Award flights from Chicago Midway (MDW) to Orlando (MCO)

Search flights from Chicago Midway (MDW) to Orlando (MCO)

Search live to see every flight, program and cabin price for your dates.

In the last 30 days AwardTool saw award space on 6 programs for MDW→MCO. Lowest economy: 8,000 miles + $5.60 (American Airlines AAdvantage). Lowest business class: 29,000 points + $5.60 (Qantas Frequent Flyer). Lowest first class: 18,000 miles + $5.60 (American Airlines AAdvantage).

Prices observed – ; newest observation .

Page regenerated from the Oct 19, 2026 data snapshot (normally daily). Summary last changed . Seats change quickly.

Chicago Midway (MDW) to Orlando (MCO) at a glance

From
Chicago Midway International, Chicago, Illinois, United States (MDW)
To
Orlando International, Orlando, Florida, United States (MCO)
Programs with award space seen
6 of 6 programs tracked on this route
Nonstop award space seen
Yes, in economy, business class and first class, via American Airlines AAdvantage, Qantas Frequent Flyer and United MileagePlus
Airlines seen on these awards
American Airlines (AA), Alaska Airlines (AS), JetBlue (B6), Delta Air Lines (DL), United Airlines (UA)
Departures with open awards
Oct 2026 to Mar 2027
Most dates with space
36 of 36 departure dates checked (Delta SkyMiles, economy)
Latest departure with space
Observation window
Awards observed in the last 30 days
Destination guide
Award flights to Orlando (MCO)

Compare programs by cabin

The lowest one-way award each program showed in each cabin, sorted by points.

Economy

ProgramPoints + taxesStopsAirlines seenSeatsDates seenNewest observation
American Airlines AAdvantageLowest observed8,000 pts + $5.601 stopNonstop from 9,500 ptsAmerican Airlines (AA), Alaska Airlines (AS)—35See dates
Air France/KLM Flying Blue13,500 pts + $29.121 stopDelta Air Lines (DL)58See dates
Qantas Frequent Flyer13,800 pts + $5.60NonstopAmerican Airlines (AA)425See dates
Delta SkyMiles14,600 pts + $5.601 stopDelta Air Lines (DL)9+36See dates
United MileagePlus15,000 pts + $5.60NonstopJetBlue (B6), United Airlines (UA)9+35See dates
Virgin Atlantic Flying Club18,500 pts + $5.601 stopDelta Air Lines (DL)47See dates

Business Class

ProgramPoints + taxesStopsAirlines seenSeatsDates seenNewest observation
Qantas Frequent FlyerLowest observed29,000 pts + $5.60NonstopAmerican Airlines (AA)424See dates
Air France/KLM Flying Blue35,000 pts + $44.921 stopDelta Air Lines (DL)9+7See dates

Not seen in business class: American Airlines AAdvantage, Delta SkyMiles, United MileagePlus and Virgin Atlantic Flying Club.

First Class

ProgramPoints + taxesStopsAirlines seenSeatsDates seenNewest observation
American Airlines AAdvantageLowest observed18,000 pts + $5.601 stopNonstop from 25,500 ptsAmerican Airlines (AA), Alaska Airlines (AS)—35See dates
Delta SkyMiles37,400 pts + $5.601 stopDelta Air Lines (DL)836See dates
United MileagePlus44,200 pts + $5.60NonstopUnited Airlines (UA)9+35See dates
Virgin Atlantic Flying Club62,500 pts + $11.201 stopDelta Air Lines (DL)11See dates

Not seen in first class: Air France/KLM Flying Blue and Qantas Frequent Flyer.

Premium economy: 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.

Observed award examples

Awards AwardTool observed for departures in the next 60 days (one way, per traveler)
DepartureCabinProgramPoints + taxesSeatsStopsObserved (UTC)
EconomyAmerican Airlines AAdvantage8,000 pts + $5.60—1 stopCheck this date
EconomyQantas Frequent Flyer13,800 pts + $5.604NonstopCheck this date
EconomyVirgin Atlantic Flying Club18,500 pts + $5.6041 stopCheck this date
BusinessQantas Frequent Flyer29,000 pts + $5.604NonstopCheck this date
BusinessAir France/KLM Flying Blue35,000 pts + $44.929+1 stopCheck this date
FirstAmerican Airlines AAdvantage18,000 pts + $5.60—1 stopCheck this date
FirstDelta SkyMiles37,400 pts + $5.6081 stopCheck this date
FirstUnited MileagePlus44,200 pts + $5.609+NonstopCheck 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.

Nonstop award space

  • Economy: nonstop from 9,500 miles via American Airlines AAdvantage, which showed nonstop space on 35 dates (3 programs had nonstop space).
  • Business class: nonstop from 29,000 points via Qantas Frequent Flyer, which showed nonstop space on 22 dates.
  • First class: nonstop from 25,500 miles via American Airlines AAdvantage, which showed nonstop space on 35 dates (2 programs had nonstop space).

