Award flights from Punta Cana (PUJ) to Chicago Midway (MDW)
In the last 30 days AwardTool saw award space on 1 program for PUJ→MDW. Lowest economy: 16,000 miles + $94.11 (Delta SkyMiles). Lowest first class: 68,000 miles + $94.11 (Delta SkyMiles).
In economy, the lowest award seen was 16,000 miles + $94.11 with Delta SkyMiles on Delta Air Lines flights. With Delta SkyMiles, first class started at 68,000 miles + $94.11, about 4.3 times the points of its lowest economy award (16,000 miles + $94.11).
Every airport: Punta Cana (PUJ) to Chicago award flights.
Prices observed – ; newest observation .
Page regenerated from the Nov 12, 2026 data snapshot (normally daily). Summary last changed . Seats change quickly.
Compare programs by cabin
The lowest one-way award each program showed in each cabin, sorted by points.
Economy
| Program | Points + taxes | Stops | Airlines seen | Seats | Dates seen | Newest observation | |
|---|---|---|---|---|---|---|---|
| Delta SkyMiles | 16,000 pts + $94.11 | 1 stop |  DL | 1 | 8 | See dates |
First Class
| Program | Points + taxes | Stops | Airlines seen | Seats | Dates seen | Newest observation | |
|---|---|---|---|---|---|---|---|
| Delta SkyMiles | 68,000 pts + $94.11 | 1 stop | DL | 1 | 8 | See dates |
Premium economy: not seen in the last 30 days.
Business class: not seen in the last 30 days.
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.
Punta Cana (PUJ) to Chicago Midway (MDW) at a glance
- From
- Punta Cana International, Punta Cana, Dominican Republic (PUJ)
- To
- Chicago Midway International, Chicago, Illinois, United States (MDW)
- Programs with award space seen
- 1 of 1 program tracked on this route
- Nonstop award space seen
- Not seen in the last 30 days
- Airlines seen on these awards
- Delta Air Lines (DL)
- Departures with open awards
- Dec 2026 to Apr 2027
- Most dates with space
- 8 of 8 departure dates checked (Delta SkyMiles, economy)
- Latest departure with space
- Observation window
- Awards observed in the last 30 days
- Distance
- 1,969 miles (3,168 km), great-circle
- Destination guide
- Award flights to Chicago Midway (MDW)
Observed award examples
| Departure | Cabin | Program | Points + taxes | Seats | Stops | Observed (UTC) | |
|---|---|---|---|---|---|---|---|
| Economy | Delta SkyMiles | 16,000 pts + $94.11 | 1 | 1 stop | Check this date | ||
| First | Delta SkyMiles | 68,000 pts + $94.11 | 1 | 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.
Best months to fly from Punta Cana (PUJ) to Chicago Midway (MDW) on points
| Month | Economy | First |
|---|---|---|
| 16,000 pts + $94.11 (1 date)SkyMiles | 68,000 pts + $94.11 (1 date)SkyMiles | |
| 34,000 pts + $94.11 (2 dates)SkyMiles | 92,500 pts + $94.11 (2 dates)SkyMiles | |
| 21,000 pts + taxes not reported (2 dates)SkyMiles | 75,000 pts + taxes not reported (2 dates)SkyMiles | |
| 66,000 pts + taxes not reported (3 dates)SkyMiles | 125,000 pts + taxes not reported (3 dates)SkyMiles |
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.
Points that transfer to these programs
| Program | Amex | Bilt | Capital One | Chase | Citi | Wells Fargo |
|---|---|---|---|---|---|---|
| Delta SkyMiles | 1:1 · Instant | — | — | — | — | — |
Check current transfer bonuses. Most transfers can't be reversed.
Search, calendar and alerts from Punta Cana (PUJ) to Chicago Midway (MDW)
Route calendar
Every departure date with open award seats on PUJ→MDW for Delta SkyMiles and the other programs: a limited window on the free plan and 365 days with Pro.
Open the route calendarLive search
Search one date across programs to see current flights, seats and taxes before you transfer points.
Search Punta Cana (PUJ) to Chicago Midway (MDW)Questions about award flights from Punta Cana (PUJ) to Chicago Midway (MDW)
How many miles do you need to fly from Punta Cana (PUJ) to Chicago Midway (MDW) with Delta SkyMiles?
The lowest one-way Delta SkyMiles awards AwardTool observed in the last 30 days (newest observation Nov 10, 2026): economy 16,000 miles + $94.11, with a typical monthly low of 21,000 miles (taxes vary) over 4 months and award space on 8 departure dates; first class 68,000 miles + $94.11, with a typical monthly low of 75,000 miles (taxes vary) over 4 months and award space on 8 departure dates. Monthly lows varied in economy (16,000 to 66,000 miles + taxes vary) and first class (68,000 to 125,000 miles + taxes vary), so the award on your dates may cost more. Search live before transferring points.
How many points does it take to fly from Punta Cana (PUJ) to Chicago Midway (MDW)?
The lowest economy award AwardTool has seen was 16,000 miles + $94.11 with Delta SkyMiles. Seen Nov 2, 2026, 23:14 UTC for a Dec 23, 2026 departure. Delta SkyMiles showed economy award space on 8 departure dates at any price (newest observation Nov 10, 2026, 18:50 UTC). Search live before transferring points.
Can you fly nonstop from Punta Cana (PUJ) to Chicago Midway (MDW) on points?
AwardTool hasn't observed nonstop award space on this route in the last 30 days. The awards it saw connected with 1 stop on itineraries including Delta Air Lines. That doesn't mean nonstop space never appears.
Which credit card points can book awards from Punta Cana (PUJ) to Chicago Midway (MDW)?
American Express Membership Rewards: Delta SkyMiles (1:1). These are US card programs; ratios come from AwardTool's transfer partner list. Check current bonuses first.
What's the best month to fly from Punta Cana (PUJ) to Chicago Midway (MDW) on points?
Counting only month prices from programs with award space on 2 or more dates that month, and leaving out unusually low outliers: in economy, the lowest award was for Feb 2027 departures, 21,000 miles + taxes not reported with SkyMiles (2 dates); in first class, the lowest award was for Feb 2027 departures, 75,000 miles + taxes not reported with SkyMiles (2 dates). The month table shows every lowest price, including those. Based on dates we observed, not a forecast.
When do award seats open for flights from Punta Cana (PUJ) to Chicago Midway (MDW)?
Delta SkyMiles publishes a booking window of about 331 days before departure (AwardTool's program data, reviewed Nov 6, 2026). AwardTool saw award space on this route for departures as late as Apr 6, 2027; seats can open earlier or later, and released seats may already be booked. See award release dates by program.