Get Cheap Flights From Orlando To Chicago: Our Top Tips
In addition to using the Skyscanner search to find the best deals at any given time, there are tips and tricks to getting even better deals. These include:
- Using our Best Time to Book tool to make sure that you are getting the best price on your flights from Orlando to Chicago
- Track the price of flights to Chicago by registering for Skyscanner Price Alerts
- If your travel dates are flexible, then our ‘whole month’ search tool will help you find the cheapest day to travel
- If you are after last minute flights, our guide to finding last minute deals will help you get to Chicago for less
Flying Is Affordable With Avelo Book Relax And Youre There
Sign up now for low fares, on-time flights and smooth travels with Avelo.
** $15 off promo code discount applies to round trip flights only. Must be purchased by 11:59 p.m. PT on 11/22/21. Expiration date cannot be extended. Travel must be completed between 1/5/22-2/28/22. To receive promo savings, enter promo code FLY2022 on aveloair.com. Promo code is not redeemable for cash, and in the case of reservation cancellations, the promo savings will be forfeited. Seats are limited. Fare rules, routes and schedules are subject to change without notice. Restrictions may apply. Not valid on previously purchased itineraries. Additional fees for carry-on and checked bags, assigned seats and other optional services may apply. For full terms and conditions, please visit Contract of Carriage.
Airfare prices are per segment, include government taxes and fees, and carrier charges. $29 fare is available from BUR to TUS departing between 12/18/21 and 12/21/21. Must be purchased by 11/30/21. Fare rules, routes and schedules are subject to change without notice. Restrictions may apply. Seats and dates are limited. Fares are subject to change until ticketed. Not valid on previously purchased itineraries. Additional fees for carry-on and checked bags, assigned seats and other optional services may apply. For full terms and conditions, please visit Contract of Carriage.
Meet Avelo
Where To Buy Cheap Flights From Orlando To Chicago
The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don’t have to – which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Orlando to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you’d like to learn more, read our article about the best time to buy airline tickets.
You May Like: Al’s Chicago Italian Beef Recipe
Low Cost Flight Deals With Tripcom In Asia
Trip.com works closely with major airlines across Asia, so whether you’re jetting off for pleasure or traveling for business, we offer cheap flight deals to the best destinations in Asia. Looking for the cheapest airline tickets to Beijing, Shanghai, Hong Kong, Seoul, Tokyo, Okinawa, Jeju, or Taipei? Or budget flights to Kuala Lumpur, Jakarta, Bali, Bangkok, Phuket, or Singapore? Getting your tickets is easy with Trip.com.
Book Your Flight From Chicago To Orlando With Peace Of Mind During Covid

- Check airline safety scores. From mandatory masks to social distancing, you can now see the measures major airlines are taking on their flights from Chicago to Orlando to keep you safe. Just search to see for yourself.
- Book smarter stays. Check out the hotels in Orlando with sparkling 5/5 cleanliness ratings, or bag a room with free cancellation.
- Find flexible getaways. Some airlines now have flexible ticket policies, so you wont lose out if your flight has to be changed or cancelled. If there are any cheap flights from Chicago to Orlando with a flexible booking policy, you’ll see these clearly when you search.
- Get insured. Choose travel cost protection that covers COVID-19, too. It’s available as you book your Orlando flights with us. Get an instant quote and 24-hour support, wherever you are.
Don’t Miss: Top Strip Clubs In Chicago
Flight Information For Orlando To Chicago
Find info about flight duration, direct flights, and airports for your flight from Orlando to Chicago
Best Price Found | $68 | The best flight deal from Orlando to Chicago found on momondo in the last 72 hours is $68 |
Fastest flight time | The fastest flight from Orlando to Chicago takes 2h 44m | |
Direct flights | Mon, Tue, Thu, Fri and Sat | Direct flights go from Orlando to Chicago on Monday, Tuesday, Thursday, Friday and Saturday. Airlines offering direct flights are: Allegiant Air and American Airlines. |
Airports in Chicago | 3 airports | There are 3 airports near Chicago: Chicago O’Hare Intl , Chicago Midway , Chicago Greater Rockford |
When Is The Best Time To Book From Chicago To Orlando
- Make sure youre getting the best price for your flight tickets. Find the best time to book from Chicago to Orlando by checking our best time to book tool.
