Flights from Chicago to Orlando from $123

Compare All CHI to ORL Flights

Prices are per person for one-way travel. Click “Book” to complete your reservation on the partner site.

2 of 2 flights

Airline	Schedule	Stops	Duration	Price
F9 F9 · 1483	21:37 CHI 20:09 ORL	0 stop(s)	22h 32m	$123 Best	Book →
F9 F9 · 1596	Schedule on partner site	1 stop(s)	—	$170	Book →

Airport Information

Key details about departure and arrival airports for this route

ORL

Orlando Executive Airport

City: Orlando
Country: US
Type: Medium Airport
Elevation: 113 ft

ORL Airport Guide →

Tips for Chicago to Orlando Flights

Save money and travel smarter with these route-specific tips

📅 When to Book

Book CHI–ORL flights 6–8 weeks in advance for the best prices. Last-minute fares are typically 40–60% more expensive on this route.

💰 Price Trends

The average fare is $147, but prices as low as $123 are available. That’s a potential saving of 28% compared to the most expensive option.

✈ Direct vs Connecting

No direct flights currently listed. Consider flexible dates or nearby airports for better connections.

📍 Flexible Dates

Flying midweek (Tuesday–Thursday) on CHI–ORL is typically 15–30% cheaper. Use our price comparison to spot the best day to fly.

Top Hotels in Orlando

Book accommodation at your destination — top-rated stays near ORL airport

Home2 Suites by Hilton Orlando Southeast Nona

Orlando, 3★

9.2 $139/night

Frequently Asked Questions

Everything you need to know about flying CHI to ORL

What is the cheapest flight from Chicago to Orlando?

The cheapest flight from Chicago (CHI) to Orlando (ORL) currently starts at $123 with F9. Prices are updated regularly and may vary by date and availability.

How many airlines fly from CHI to ORL?

We found 1 airline(s) operating on the CHI–ORL route, including F9.

Are there direct flights from Chicago to Orlando?

No direct flights are currently listed on this route. All available options involve at least one stop. Consider flexible dates or nearby airports for better connection options.

What is the average flight price on this route?

The average flight price from Chicago to Orlando is approximately $147. Prices range from $123 to $170 depending on airline, time, and class.

How long is the flight from CHI to ORL?

The average flight duration from Chicago to Orlando is approximately 22 hours 32 minutes. Direct flights are typically shorter than connecting options.

What is the baggage allowance on CHI–ORL flights?

Baggage allowance varies by airline and fare class. Most economy fares on this route include 1 carry-on (7–8 kg) and 1 checked bag (20–23 kg). Always confirm baggage rules on the airline's site at booking — low-cost carriers may charge for checked bags.