⚡ Fare recorded April 25, 2026 · Prices change daily

Chicago to Orlando flights

Chicago (MDW) to Orlando (ORL): 983 miles (1,582 km) great-circle, about 2h 30m nonstop by our estimate. Cheapest fare observed: $154 round-trip on Frontier, with 1 stop, departing May 1, 2026.

F9FrontierF92292
Depart
MDW
Chicago, USA
06:00
2026-05-01
✈
Arrive
ORL
Orlando, United States
Returns 05:45
2026-05-03
Stops
1 stop
Distance
983 mi
Est. nonstop time
2h 30m
Trip type
Round-trip
$154
Round-trip · per person
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About this flight

When did the cheapest Chicago to Orlando fare fly?

$154 round-trip, Frontier F92292, departing 2026-05-01 at 06:00, returning 2026-05-03. The recorded itinerary left on a Friday, returning on a Sunday 2 nights later; the fare was observed 6 days before departure. "Book this flight" opens Kiwi.com with the same airline and dates.

Route facts

How far is Chicago from Orlando?

  • Distance: 983 miles (1,582 km) great-circle, heading southeast.
  • Estimated nonstop flight time: about 2h 30m.
  • Departure airport: Chicago Midway International Airport (MDW), Chicago, United States, UTC-5 on May 1, 2026.
  • Arrival: Orlando Executive Airport (ORL), United States, UTC-4 on May 1, 2026.
  • Time difference: Orlando is 1 hour ahead of Chicago on the recorded date.
  • Route type: domestic, within United States.
  • Arrival airport elevation: 113 ft.
  • Recorded itinerary: Frontier F92292, 1 stop, round-trip, 2 days between departure and return.
Fare comparison

How does the Chicago to Orlando fare compare with other routes from MDW?

At $154, it ranked 4th of the 30 round-trip fares we recorded from MDW (median $316). That is 15.7 cents per great-circle mile (round-trip price over one-way distance), below the MDW median of 22.1 cents across 30 round-trip routes.

Routes from MDW of similar length: Tampa (998 mi) at $178 and Houston (938 mi) at $253.

Frontier had the cheapest fare on 11 of 30 MDW routes. It is the 24th longest of the 30 routes we track from MDW.

Other ways in

What did other cities pay to fly to Orlando?

Of 31 departure airports with a fare to Orlando, Chicago (MDW) ranked 11th at $154. Lowest: $61 from Charlotte (CLT); highest: $754 from Panama City (PTY); 14 nonstop. Cheapest-fare airlines (routes): Frontier (13), Spirit (5), Southwest (3), Air Canada (1), Arajet (1) and Avianca (1), plus 7 more.

Sources

Where do these numbers come from?

Travelpayouts fares (cheapest per route, observed April 25, 2026); OurAirports coordinates and elevations; IANA zones America/Chicago, America/New_York; flight time is our estimate.

FAQ

Chicago to Orlando flight questions

How far is Chicago from Orlando by plane?

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Chicago is about 983 miles (1,582 km) from Orlando on a great-circle line from Chicago Midway International Airport (MDW) to Orlando Executive Airport (ORL), heading southeast. It is the 24th longest of the 30 routes we track from MDW. The recorded itinerary had 1 stop, so the distance flown was longer.

How long is the flight from Chicago to Orlando?

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About 2h 30m nonstop by our estimate for 983 miles (500 mph cruise plus 30 minutes, not a timetable). The recorded Frontier fare was with 1 stop. 31 airports in our feed had a fare to Orlando; this one ranked 11th, and 14 of the 31 were nonstop.

What is the time difference between Chicago and Orlando?

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On May 1, 2026, Chicago was on UTC-5 (America/Chicago) and Orlando on UTC-4 (America/New_York), so Orlando was 1 hour ahead of Chicago: noon in Chicago was 13:00 in Orlando. Both zones shift for daylight saving together, so the gap stays the same in January and July.

How much is a flight from Chicago to Orlando?

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As observed on April 25, 2026: $154 per person round-trip on Frontier flight F92292, departing May 1, 2026, returning May 3, 2026, with 1 stop. At $154, it ranked 4th of the 30 round-trip fares we recorded from MDW (median $316). That is 15.7 cents per great-circle mile (round-trip price over one-way distance), below the MDW median of 22.1 cents across 30 round-trip routes. Prices change daily, so check the live fare.

Is there a nonstop flight from Chicago to Orlando?

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The cheapest recorded fare had 1 stop; our feed keeps only the cheapest fare per route, so a pricier nonstop may exist. Into Orlando, 14 of the 31 recorded fares were nonstop. From MDW, 7 of 30 were. Routes from MDW of similar length: Tampa (998 mi) at $178 and Houston (938 mi) at $253.

Which airports serve flights from Chicago to Orlando?

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It departs Chicago Midway International Airport (MDW) in Chicago, United States, and arrives at Orlando Executive Airport (ORL) in Orlando, United States. A domestic United States flight. Frontier had the cheapest fare on 11 of 30 MDW routes. Orlando Executive Airport (ORL) sits at 113 ft above sea level.

Where else near Orlando can you fly from Chicago?

Tampa (TPA) $178Fort Lauderdale (FLL) $160Miami (MIA) $138Atlanta (ATL) $105New Orleans (MSY) $282Washington (WAS) $217All flights from Chicago →

Other cities with flights to Orlando

From Charlotte (CLT) $61From Houston (IAH) $87From Newark (EWR) $89From New York (LGA) $91From Philadelphia (PHL) $102From Dallas (DFW) $120

Ready to fly?

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