- Track the price of your plane tickets to Orlando by signing up to Skyscanner Price Alerts.
- If youre flexible on when to travel, use Skyscanners ‘whole month’ search tool to find the cheapest day to travel.
- Looking for last minute flights? Learn how to find last minute deals for your trip to Orlando.
You May Like: Taste Of Chicago 2021 Schedule
The Hawaiian Airlines App
From faster check-in, to real-time notifications and more, youll enjoy the convenience of traveling with us, all in the palm of your hands.
No change fees: Book now, change if you need to
No change fees: Book now, change if you need to
We understand that your plans may change for a variety of reasons, and we want you to be able to book a Hawaiian Airlines flight with confidence and flexibility.
Explore more with miles that never expire
Explore more with miles that never expire
Introducing a new policy where your memories and miles will last forever. Starting now, your HawaiianMiles will never expire.
The Heart of Hawaiian
The Heart of Hawaiian
Meet members of the Hawaiian Airlines ohana who are dedicated to making Hawaii a better place for this and future generations.
Flights From Orlando Sanford To Chicago
Finding the best flights from Orlando Sanford to Chicago is not always easy especially when you are on a budget. To make it simple to find the best flight from Orlando Sanford to Chicago for your needs, whether that is the cheapest option available, or with your chosen airline, Skyscanner has designed a flight search with quick filters and sorting capabilities that make it easy to find, compare and contrast flight options and itineraries. Features include:
- The ability to search for flights departing and returning within the cheapest months to Chicago
- A calendar view and chart view which highlights when flights are the cheapest to Chicago, and when they are most expensive
- The ability to sort flights to Chicago by the Best, Cheapest, Fastest, and more
- The option to filter for non-stop flights, flights leaving or arriving at certain times, flights with certain airlines, alliances and more when searching for flights to Chicago
Read Also: Two Guys And A Van Chicago
Questions We Hear The Most
The average flight time from Orlando to Chicago is 2 hours 42 minutes.
There are 132 weekly flights from Orlando to Chicago on Southwest Airlines.
Yes, Southwest flies nonstop from Orlando to Chicago 7 times per day from Monday through Friday.
Yes, Southwest flies nonstop from Orlando to Chicago 9 times per day on Saturdays and 8 times per day on Sundays.
To find the lowest fares by day and time to fly Orlando to Chicago with Southwest, check out our Low Fare Calendar.
How Can I Find Cheap Flights From Orlando To Chicago
Be flexible and open to travelling during off-peak times like mid-week and later in the evenings or early mornings. Flights between Orlando and Chicago are likely to be cheaper during these times, as the cheapest flight fares are usually found outside of peak times. You can read more about finding cheap flights in our dedicated guide.
Also Check: Best Buffalo Wings In Chicago
Explore The World By Booking Cheap Flights With Tripcom
Trip.com goes the extra mile to help you find the best choice of flight tickets and discount airfares to destinations all around the world. Our search results provide you with the most up-to-date prices for flights worldwide, along with real-time flight statuses, durations, and departure and arrival times to help you find cheap flight tickets quickly. We take data security seriously and employ the latest in online security methods so that you can book low-cost flights with confidence using a credit and debit card, PayPal, or UnionPay.
Cheap Flights From Orlando To Chicago

First-time visitors headed to Chicago from Orlando may be in for a bit of culture shock. The Windy City boasts an impressive skyline that you’ll see long before you land at O’Hare International Airport . Some of the world’s tallest buildings call Chicago home, including the former record holder, Willis Tower. Locals still refer to the famous skyscraper as the Sears Tower, and brave visitors can take an elevator ride to the observation deck 103 floors up from the lobby.
Key Facts
Greater Chicagoland is served by the Chicago Transit Authority, which operates buses, trains and subway lines throughout the city. Since Chicago is such a sprawling metropolis, the best way to see as many sights as possible, is to opt for a rental car. In general, navigation in Chicago is easy as the streets are set up in a grid, but you may want to opt for an in-vehicle GPS, as the city spans more than 235 square miles.
