For Unpublished Cheap Flight Deals,
Call Us at 1-888-437-4930
  • Great
    Based on 1,907 reviews
  • Safe & Secure Booking
  • Low Fare Promise
  • Buy with Confidence
  • 10 Million+ Customers
    Per Year
  • Compare & Book Over
    650 Airlines Instantly!
  • Fast, Safe &
    Secure
  • Live 24/7
    Customer Support
Download Our App

Find the deals you want & manage your trips ... all while on the go.

Download
Apply for Our Credit Card

Earn rewards points & other travel perks when you spend.

Apply Now
Check out our Blog

Get inspired, learn expert tips & add to your travel bucket list.

Read it Now
Check Your Flight Status

Get there on time,
every time!

Check Status

Recent Chicago Posts


Search Cheap Flights from Orlando to Chicago

Book your flights from Orlando to Chicago and save big on airfares. 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.

    Orlando to Chicago Flight Route Facts

  • When does the earliest flight depart ORL? 6:25AM Spirit Airlines Flight #6231
  • When does the latest flight depart CHI? 9:54PM Southwest Airlines Flight #6231
  • Which is the busiest month to travel from Orlando to Chicago?July
  • Which is the least busy month to travel from ORL to CHI?March
  • What is the travel distance between Orlando to Chicago?987 miles
  • What is the fare range for flights between ORL to CHI? $116 - $517
  • How many weekly flights are there are between ORL to CHI? There are 30 weekly flights between ORL and CHI.
  • How many daily flights fly between Orlando to Chicago? There are 4 daily flights between ORL and CHI
  • Which is the busiest day in terms of passengers flying from ORL to CHI?Thursday
  • In last 30 days, what is the %age of CHI visitors who spent less than 3 days in the city?50.00 %
  • Name the airport nearby CHI? Midway International Airport
  • Name the airports nearby ORL? Orlando International Airport
  • What is the cheapest return flight price from ORL to CHI? $116