Orlando to Chicago Flight Tickets
Compare the best flight deals from Orlando to Chicago
About Orlando - Chicago Flights
Find the best prices for flights between Orlando (United States) and Chicago (United States) on Tripuck. We compare prices from hundreds of airlines to offer you the best options.
Orlando has 3 airports, while Chicago has 6 airports. Compare flights between all airports to find the best deal.
Cheapest Months for Orlando - Chicago Flights
Best month to fly
May 2026 - 1,496 ₺
May 2026
1,496 ₺
Direct
CheapestApril 2026
3,253 ₺
1 stops
| Ay | Flight Type | Price |
|---|---|---|
| May 2026Cheapest | Direct | 1,496 ₺ |
| April 2026 | 1 stops | 3,253 ₺ |
Prices may change. Based on recent searches.
Popular Orlando - Chicago Flights
Orlando - Chicago
Chicago - Orlando
Airlines on Orlando - Chicago Route
| Havayolu | Uçuş Tipi | Fiyat |
|---|---|---|
 Frontier Airlines | Direct | 1,496 ₺ |
Orlando Airports
Chicago Airports
Alternative Routes
Alternative Routes from Orlando
Orlando - Chicago Flight Summary
Cheaper tickets are usually available on weekdays and with early bookings.
Orlando and Chicago - Airport Transportation
Orlando International Airport (MCO)
How to Get to the Airport
Bus (LYNX): You can return to MCO from downtown using the same lines from LYNX Central Station or downtown stops. The journey takes approximately 40-50 minutes. Services depart every 30-60 minutes and operate between 5:00 AM and 12:00 AM.
Shuttle (Shared Shuttle Services): You can return to MCO from downtown with reserved shuttles from hotel or downtown pickup points. The journey takes 30-45 minutes. Services are scheduled every 30 minutes based on reservations and operate 24 hours.
Taxi: You can call a taxi to MCO from downtown streets or hotels. The journey takes 20-30 minutes depending on traffic. It operates 24 hours and is always available.
Uber/Lyft (App-Based Rides): You can reach MCO from any point in downtown with Uber or Lyft vehicles. The journey takes 20-30 minutes depending on traffic. The apps operate 24 hours, and vehicles are available every 5-10 minutes.
Car Rental: You can reach MCO by picking up rental cars from downtown offices. You can return your vehicles to the rental offices at the airport. This option is suitable for those seeking a flexible travel plan.
Orlando Executive Airport (ORL)
How to Get to the Airport
Taxi:
To reach Orlando Executive Airport from the city center of Orlando, you can call a taxi from official taxi stands or from the street. The travel time varies between 10-20 minutes depending on traffic. Taxi service is provided 24 hours upon request.
Uber/Lyft (Rideshare):
You can use Uber and Lyft apps to go to the airport from the city center of Orlando. Depending on traffic congestion, the journey takes approximately 10-20 minutes. These services are also available 24 hours a day and can be requested instantly through the app.
Car Rental:
You can reach Orlando Executive Airport by renting a car from car rental offices located in the city center. The journey to the airport with a rental car takes 10-15 minutes depending on traffic conditions. Car rental companies generally operate from 8:00 AM to 8:00 PM; however, it is possible to pick up a car 24 hours a day with a reservation.
O'Hare International Airport (ORD)
From Airport to City Center
Metro/Train: The CTA Blue Line Train is the most convenient option for transportation from O'Hare International Airport to downtown Chicago. The airport station is directly connected to Terminals 1, 2, and 3. Access from Terminal 5 is possible via a free shuttle train. The journey takes approximately 40-45 minutes. Services operate 24 hours a day, with trains running every 5-10 minutes during peak hours.
Bus (CTA and Private Shuttles): Buses connecting O'Hare Terminals 1, 2, 3, and 5 operate routes to downtown. The journey time varies between 45-60 minutes depending on traffic conditions. Services run every 15-30 minutes and generally operate from 5:00 AM to 11:45 PM.
Taxi: Official taxi stands at O'Hare are located at each terminal exit and provide direct transportation to downtown. The journey time varies between 30-60 minutes depending on traffic. Taxi services are available 24 hours a day.
Airport App-Based Rides (Uber/Lyft): Apps like Uber and Lyft operate in designated pickup areas at O'Hare. Journey time and cost can vary based on traffic and demand.
Car Rental: Various car rental companies are available at the airport. Car rental options can be arranged at offices located at terminal exits or at rental centers accessible via shuttle services.