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FFL Helper / MDW (Chicago) / MCO (Orlando)

MDW → MCO

MDW (Chicago) to MCO (Orlando)

Compare one-way fares for flights from MDW (Chicago) to MCO (Orlando).

Lowest fare $129
Distance 986 mi
Flight time 4h
Airports MDW–MCO
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By month: August 2026 from $149 · September 2026 from $132 · October 2026 from $129

Price calendar

August 2026

From $149 · up to $182

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24 $182 25 $149 26 $164 27 $164 28 $178 29 $173 30 $167 31 $169

September 2026

From $132 · up to $168

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Tue
Wed
Thu
Fri
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Sun
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2 $168 3 $150 4 $150 5 $150 6 $150 7 $150 8 $150 9 $150 10 $150 11 $150 12 $150 13 $150 14 $150 15 $150 16 $150 17 $132
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Upcoming dates

Orlando ORL

$129

Oct 31, 6:25am · 4h · 1 stop

MDW → MCO · Southwest Airlines

Tickets

About this route

This calendar shows dated one-way fares from MDW (Chicago) to MCO (Orlando). Use it to see which days are cheaper before you search tickets.

Flight time and airport codes on this page are for the sample itinerary we have on file. Always confirm the live routing when you book MDW (Chicago) to MCO (Orlando).