Best months to fly from Chicago Midway (MDW) to Orlando (MCO) on points

Lowest prices among the dates we observed, by departure month. A record, not a forecast.
MonthEconomyBusinessFirst
8,000 · AAdvantage (6 dates)29,000 · Qantas (4 dates)18,500 · AAdvantage (6 dates)
8,000 · AAdvantage (14 dates)29,000 · Qantas (11 dates)18,000 · AAdvantage (14 dates)
8,000 · AAdvantage (10 dates)29,000 · Qantas (5 dates)18,000 · AAdvantage (10 dates)
8,000 · AAdvantage (3 dates)29,000 · Qantas (2 dates)18,000 · AAdvantage (3 dates)
8,500 · AAdvantage (1 date)29,000 · Qantas (1 date)18,000 · AAdvantage (1 date)
9,500 · AAdvantage (1 date)29,000 · Qantas (1 date)25,500 · AAdvantage (1 date)

Points that transfer to these programs

Bank points to program miles or points: ratio and typical transfer time
ProgramAmexBiltCapital OneChaseCitiWells Fargo
Air France/KLM Flying Blue1:1 · Instant1:1 · Instant1:1 · Instant1:1 · Instant1:1 · Instant1:1 · Instant
American Airlines AAdvantage————1:1 · Instant—
Delta SkyMiles1:1 · Instant—————
Qantas Frequent Flyer1:1 · Instant—1:1 · ~1-2 days—1:1 · Instant—
United MileagePlus—1:1 · Instant—1:1 · Instant——
Virgin Atlantic Flying Club1:1 · Instant1:1 · Instant1:1 · Instant1:1 · Instant1:1 · Instant1:1 · Instant

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

Search, calendar and alerts from Chicago Midway (MDW) to Orlando (MCO)

Route calendar

Every departure date with open award seats on MDW→MCO for Delta SkyMiles and the other programs: a limited window on the free plan and 365 days with Pro.

Open the route calendar

Live search

Search one date across programs to see current flights, seats and taxes before you transfer points.

Search Chicago Midway (MDW) to Orlando (MCO)

Panorama

Compare award space from MDW to MCO across dates and programs in one view.

Open Panorama

Award alert

Get an email when the award space you want opens on MDW→MCO.

Create a free award alert

How many miles or points you need from Chicago Midway (MDW) to Orlando (MCO)

Questions about award flights from Chicago Midway (MDW) to Orlando (MCO)

What's the lowest Chicago Midway (MDW) to Orlando (MCO) award price AwardTool has seen?

In economy, 8,000 miles + $5.60 with American Airlines AAdvantage. Seen Oct 8, 2026, 10:05 UTC for a Nov 22, 2026 departure. American Airlines AAdvantage showed economy award space on 35 departure dates at any price (newest observation Oct 19, 2026, 15:35 UTC). In business class, 29,000 points + $5.60 with Qantas Frequent Flyer. Seen Oct 16, 2026, 22:59 UTC for an Oct 26, 2026 departure. Qantas Frequent Flyer showed business-class award space on 24 departure dates at any price (newest observation Oct 19, 2026, 15:35 UTC). Search live before transferring points.

Which loyalty programs had award space from Chicago Midway (MDW) to Orlando (MCO)?

6 programs in the last 30 days: American Airlines AAdvantage (economy 35 dates, first class 35 dates); Delta SkyMiles (economy 36 dates, first class 36 dates); Air France/KLM Flying Blue (economy 8 dates, business class 7 dates); Qantas Frequent Flyer (economy 25 dates, business class 24 dates); United MileagePlus (economy 35 dates, first class 35 dates); Virgin Atlantic Flying Club (economy 7 dates, first class 1 date). Dates count departure dates with an open award.

Is there nonstop award space from Chicago Midway (MDW) to Orlando (MCO)?

Yes. AwardTool observed nonstop award space in economy, business class and first class, bookable via American Airlines AAdvantage, Qantas Frequent Flyer and United MileagePlus. The lowest nonstop award in economy was 9,500 miles with American Airlines AAdvantage.

Which credit card points can book awards from Chicago Midway (MDW) to Orlando (MCO)?

American Express Membership Rewards: Delta SkyMiles (1:1), Air France/KLM Flying Blue (1:1), Qantas Frequent Flyer (1:1), Virgin Atlantic Flying Club (1:1). Bilt Rewards: Air France/KLM Flying Blue (1:1), United MileagePlus (1:1), Virgin Atlantic Flying Club (1:1). Capital One Miles: Air France/KLM Flying Blue (1:1), Qantas Frequent Flyer (1:1), Virgin Atlantic Flying Club (1:1). Chase Ultimate Rewards: Air France/KLM Flying Blue (1:1), United MileagePlus (1:1), Virgin Atlantic Flying Club (1:1). Citi ThankYou Points: American Airlines AAdvantage (1:1), Air France/KLM Flying Blue (1:1), Qantas Frequent Flyer (1:1), Virgin Atlantic Flying Club (1:1). Wells Fargo Rewards: Air France/KLM Flying Blue (1:1), Virgin Atlantic Flying Club (1:1). Ratios come from AwardTool's transfer partner list; check current bonuses first.

Which months had the lowest award prices from Chicago Midway (MDW) to Orlando (MCO)?

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 Nov 2026 departures, 8,000 miles with AAdvantage (14 dates); in business class, the lowest award was for Nov 2026 departures, 29,000 points with Qantas (11 dates). The month table shows every lowest price, including those. Based on dates we observed, not a forecast.

Related routes

How this page is built

These figures come from AwardTool's cached award searches across 29 loyalty programs. A value counts only when AwardTool observed it in the last 30 days, for departures within 365 days of the data date. Each price is the lowest one-way award seen per passenger, in the program's points or miles, with taxes and fees in USD. A missing value means AwardTool hasn't seen that award recently, not that none exists. The date-by-date calendar is in the app: a limited window on the free plan and 365 days with Pro.

How AwardTool collects this data · Report a data problem