Economy award flights from Orlando (MCO) to Chicago Midway (MDW)
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In the last 30 days AwardTool saw economy award space on 6 programs for MCO→MDW. Lowest: 8,000 miles + $5.60 with American Airlines AAdvantage, which showed economy award space on 41 dates. Nonstop economy space was seen via American Airlines AAdvantage, Qantas Frequent Flyer 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
- 8,000 miles + $5.60
- American Airlines AAdvantage
- Programs with space
- 6 of 6
- programs seen on this route
- Most dates seen
- 42 of 42
- dates checked · Delta SkyMiles
- Nonstop
- Seen
- from 9,500 miles + taxes vary
Compare programs for economy
The lowest one-way economy award each program showed on MCO→MDW, sorted by points.
| Program | Points + taxes | Stops | Airlines seen | Seats | Dates seen | Newest observation | |
|---|---|---|---|---|---|---|---|
| American Airlines AAdvantageLowest observed | 8,000 pts + $5.60 | 1 stopNonstop from 9,500 pts | American Airlines (AA), Alaska Airlines (AS) | — | 41 | See dates | |
| Delta SkyMiles | 10,600 pts + $5.60 | 1 stop | Delta Air Lines (DL) | 9+ | 42 | See dates | |
| Air France/KLM Flying Blue | 13,000 pts + $29.09 | 1 stop | Delta Air Lines (DL) | 9+ | 13 | See dates | |
| Qantas Frequent Flyer | 13,800 pts + $5.60 | Nonstop | American Airlines (AA) | 1 | 31 | See dates | |
| United MileagePlus | 15,000 pts + $5.60 | Nonstop | JetBlue (B6), United Airlines (UA) | 9+ | 41 | See dates | |
| Virgin Atlantic Flying Club | 18,500 pts + $5.60 | 1 stop | Delta Air Lines (DL) | 1 | 13 | 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 | 8,000 pts + $5.60 | — | 1 stop | Check this date | ||
| American Airlines AAdvantage | 8,000 pts + $5.60 | — | 1 stop | Check this date | ||
| Delta SkyMiles | 10,600 pts + $5.60 | 9+ | 1 stop | Check this date | ||
| Air France/KLM Flying Blue | 13,000 pts + $29.09 | 9+ | 1 stop | Check this date | ||
| Air France/KLM Flying Blue | 13,500 pts + $29.09 | 9+ | 1 stop | Check this date | ||
| Qantas Frequent Flyer | 13,800 pts + $5.60 | 4 | Nonstop | Check this date | ||
| United MileagePlus | 15,000 pts + $5.60 | 9+ | Nonstop | Check this date | ||
| Virgin Atlantic Flying Club | 18,500 pts + $5.60 | 2 | 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 | 41 of 41 | 100% | |
| Delta SkyMiles | 42 of 42 | 100% | |
| Air France/KLM Flying Blue | 13 of 37 | 35% | |
| Qantas Frequent Flyer | 31 of 41 | 75% | |
| United MileagePlus | 41 of 41 | 100% | |
| Virgin Atlantic Flying Club | 13 of 41 | 31% |
Nonstop economy award space
- American Airlines AAdvantage: nonstop from 9,500 miles; nonstop space on 41 dates.
- Qantas Frequent Flyer: nonstop from 13,800 points; nonstop space on 29 dates.
- United MileagePlus: nonstop from 15,000 miles; nonstop space on 41 dates.
