Cheap Flights from Orlando to Chicago* All One Way Round Trip CHIOrlando → ChicagoOne Way Trip | Apr 19$63.99 Book Now CHIOrlando → ChicagoOne Way Trip | Aug 2$96.99 Book Now CHIOrlando ⇌ ChicagoRound Trip | Apr 19 - Apr 28$113.99Book Now CHIOrlando ⇌ ChicagoRound Trip | Apr 25 - Apr 28$138.60Book Now * All fares above were last found on: Mar 29, 2025 at 1:39 AM. Fares are one way or round trip as indicated aboveround trip. Fares incl. all fuel surcharges, taxes & fees and our service fees. Displayed fares are based on historical data, are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions. 202503~Ref:jVmaYvw6cUmEks1oBpjjug
Our Lowest Fare* All fares below were last found on: . Fares are round trip. Fares incl. all fuel surcharges, taxes & fees and our service fees. Displayed fares are based on historical data, are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions.
Why to Book with Call Center Personalized experience by our live agents Immediate booking confirmation 24-hour cancellation Flexible payment plans What Our Customers Say About Our Service? Submit A Review Mar 08, 2025senkak1Orlando to PhoenixOverall good experience.Read More Feb 12, 2025AnthonyAwesome jobThey did an awesome job.Read More Feb 05, 2025KiraphatA Great Travel Experience from Zurich to HelsinkiMy Zurich to Helsinki trip was smooth, comfortable, and stress-free. The combination of a valuable ticket price, excellent airline service, and generous baggage allowance made it a fantastic journey. I would highly recommend this airline to anyone traveling on this route and look forward to flying with them again in the future!Read More
Why to Book with Call Center Personalized experience by our live agents Immediate booking confirmation 24-hour cancellation Flexible payment plans
Search Cheap Flights from Orlando to ChicagoBook your flights from Orlando to Chicago. Decorated with miles of beautiful beaches, world class museums and amazing parks, city of Chicago would certainly spoil you for choices. Third most populous city in United States, Chicago certainly deserves a place on your travel itinerary. Spend a romantic evening with your loved one at North Avenue Beach and explore more than 30,000 marine species at the famous Shedd Aquarium. Don’t forget to pamper yourself with the best of brands and cuisines at the Magnificent Mile.United Airlines, US Airways, American Airlines and JetBlue Airways are some of the major airlines that offer flights from Orlando to Chicago. Take advantage of exclusive deals on flights to Chicago and save more to splurge on a vacation. It takes about three hours and forty five minutes excluding the layover time to cover the destined 987 miles on flights from Orlando to Chicago and although there are plenty of entertainment options provided by the carriers, it’s always a good idea to carry a nice book with you.
Comprehensive Insights About the Orlando to Chicago Flight RouteWhat is the our cheapest return flight price from ORL to CHI?What is the fare range for flights from ORL to CHI?When does the earliest flight depart ORL?7:00AM - 8:00AMWhen does the last flight depart from CHI?The last flight from Chicago typically departs between 10:00PM - 11:00PM, making it a suitable choice for travelers who prefer late-night departures.Which is the busiest month to travel from Orlando to Chicago? February is considered the peak season for travelers embarking on the journey from Orlando to Chicago. Planning your trip during this month can help you experience the vibrant atmosphere of Chicago. Which is the least-busy month to travel from ORL to CHI? August, March, November is regarded as the least busy month for flights from Orlando to Chicago, offering a more tranquil travel experience.What is the travel distance between Orlando and Chicago?The distance covered on this flight route is approximately 992 miles. Understanding the distance between Orlando to Chicago can aid in planning your journey more effectively.What are the top airlines offering flights from ORL to CHI?Spirit Airlines, American Airlines, Frontier Airlines is one of the prominent carriers serving the Orlando to Chicago route. Consider this when selecting your preferred airline.How many weekly flights operate between ORL and CHI?A total of 2 weekly flights are available between ORL to CHI, providing travelers with ample choices and flexibility.How many daily flights fly between Orlando and Chicago?There are 47 daily flights connecting Orlando to Chicago, allowing passengers to choose flight times that align with their schedules.Which is the busiest day in terms of passengers flying from ORL to CHI?Friday is the busiest day for travelers on the Orlando to Chicago route. Knowing this can help you plan your trip to avoid peak travel days.What percentage of Orlando to Chicago travelers booked First or Business Class?Approximately 9% of travelers opt for First or Business Class when traveling from Orlando to Chicago. This data provides insights into preferred cabin class choices.What percentage of Orlando to Chicago travelers traveled with their kids under 14?11% of travelers on this route were accompanied by children under the age of 14. This information is valuable for families planning their trips.What percentage of Orlando to Chicago travelers were millennials?A substantial 34% of travelers on this route were millennials. If you're a millennial traveler, you may find like-minded companions on your journey.What percentage of Orlando to Chicago travelers were female?Approximately 52% of travelers on this route were female. Understanding the gender distribution can be relevant for solo female travelers or for those interested in gender-related travel insights.What percentage of Orlando to Chicago travelers were over the age of 60?A noteworthy 12% of travelers on this route were over the age of 60. This data offers insights for senior travelers or for those seeking a mature travel demographic.What was the average flight duration of flights from Orlando to Chicago?The average flight duration for this route is approximately 3.0 hours. This information can help you plan your journey with a clear understanding of travel time.
