Award flights from Chicago Midway (MDW) to Sydney (SYD)
In the last 30 days AwardTool saw award space on 1 program for MDW→SYD. Lowest economy: 109,000 miles + $36.80 (Delta SkyMiles). Lowest first class: 499,900 miles + $36.60 (Delta SkyMiles). Lowest premium economy: 365,700 miles + $36.80 (Delta SkyMiles).
In economy, the lowest award seen was 109,000 miles + $36.80 with Delta SkyMiles on Delta Air Lines flights. With Delta SkyMiles, first class started at 499,900 miles + $36.60, about 4.6 times the points of its lowest economy award (109,000 miles + $36.80).
Every airport: Chicago to Sydney (SYD) 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 | 109,000 pts + $36.80 | 2 stops |  DL | 9+ | 5 | See dates |
Premium Economy
| Program | Points + taxes | Stops | Airlines seen | Seats | Dates seen | Newest observation | |
|---|---|---|---|---|---|---|---|
| Delta SkyMiles | 365,700 pts + $36.80 | 2 stops | DL | 1 | 2 | See dates |
First Class
| Program | Points + taxes | Stops | Airlines seen | Seats | Dates seen | Newest observation | |
|---|---|---|---|---|---|---|---|
| Delta SkyMiles | 499,900 pts + $36.60 | 2 stops | DL | 5 | 5 | See dates |
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.
Chicago Midway (MDW) to Sydney (SYD) at a glance
- From
- Chicago Midway International, Chicago, Illinois, United States (MDW)
- To
- Sydney Kingsford Smith International, Sydney, Australia (SYD)
- 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 Feb 2027
- Most dates with space
- 5 of 6 departure dates checked (Delta SkyMiles, economy)
- Latest departure with space
- Observation window
- Awards observed in the last 30 days
- Distance
- 9,240 miles (14,871 km), great-circle
- Destination guide
- Award flights to Sydney (SYD)
Observed award examples
| Departure | Cabin | Program | Points + taxes | Seats | Stops | Observed (UTC) | |
|---|---|---|---|---|---|---|---|
| Economy | Delta SkyMiles | 180,500 pts + $36.60 | 9+ | 2 stops | Check this date | ||
| Premium Economy | Delta SkyMiles | 499,900 pts + $36.60 | 4 | 2 stops | 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.
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 Chicago Midway (MDW) to Sydney (SYD)
Route calendar
Every departure date with open award seats on MDW→SYD 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 Chicago Midway (MDW) to Sydney (SYD)Questions about award flights from Chicago Midway (MDW) to Sydney (SYD)
How many miles do you need to fly from Chicago Midway (MDW) to Sydney (SYD) with Delta SkyMiles?
The lowest one-way Delta SkyMiles awards AwardTool observed in the last 30 days (newest observation Oct 28, 2026): economy 109,000 miles + $36.80, with award space on 5 departure dates; premium economy 365,700 miles + $36.80, with award space on 2 departure dates; first class 499,900 miles + $36.60, with award space on 5 departure dates. Monthly lows varied in economy (109,000 to 180,500 miles + taxes vary) and premium economy (365,700 to 499,900 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 Chicago Midway (MDW) to Sydney (SYD)?
The lowest economy award AwardTool has seen was 109,000 miles + $36.80 with Delta SkyMiles. Delta SkyMiles showed economy award space on 5 departure dates at any price (newest observation Oct 28, 2026, 03:01 UTC). Search live before transferring points.
Can you fly nonstop from Chicago Midway (MDW) to Sydney (SYD) on points?
AwardTool hasn't observed nonstop award space on this route in the last 30 days. The awards it saw connected with 2 stops on itineraries including Delta Air Lines. That doesn't mean nonstop space never appears.
Which credit card points can book awards from Chicago Midway (MDW) to Sydney (SYD)?
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.
When do award seats open for flights from Chicago Midway (MDW) to Sydney (SYD)?
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 Feb 5, 2027; seats can open earlier or later, and released seats may already be booked. See award release dates by program.