Economy award flights from Chicago Midway (MDW) to Maui (OGG)

The lowest one-way economy award each program showed on MDW→OGG, sorted by points.

Program	Points + taxes	Stops	Airlines seen	Seats	Dates seen	Newest observation
Delta SkyMilesLowest observed	24,200 pts + $5.60	1 stop	DL	9+	13	Nov 11, 2026, 11:39 UTC	See dates
Air France/KLM Flying Blue	33,500 pts + $46.37	2 stops	DL	9+	10	Nov 11, 2026, 20:59 UTC	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

Awards AwardTool observed for departures in the next 60 days (one way, per traveler)

Departure	Program	Points + taxes	Seats	Stops	Observed (UTC)
Dec 30, 2026	Delta SkyMiles	24,200 pts + $5.60	9+	1 stop	Nov 2, 2026, 18:48 UTC	Check this date
Dec 14, 2026	Delta SkyMiles	25,500 pts + $5.60	5	1 stop	Oct 15, 2026, 23:24 UTC	Check this date
Dec 13, 2026	Air France/KLM Flying Blue	33,500 pts + $52.12	9+	2 stops	Oct 27, 2026, 02:10 UTC	Check this date
Dec 14, 2026	Air France/KLM Flying Blue	33,500 pts + $52.12	9+	2 stops	Oct 15, 2026, 23:24 UTC	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
Delta SkyMiles	13 of 19	68%	Sep 21, 2027
Air France/KLM Flying Blue	10 of 20	50%	Sep 21, 2027

Economy compared with business class, by program

Each program's lowest one-way economy and business-class awards on MDW→OGG, in its own points or miles, and how many times the economy points the business-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.

Best months for economy from Chicago Midway (MDW) to Maui (OGG)

Lowest prices among the dates we observed, by departure month. A record, not a forecast.

Month	Lowest observed	Program	Dates
Nov 2026	40,400 pts + taxes not reported	Delta SkyMiles	1
Dec 2026	24,200 pts + $5.60	Delta SkyMiles	6
Jan 2027	35,200 pts + taxes not reported	Delta SkyMiles	1
Feb 2027	33,500 pts + taxes not reported	Air France/KLM Flying Blue	2
Mar 2027	33,500 pts + taxes not reported	Air France/KLM Flying Blue	2
Apr 2027	28,700 pts + taxes not reported	Delta SkyMiles	1
Sep 2027	29,800 pts + taxes not reported	Delta SkyMiles	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.

Each program's lowest one-way economy 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 economy space that month.

Lowest prices among the dates we observed, by departure month. A record, not a forecast.

Program	Nov 2026	Dec 2026	Jan 2027	Feb 2027	Mar 2027	Apr 2027	Sep 2027
Delta SkyMilesmiles	40,4001 date	24,200+ $5.60 · 6 dates	35,2001 date	35,2002 dates	59,6001 date	28,7001 date	29,8001 date
Air France/KLM Flying Bluemiles	—	33,500+ $52.12 · 2 dates	36,000+ $35.83 · 2 dates	33,5002 dates	33,5002 dates	—	33,5002 dates

Airlines seen in economy

Airlines that appeared on the award itineraries AwardTool observed, and the programs that showed them.

• Delta Air Lines (DL): Delta SkyMiles and Air France/KLM Flying Blue

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 Maui (OGG). 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 Maui (OGG)Another Chicago airport	17,500 miles + $5.60Nonstop	American Airlines AAdvantage	322
Chicago Midway (MDW) to Detroit (DTW)Also from MDW	6,900 miles + $5.60Nonstop	Delta SkyMiles	319
Chicago Midway (MDW) to Atlanta (ATL)Also from MDW	5,500 miles + $5.60Nonstop	Delta SkyMiles	310
Chicago Midway (MDW) to Minneapolis (MSP)Also from MDW	3,600 miles + $5.60Nonstop	Delta SkyMiles	310
Chicago Midway (MDW) to Calgary (YYC)Also from MDW	10,000 miles + $5.60	American Airlines AAdvantage	63
San Francisco (SFO) to Maui (OGG)Also to OGG	11,500 points + $5.60	Alaska Atmos Rewards	326
Los Angeles (LAX) to Maui (OGG)Also to OGG	12,500 points + $5.60Nonstop	Alaska Atmos Rewards	330
Seattle (SEA) to Maui (OGG)Also to OGG	11,500 points + $5.60	Alaska Atmos Rewards	329

US card points to program miles or points: ratio and typical transfer time

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
Delta SkyMiles	1:1 · Instant	—	—	—	—	—

Check current transfer bonuses. Most transfers can't be reversed.