Comprehensive Insights About the Orlando to Chicago Flight RouteWhat is the our cheapest return flight price from ORL to CHI?What is the fare range for flights from ORL to CHI?When does the earliest flight depart ORL?7:00AM - 8:00AMWhen does the last flight depart from CHI?The last flight from Chicago typically departs between 10:00PM - 11:00PM, making it a suitable choice for travelers who prefer late-night departures.Which is the busiest month to travel from Orlando to Chicago? February is considered the peak season for travelers embarking on the journey from Orlando to Chicago. Planning your trip during this month can help you experience the vibrant atmosphere of Chicago. Which is the least-busy month to travel from ORL to CHI? August, March, November is regarded as the least busy month for flights from Orlando to Chicago, offering a more tranquil travel experience.What is the travel distance between Orlando and Chicago?The distance covered on this flight route is approximately 992 miles. Understanding the distance between Orlando to Chicago can aid in planning your journey more effectively.What are the top airlines offering flights from ORL to CHI?Spirit Airlines, American Airlines, Frontier Airlines is one of the prominent carriers serving the Orlando to Chicago route. Consider this when selecting your preferred airline.How many weekly flights operate between ORL and CHI?A total of 2 weekly flights are available between ORL to CHI, providing travelers with ample choices and flexibility.How many daily flights fly between Orlando and Chicago?There are 47 daily flights connecting Orlando to Chicago, allowing passengers to choose flight times that align with their schedules.Which is the busiest day in terms of passengers flying from ORL to CHI?Friday is the busiest day for travelers on the Orlando to Chicago route. Knowing this can help you plan your trip to avoid peak travel days.What percentage of Orlando to Chicago travelers booked First or Business Class?Approximately 9% of travelers opt for First or Business Class when traveling from Orlando to Chicago. This data provides insights into preferred cabin class choices.What percentage of Orlando to Chicago travelers traveled with their kids under 14?11% of travelers on this route were accompanied by children under the age of 14. This information is valuable for families planning their trips.What percentage of Orlando to Chicago travelers were millennials?A substantial 34% of travelers on this route were millennials. If you're a millennial traveler, you may find like-minded companions on your journey.What percentage of Orlando to Chicago travelers were female?Approximately 52% of travelers on this route were female. Understanding the gender distribution can be relevant for solo female travelers or for those interested in gender-related travel insights.What percentage of Orlando to Chicago travelers were over the age of 60?A noteworthy 12% of travelers on this route were over the age of 60. This data offers insights for senior travelers or for those seeking a mature travel demographic.What was the average flight duration of flights from Orlando to Chicago?The average flight duration for this route is approximately 3.0 hours. This information can help you plan your journey with a clear understanding of travel time.
Popular Airlines to ChicagoFrontier AirlinesSpirit AirlinesUnited AirlinesAmerican AirlinesAll Nippon Airways
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Schedule Wide Open? Sneak-peek at what tickets cost month-to-month from ORL to CHIAvg. $181.5JanAvg. $197.21FebAvg. $248.34MarAvg. $379.04AprAvg. $325.15MayAvg. $417.77JunAvg. $449.89JulAvg. $345.96AugAvg. $242.66SepAvg. $259.22OctAvg. $255.28NovAvg. $331.14Dec
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