Best months for economy from Orlando (MCO) to Chicago Midway (MDW)
| Month | Lowest observed | Program | Dates |
|---|---|---|---|
| 8,500 pts + taxes vary | American Airlines AAdvantage | 9 | |
| 8,000 pts + taxes vary | American Airlines AAdvantage | 15 | |
| 8,000 pts + taxes vary | American Airlines AAdvantage | 10 | |
| 8,000 pts + taxes vary | American Airlines AAdvantage | 5 | |
| 8,000 pts + taxes vary | American Airlines AAdvantage | 1 | |
| 8,000 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 | 8,500 | 8,000 | 8,000 | 8,000 | 8,000 | 8,000 |
| Delta SkyMilesmiles | 16,900 | 10,600 | 15,100 | 14,600 | 19,900 | 36,600 |
| Air France/KLM Flying Bluemiles | — | 13,000 | 13,500 | 17,500 | — | — |
| Qantas Frequent Flyerpoints | 13,800 | 13,800 | 13,800 | 13,800 | 13,800 | 13,800 |
| United MileagePlusmiles | 15,000 | 15,000 | 15,000 | 15,000 | 15,000 | 15,000 |
| Virgin Atlantic Flying Clubpoints | — | 18,500 | 18,500 | 18,500 | — | — |
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 and Qantas Frequent Flyer
- Alaska Airlines (AS): American Airlines AAdvantage
- JetBlue (B6): United MileagePlus
- Delta Air Lines (DL): Delta SkyMiles, Air France/KLM Flying Blue and Virgin Atlantic Flying Club
- 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 Orlando (MCO) and to Chicago Midway (MDW). One way, in the program's points or miles; taxes are on each route's page.
| Route | Lowest observed | Program | Dates seen |
|---|---|---|---|
| Chicago Midway (MDW) to Orlando (MCO)Return direction | 8,000 miles | American Airlines AAdvantage | 35 |
| Orlando (MCO) to Chicago O’Hare (ORD)Another Chicago airport | 7,100 points | JetBlue TrueBlue | 69 |
| Orlando (MCO) to London Heathrow (LHR)Also from MCO | 7,500 pointsNonstop | Virgin Atlantic Flying Club | 324 |
| Orlando (MCO) to Paris Charles de Gaulle (CDG)Also from MCO | 12,000 pointsNonstop | Virgin Atlantic Flying Club | 52 |
| Orlando (MCO) to Los Angeles (LAX)Also from MCO | 9,500 milesNonstop | American Airlines AAdvantage | 322 |
| Detroit (DTW) to Chicago Midway (MDW)Also to MDW | 5,000 milesNonstop | Air France/KLM Flying Blue | 13 |
| Minneapolis (MSP) to Chicago Midway (MDW)Also to MDW | 5,800 milesNonstop | Delta SkyMiles | 328 |
| Atlanta (ATL) to Chicago Midway (MDW)Also to MDW | 6,900 milesNonstop | Delta SkyMiles | 326 |
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 | — | — | — | — | — |
| Qantas Frequent Flyer | 1:1 · Instant | — | 1:1 · ~1-2 days | — | 1:1 · Instant | — |
| United MileagePlus | — | 1:1 · Instant | — | 1:1 · Instant | — | — |
| Virgin Atlantic Flying Club | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant |
Check current transfer bonuses. Most transfers can't be reversed.
Questions about economy award flights from Orlando (MCO) to Chicago Midway (MDW)
What's the lowest economy award from Orlando (MCO) to Chicago Midway (MDW)?
8,000 miles + $5.60 with American Airlines AAdvantage. Seen Oct 19, 2026, 15:35 UTC for a Nov 10, 2026 departure. American Airlines AAdvantage showed economy award space on 41 departure dates at any price (newest observation Oct 19, 2026, 15:35 UTC). Search live before transferring points.
Which programs had economy award space from Orlando (MCO) to Chicago Midway (MDW)?
American Airlines AAdvantage (41 dates), Delta SkyMiles (42 dates), Air France/KLM Flying Blue (13 dates), Qantas Frequent Flyer (31 dates), United MileagePlus (41 dates) and Virgin Atlantic Flying Club (13 dates), in the last 30 days.
Is there nonstop economy award space from Orlando (MCO) to Chicago Midway (MDW)?
Yes. AwardTool observed nonstop economy award space via American Airlines AAdvantage, Qantas Frequent Flyer and United MileagePlus. The lowest nonstop award was 9,500 miles with American Airlines AAdvantage, which showed nonstop economy space on 41 dates.
Which months had the lowest economy award prices from Orlando (MCO) to Chicago Midway (MDW)?
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 Nov 2026 departures: 8,000 miles with AAdvantage (15 dates). The month table shows every lowest price, including those. Based on dates we observed, not a forecast.