | ||
| United MileagePlus | 20,600 pts + $63.08 | 9+ | 1 stop | Check this date | ||
| Delta SkyMiles | 21,700 pts + $63.08 | 9+ | 1 stop | Check this date | ||
| Air France/KLM Flying Blue | 32,000 pts + $95.48 | 4 | 1 stop | Check this date | ||
| Delta SkyMiles | 41,800 pts + $63.08 | 9+ | 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 economy 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 economy 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 | 7 of 7 | 100% | |
| Air France/KLM Flying Blue | 9 of 21 | 42% | |
| United MileagePlus | 7 of 7 | 100% |
Nonstop economy award space
- American Airlines AAdvantage: nonstop from 20,000 miles; nonstop space on 8 dates.
- United MileagePlus: nonstop from 20,000 miles; nonstop space on 7 dates.
Best months for economy from Chicago Midway (MDW) to Cancun (CUN)
| Month | Lowest observed | Program | Dates |
|---|---|---|---|
| 11,500 pts + taxes vary | American Airlines AAdvantage | 1 | |
| 9,500 pts + taxes vary | American Airlines AAdvantage | 1 | |
| 19,000 pts + taxes vary | American Airlines AAdvantage | 4 | |
| 9,500 pts + taxes vary | American Airlines AAdvantage | 1 | |
| 20,000 pts + taxes vary | Air France/KLM Flying Blue | 1 | |
| 9,500 pts + taxes vary | American Airlines AAdvantage | 1 |
Lowest economy award by month and program
Each program's lowest one-way economy award by departure month, in its own points or miles; taxes vary. — means the program showed no economy space that month.
| Program | ||||||
|---|---|---|---|---|---|---|
| American Airlines AAdvantagemiles | 11,500 | 9,500 | 19,000 | 9,500 | — | 9,500 |
| Delta SkyMilesmiles | 41,800 | 21,700 | 57,200 | 14,000 | — | — |
| Air France/KLM Flying Bluemiles | — | 19,500 | — | 20,000 | 20,000 | 20,000 |
| United MileagePlusmiles | 20,600 | 20,000 | 55,700 | 20,000 | — | — |
Airlines seen in economy
Airlines that appeared on the award itineraries AwardTool observed, and the programs that showed them.
- American Airlines (AA): American Airlines AAdvantage
- Air Canada (AC): United MileagePlus
- Delta Air Lines (DL): Delta SkyMiles and Air France/KLM Flying Blue
- United Airlines (UA): United MileagePlus
Economy on nearby routes
The lowest economy 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 Cancun (CUN). One way, in the program's points or miles; taxes are on each route's page.
| Route | Lowest observed | Program | Dates seen |
|---|---|---|---|
| Cancun (CUN) to Chicago Midway (MDW)Return direction | 19,500 miles | Air France/KLM Flying Blue | 7 |
| Chicago O’Hare (ORD) to Cancun (CUN)Another Chicago airport | 10,700 points | JetBlue TrueBlue | 313 |
| Chicago Midway (MDW) to Detroit (DTW)Also from MDW | 5,000 milesNonstop | Air France/KLM Flying Blue | 7 |
| Chicago Midway (MDW) to Atlanta (ATL)Also from MDW | 8,000 milesNonstop | Air France/KLM Flying Blue | 14 |
| Chicago Midway (MDW) to Minneapolis (MSP)Also from MDW | 3,600 milesNonstop | Delta SkyMiles | 310 |
| Boston (BOS) to Cancun (CUN)Also to CUN | 5,500 milesNonstop | Delta SkyMiles | 316 |
| Atlanta (ATL) to Cancun (CUN)Also to CUN | 7,400 points | JetBlue TrueBlue | 319 |
| Toronto Pearson (YYZ) to Cancun (CUN)Also to CUN | 11,500 miles | American Airlines AAdvantage | 323 |
Points that transfer to these programs
| Program | Amex | Bilt | Capital One | Chase | Citi | Wells Fargo |
|---|---|---|---|---|---|---|
| Air France/KLM Flying Blue | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant |
| 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 economy award flights from Chicago Midway (MDW) to Cancun (CUN)
What's the lowest economy award from Chicago Midway (MDW) to Cancun (CUN)?
9,500 miles + $62.85 with American Airlines AAdvantage. Seen Sep 30, 2026, 15:46 UTC for a Nov 13, 2026 departure. American Airlines AAdvantage showed economy award space on 8 departure dates at any price (newest observation Oct 19, 2026, 15:34 UTC). Search live before transferring points.
Which programs had economy award space from Chicago Midway (MDW) to Cancun (CUN)?
American Airlines AAdvantage (8 dates), Delta SkyMiles (7 dates), Air France/KLM Flying Blue (9 dates) and United MileagePlus (7 dates), in the last 30 days.
Is there nonstop economy award space from Chicago Midway (MDW) to Cancun (CUN)?
Yes. AwardTool observed nonstop economy award space via American Airlines AAdvantage and United MileagePlus. The lowest nonstop award was 20,000 miles with American Airlines AAdvantage, which showed nonstop economy space on 8 dates.
Which months had the lowest economy award prices from Chicago Midway (MDW) to Cancun (CUN)?
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: 19,000 miles with AAdvantage (4 dates). The month table shows every lowest price, including those. Based on dates we observed, not a forecast.