Fly American from Chicago to Orlando
Unlock Exclusive Savings! Dial now for unpublished deals.
-
Our agents are available 24/7
24/7 SUPPORT
Our agents can take your call 24/7. We have no wait time, so call now.
UNBEATABLE DEALS
We work tirelessly to secure the best deals from a wide network of airlines.
Travel at Your Convenience
Flexible travel options for changing plans - we've got you covered.
Prepare for unforgettable adventures without emptying your wallet!
We take pride in our ability to offer an extensive range of affordable American Airlines tickets without compromising on quality or comfort.
Adam R.
An intuitive online navigation made for a hassle-free booking experience. Would recommend to all savvy travelers.
Bethany M.
Booked over the phone and the agent was incredibly kind. They provided advice on the best flight option that saved me time and money.
Useful tips when flying from Chicago to Orlando on American Airlines
- Remember to fully immunize yourself against the multitude of food options in Chicago O'Hare International airport - from American croissant shops to BBQ ribs, the temptation will be plentiful.
- American Airlines knows how to charm - all passengers can enjoy complimentary in-flight entertainment in form of the latest movies and music. Don’t forget your headphones - unless you were hoping to befriend your neighbor by requesting theirs.
- Get your weather forecasting hat on - in Orlando, you are more likely to encounter thunderstorms. Don’t fret too much about flight delays, as American Airlines has a spiffy track record of maintaining timely schedules in such weather conditions.
- Vicinity Alert! American Airlines uses Terminal 3 at O'Hare and Terminal B at Orlando International Airport. A literal one-stop path to all your shops and lounges! Remember, knowledge is power... and in this case, less running too.
- Curb your enthusiasm! Orlando has a snaking lineup of tempting theme parks. But don’t be that person who wears Mickey Mouse ears on the plane. The celebration can wait, your flight comfort cannot.
- Curb your enthusiasm! Orlando has a snaking lineup of tempting theme parks. But don’t be that person who wears Mickey Mouse ears on the plane. The celebration can wait, your flight comfort cannot.
- Elevate your relaxation-Navigation ensemble to new heights - American Airlines has a well-laid-out seatback magazine and mobile app rich with detailed maps of Orlando. Time to discover all the magical Mickey Mouse Land destinations even before you touch down!
Culinary Delights of Orlando, Florida
FLAME TREE BARBECUE
Oh, Flame Tree Barbecue, you and your otherworldly pulled pork sandwich. Smoked to perfection and so tender, it's a far cry from the usual rubbery theme park grub.
LE COQ AU VIN
A French bistro in the heart of Orlando! Marvelous. Because there's nothing quite like swapping your Mickey ears for a beret and indulging in some delectable escargot.
ORLANDO FARMERS MARKET
Get a dose of wholesome produce at the Orlando Farmers Market, where fresh-picked fruits sit next to jars of homemade jam - apparently, domesticity isn’t extinct in the Sunshine State.
4 RIVERS SMOKEHOUSE
Four Rivers Smokehouse - where even vegans might be tempted to cross over to the dark side for a meaty, fall-off-the-bone smoked brisket.
ORLANDO FOOD AND WINE FESTIVAL
In the mood for a bacchanalian feast? Orlando Food and Wine Festival serves up a smorgasbord of treats, paired with a fine symphony of sips. It gets classier by the minute, doesn't it?
SLATE
Slate is your bespoke dining experience - where farm-to-table isn't a mere fad but a culinary philosophy. From artfully plated appetizers to decadent desserts, it's foodie paradise.
FAQs for booking flights from Chicago to Orlando on American Airlines
I'm yearning for the warmth of Florida beaches- how long will I be squished up in the flying metal tube to reach Orlando from Chicago? 

In this laughably unpredictable world, can I really reschedule my flight if my plans transform unpredictably? 

I'm guarding my savings account like a dragon on its hoard! Can I anticipate sudden jumps in fare prices? 

Given the choice between warring with the masses or slaying automated systems, can I book with a real person over the phone? 

The very thought of Orlando tempts the poet in me! Any chance I'd get a window seat to pen my musings while flying? 

For too long, I've been a mere jester in the court of airline rewards programs. Can I earn points with American Airlines through AirTicketly? 

Stand tall, O jester no more! Bid adieu to your buffoonery, for we juggle rewards and bookings with aplomb. Book through AirTicketly and elevate yourself to the ranks of reward royalty with American Airlines!
Does AirTicketly grant me the luxury of selecting from multiple airlines or am I bound to American like Prometheus to his rock? 

Flying on American Airlines from Chicago to Orlando
Oh, the joys of travel! Nothing quite compares to being packed like a sardine in Economy class while winging it across the country from Chicago, IL to Orlando, IL on American. Such a delightful blend of the mundane and chaotic wrapped in a tin foil called air travel. Buckle up, my dear adventurer, and let's dive into the wonders of navigating through one of America's most "lovable" airlines.
The journey, of course, commences with you spending half a century deciphering flight schedules, because apparently, "easy to understand" is a concept completely alien to airlines. The good news? Direct flights are available from Chicago to Orlando. Non-stop fun, right? That's if your idea of fun is approximately 2 hours and 55 minutes (flight duration) stuck in a confined space. But who's counting?
Now, since we live in this Utopian world where costs don’t matter, airfare is just a number that airlines casually toss around. Looking for cheap flights? Oh, you adventurous soul, you! Try booking round-trip to save a few bucks. If you’re feeling particularly daring, go the one-way route. They say spontaneity is the spice of life, after all.
Oh, and if you've won some sort of "bore yourself to death" contest, layovers can be a prize to cherish. The joy of disembarking from one flight and jaunting across the terminal to make the connecting flights can add an extra dash of thrill to your mundane trip. But don't let the sarcasm deter you, explorer! A layover can genuinely be a fun opportunity to sample airport food that only marginally beats school cafeteria grub.
Let's talk about in-flight services. Well, at least American airlines still believes in the antiquated idea of feeding their passengers. Their onboard cuisine is a gastronomic adventure, ranging from the exotic 'pretzels and soda' combo in Economy class, to the more luxurious 'same pretzels but with champagne' in First-class. Speechlessly fabulous, isn't it?
Baggage allowance is another whimsical card that airlines love to play. With American, you are permitted one free "personal item" and on top of that, a carry-on bag! If that's not generosity at its peak, what is?
Remember, signing up for a frequent flyer mileage program would be a wise move. It's like going through a laborious treasure hunt, scouring through the website, to find a way to redeem your hard-earned miles. But don't worry, you're not alone! We all partake in this universal rite of passage in the hopes of achieving one of those elusive flight deals.
Should you need to cancel, the flight cancellation policy is wonderfully designed to be as convoluted and inscrutable as possible. It's another opportunity to test your detective skills, with the prize being possibly saving a few bucks or, in the worst-case scenario, an epic facepalm moment.
So dear traveler, prepare to embark on your exciting journey from the magnificent Chicago to the charm of Orlando. Marvel at the competency of our beautiful airline industry that does an exquisite job of turning what should be a simple journey into a grandiose, convoluted adventure. Buckle up, fasten your seat belt, and enjoy your flight!