Cheapest return flights from Chicago to Orlando in September from $93

Best time to book flights for Chicago (ORD) to Orlando (MCO) flights at AirHint

AirHint found the following cheapest return flights from Chicago (ORD) to Orlando (MCO) in September 2025 (see full year).

Return flights

06 Sep - 10 Sep Spirit Airlines direct
17 Sep - 20 Sep Spirit Airlines direct
09 Sep - 13 Sep Spirit Airlines direct
13 Sep - 20 Sep Spirit Airlines direct
09 Sep - 17 Sep Spirit Airlines direct
15 Sep - 20 Sep Spirit Airlines direct
08 Sep - 13 Sep Spirit Airlines direct
04 Sep - 11 Sep Spirit Airlines direct
19 Sep - 27 Sep Spirit Airlines
25 Sep - 01 Oct Frontier Airlines direct
08 Sep - 11 Sep Spirit Airlines direct
18 Sep - 04 Oct Spirit Airlines direct

Also check the deals for one-way flights from Chicago to Orlando in September.

Skyscanner

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

Book a cheap hotel in Orlando

Cheap car rent in Orlando