Hints and Tips
If you’re on a direct flight from Orlando International Airport to Chicago, you’ll be in the air for less than three hours. O’Hare is a family-friendly facility that houses a replica airport playground in Terminal 2, where children can pretend to be pilots and unwind after a flight. For your convenience, a variety of rental car companies offer free shuttle service outside of baggage claim.
You May Like: Taste Of Chicago To Go 2021
How Can I Find Cheap Flights From Orlando Sanford To Chicago
Be flexible and open to travelling during off-peak times like mid-week and later in the evenings or early mornings. Flights between Orlando Sanford and Chicago are likely to be cheaper during these times, as the cheapest flight fares are usually found outside of peak times. You can read more about finding cheap flights in our dedicated guide.
How Do We Get The Best Student Travel Deals
StudentUniverse has negotiated with more than 90 airlines from United Airlines to British Airways to Air China and more. We offer exclusive student flight discounts that cant be found anywhere else and offer steeper flight and travel deals when we know students want to travel. Become a FREE member to access our exclusive student travel discounts.
You May Like: Strip Clubs Near Rosemont
Essential Travel Information: Orlando Sanford To Chicago
Our travel information panel above gives useful information about:
- The distance between Orlando Sanford and Chicago
- The time it takes to fly to Chicago from Orlando Sanford
- The airlines with the cheapest flights from Orlando Sanford to Chicago
- The airlines which fly direct to Chicago from Orlando Sanford.
The Southwest Travel Experience
Chicago Midway International Airport is a quick 30-minute ‘L’ ride from downtown Chicago. Get goingadventure awaits.
At Southwest, we know it takes more than great deals on Chicago airfares and convenient scheduling options to make your trip memorable. So from booking to boarding, we offer services and features designed to make your travel from Orlando to Chicago the best it can be. Learn more about the Southwest® travel experience before you book your flight from Orlando International Airport to Chicago Midway International Airport.
Flying with Southwest is simple and fun, no matter which of our dozens of exciting destinations you choose. When you search for your next flight to Chicago , know that you wont be surprised at checkout. Low fares and no hidden fees. That’s Transfarency®. And as always, two bags fly free®1. Want the latest news, information, and promotional offers from Southwest? from us. Book your flight today and know that you’ll earn Rapid Rewards® points when you fly.
1First and second checked bags. Weight and size limits apply.
2Fare difference may apply.
Don’t Miss: Taste Of Chicago 2021 Schedule
Get Cheap Flights From Orlando Sanford To Chicago: Our Top Tips
In addition to using the Skyscanner search to find the best deals at any given time, there are tips and tricks to getting even better deals. These include:
- Using our Best Time to Book tool to make sure that you are getting the best price on your flights from Orlando Sanford to Chicago
- Track the price of flights to Chicago by registering for Skyscanner Price Alerts
- If your travel dates are flexible, then our ‘whole month’ search tool will help you find the cheapest day to travel
- If you are after last minute flights, our guide to finding last minute deals will help you get to Chicago for less
Which Direct Flight Route Between Chicago And Orlando Is Cheapest
When you’re looking for the best fares between Chicago and Orlando, flying out of O’Hare is usually your cheapest option because of the multiple carrier options, including low-cost carrier Frontier. Don’t discount Midway, though. You can find great deals there, and it may be more convenient, depending on your location.Pack your warm weather clothes for your Orlando trip. You may only wear them a few months of the year in Chicago, but Florida’s hot, humid climate begs for clothes that keep you cool for most of the year. While Chicago offers plenty of culture and big-city entertainment, Orlando leans toward family fun in the sun. Many of the theme parks lie within a 15 mile radius, making it convenient to visit more than one. International Drive is a bustling area full of entertainment and dining options popular among visitors. Florida’s narrow shape makes it easy to take a day trip to the beach. The Tampa Bay area is easily accessible and offers beautiful sand and gorgeous water along the Gulf. Daytona Beach is an option along the Atlantic. If you don’t want to travel to the ocean, catch beautiful water views at one of the many lakes in the Orlando area.You pack the sunscreen, sun hat, shorts and your sense of adventure. We’ll supply you with cheap flight information from Chicago to Orlando using our smart search engine.
Related searches
Other flights from Chicago
Recommended Reading: Hotels Near Michigan Avenue Chicago