Cheap flights from Orlando to Chicago
Travel > North America > United States > Orlando to Chicago flights
Travel tip: It is a great place for Sushi with average prices, so if you like Japanese food, here is a great possibility. You have to make sure you reserved a table before you would dare go there, otherwise you would have to wait a lot, there are a lot of people, which is actually a sign of good cuisine.Check our current prices for flights from Orlando to Chicago. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Orlando to Chicago, you will need to run a search below.
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Cheap Chicago airfares from $138/RT are provided by Cheapoair.com. Outbound flight is leaving on 02/04/2025, 06:20 am from Orlando Int`l (MCO) airport and arrives at Chicago Midway (MDW) at 12:17 am. The flight time is 17 hours and 57 minutes. The Returning flight departes on 02/12/2025, 10:00 am (other return dates are also available). Date posted: 05 Nov 2024
Price evolution for flights From Orlando To Chicago
Recent Deals on Flights from Orlando to Chicago:Roundtrip / Oneway
- $138
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Orlando, FL (MCO) Chicago, IL (MDW) 02/04/2025 06:20 am Chicago, IL (MDW) Orlando, FL (MCO) 02/12/2025 10:00 am - $157
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Orlando, FL (MCO) Chicago, IL (MDW) 02/04/2025 01:39 pm Chicago, IL (MDW) Orlando, FL (MCO) 02/12/2025 04:20 pm - $171 Multiple Airlines
cheapoair.com check priceFrom To Departure Time Orlando, FL (MCO) Chicago, IL (ORD) 02/04/2025 06:05 pm Chicago, IL (ORD) Orlando, FL (MCO) 02/12/2025 10:00 am - $177 Multiple Airlines
cheapoair.com check priceFrom To Departure Time Orlando, FL (MCO) Chicago, IL (MDW) 01/28/2025 01:39 pm Chicago, IL (MDW) Orlando, FL (MCO) 02/11/2025 02:28 pm - $185
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Orlando, FL (MCO) Chicago, IL (ORD) 01/28/2025 06:05 pm Chicago, IL (ORD) Orlando, FL (MCO) 02/11/2025 02:28 pm - $79 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Orlando, FL (MCO) Chicago, IL (ORD) 11/28/2024 05:17 pm - $116 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Orlando, FL (MCO) Chicago, IL (ORD) 11/28/2024 05:00 am - $128 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Orlando, FL (MCO) Chicago, IL (ORD) 01/11/2025 06:00 am - $178 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Orlando, FL (MCO) Chicago, IL (ORD) 12/02/2024 08:34 pm - $195 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Orlando, FL (MCO) Chicago, IL (ORD) 01/11/2025 09:14 pm
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Know what to do when flying to Chicago?
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