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Planning a trip from Chicago to Orlando? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.
Traveling from Chicago to Orlando can be an exciting journey, but it's important to know how to save money on your flight. Generally, Tuesday is the cheapest day of the week to fly, while May is the cheapest month.
Cheapest Route: Choose the ORD - MCO route for the most affordable option.
Booking Advance: Book your flight at least 30 days in advance for the best prices.
Cheapest Airline: Frontier tends to be the most affordable airline for this route.
Direct or Layover: Direct flights are generally more expensive, so consider a layover to save money.
This feature is powered by ChatGPT: an OpenAI-developed artificial intelligence model trained with KAYAK proprietary data and third-party data not verified by KAYAK.
Low season | September |
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High season | March |
Cheapest flight | $37 |
Find which airlines fly direct from Chicago to Orlando, which days they fly and book direct flights.
Direct departures
Chicago to Orlando
Monday
Allegiant Air, American Airlines, Frontier, +3 more
Allegiant Air, American Airlines, +4 more
2
3
Tuesday
American Airlines, Frontier, Southwest, +2 more
American Airlines, Frontier, +3 more
1
2
Wednesday
Allegiant Air, American Airlines, Frontier, +3 more
Allegiant Air, American Airlines, +4 more
2
3
Thursday
American Airlines, Frontier, Southwest, +2 more
American Airlines, Frontier, +3 more
1
2
Friday
Allegiant Air, American Airlines, Frontier, +3 more
Allegiant Air, American Airlines, +4 more
2
3
Saturday
Allegiant Air, American Airlines, Frontier, +3 more
Allegiant Air, American Airlines, +4 more
2
3
Sunday
American Airlines, Frontier, Southwest, +2 more
American Airlines, Frontier, +3 more
1
2
Direct returns
Orlando to Chicago
Monday
Allegiant Air, American Airlines, Frontier, +3 more
Allegiant Air, American Airlines, +4 more
2
3
Tuesday
American Airlines, Frontier, Southwest, +2 more
American Airlines, Frontier, +3 more
1
2
Wednesday
Allegiant Air, American Airlines, Frontier, +3 more
Allegiant Air, American Airlines, +4 more
2
3
Thursday
American Airlines, Frontier, Southwest, +2 more
American Airlines, Frontier, +3 more
1
2
Friday
Allegiant Air, American Airlines, Frontier, +3 more
Allegiant Air, American Airlines, +4 more
2
3
Saturday
Allegiant Air, American Airlines, Frontier, +3 more
Allegiant Air, American Airlines, +4 more
2
3
Sunday
American Airlines, Frontier, Southwest, +2 more
American Airlines, Frontier, +3 more
1
2
It is southwest seat was ok. Not the most comfortable seat
It is southwest seat was ok. Not the most comfortable seat
Plz don't take away free bags and free seating
My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.
Excellent! Only question is how we check in at exactly 24 hours in advance and end up at the end of the B boarding group
It went well. Plane wasn't full. Will be great when assigned seating is in place
One of the crew performed a hilarious skit to accompany the standard instructions. Passengers enjoyed it so much they applauded at the end!
Excellent experience. WiFi worked on this leg of My trip
Flight was great, but golf bag never made it until later in the day. Even though I had a nonstop flight it was placed on a different one. They made it right with flight credits and I was able to get it the same day.
Pretty standard flight. We left late, but arrived early. The wifi entertainment is always nice. The free snacks and beverages are simple, but appreciated. I'm tall and the seats are an issue. I can deal with a short flight, but any longer, I have to find another airline where I know beforehand I have extra legroom.
The flight attendant was proactive in helping with placing carry on in overhead bins. This was the first time I had ever been offered help without asking or obviously struggling. Many on the flight were older people like myself and vertically challenged. I would hope this would be the norm on all flights.
A bit rush for transit. Food and entertainment are not available
Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.
My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.
Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours
Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service
The tv monitor in front of my seat was not responding. The flight crew reset it and it still didn’t work.
Our seats were all the way in back of the plane,
The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.
The seats on this flight were almost roomy enough to be the basic amount needed for human existence.
The flight attendants in First Class were mediocre at best. They did not take our tray away until we were about to land and only did so when I press the call button. The United person at the United Club was asked to get us our boarding pass since we missed the flight due in Chicago. She argued that we did not have seats on the flight given to us in Moline. Furthermore, she was adamant that we did not have a First Class ticket. After I spent much time with her trying to show we were correct, she reluctantly agreed. She was probably the most incompetent ticketing person I have ever met and I have traveled 3 million miles on United plus many additional miles with other carriers. United has definitely deteriorated in more than on way.
I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude
Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!
Standard. No different than a discount carrier on a short trip.
Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.
I was pleasantly surprised with an upgrade at boarding. I finally had a mostly gluten free food options and a very attentive attendant.
Paid for a window and was assigned to a middle seat with 2 very large people on each side of me. Flight was sold out and I feel I need to be refunded foe paying for a window seat and being put in a middle one..
Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.
You were more on time than United. I'm so over united delays.
The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.
I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.
The flight attendant spilled ice all down my leg and all over my suede boots and didn’t even apologize or anything. They just gave me a look like “what?!” Incredibly rude and dismissive. I saw them roll their eyes at other guests and even once yell at a lady with a baby.
Seats were comfortable but dont recline at all. Checkin online was easy but didnt provide a gate until last minute. Flight attendants were very unkind, not friendly and didnt go over safety procedures in case of a crash. No free snacks or beverages, not even water.
Good crew and safe. However, comfort and being nickeled-and-dimed are my issues. $75 each way for luggage is exhortation. The space to the next seat is so close you cannot open a laptop. The magazine rack doesn’t hold your items. Not a fan.
The booking was cancelled the next day. Spirit Airlines refunded Kayak cheapflay the full amount, but I was only refunded half. Costumer service is disgusting. Be careful. You can lose your money.
This flight went flawlessly. I don’t like thei no adjustment seats and them charging for water… but they’re a discount airline so I guess it’s to be expected
Spirit airlines was extremely uncomfortable. The seats were hard.. the constant up selling (from lack of food or even water to $15 for wi fi ) was annoying. Not a recommended airlines
Our experience was not a good one. Our flight got cancelled and was not given any accommodations due to the inconvenience. We lost time on our vacation due to this inconvenience
The senior flight attendant was engaging, funny and made everyone feel at ease. She is an asset to your team.
They changed our departure time 6 times before I even reached the airport. Delayed, Ontime, Delayed Back on time, Then Delayed. We finally boarded the plane and then we had to sit on the runway for over an hour only to be told they were taking us back to the gate for an additional 2 hour delay. Lack of communication and a complete waste of time! Never again!
More groups for smother boarding, I didnt have any food. and there was no entertainment
Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.
I chose the seats when booked the flight and paid for them. However after checking in I found we were assigned different seats!
It was a no frills flight. Would have liked to be able to charge my device
Seats were extremely uncomfortable and it was very hot on the plane.
Since they are a budget airline, I wasn’t expecting too much but they did some things well. They were on time, the plane was clean, boarding was fairly straightforward and the staff was cheerful and friendly. The only downside was comfort. The seats were fairly hard and after a 2 hour flight your rear end is not feeling so great. Maybe a little more cushion in the seats, Frontier!
Check in at Philadelphia international was absolutely terrible! I fly 2 to 3 times a month and avoid frontier at all cost and will never fly Frontier again! The night before travel, I tried checking in however, the app was giving me an error, so I went to the desktop, which instructed you that you need to use the app. The next day I presented at the check-in gate after trying at least a half dozen times prior to getting into the airport and continuing to getting the error in the app. I actually had rebooted my phone numerous times and reinstall the app just in case. My phone is only one generation older than the current model. It has no problems completing a frontier flight purchase or any other app issues. There was only three frontier employees working at check-in and a huge line while I was in line I continued to try and check in via the app. As I approach the desk, I was dreading dealing with the agent. He was extremely unprofessional, anti-semantic & very ignorant, and mean to the people in front of me, as well as the people who ended up being behind me. He literally told people “Man I don’t care bout y’all” in his native dialect! Maintaining my composure I approached and explained the situation. To which he replied, you’re gonna have to pay then! I don’t understand. It’s an issue with their app not allowing me to check in! Not my issue! He told me if I pay cash it would be $15, $25 if I pay credit card. I don’t understand a $10 difference for paying with a credit card? I am completely cashless so I continued to try using the app to avoid the $25 fee, Which I still don’t believe that I should be responsible for since it was Frontier’s technical issue!!! I continued to check in via the app a couple more times after he verified I was doing everything right he proceeded to continue to belittle the people behind me. Yelling at them saying I don’t care about you people! I cannot believe that this is the way that businesses would treat its customers! Unfortunately, the black mail with dreadlocks did not have a name tag all he had was a frontier sweater on! For the $25 fee that I ended up getting charged on my credit card. I should’ve just booked originally with Spirit or any other carrier! I have no problem paying fees that I should be responsible for, but when it’s due to a technical failure of a company, the customer should not be responsible for it! I cannot believe that it’s not frontier going out of business!
they delayed my flight which ended up, causing my layover flight to leave without me, resulting in me missing a flight and having to stay overnight in Houston international. I got no compensation other than a flight to my original location only a day later. i’ve never experienced such a unprofessional situation
Our flight was suppose to leave at 9pm and we didn’t board until after 3am. We lost a whole day at our hotel and half a day at a park we paid a lot of money for.
Boarding was organized and flight was on time. Overall very satisfied with my flight.
The boarding gate was in Terminal D, but the Frontier counter was in Terminal E. So I had to move back and forth between terminals to check in my luggage. This was the worst experience that I had in terms of flights.
Average price | Average duration | |
---|---|---|
Flights | $291 | 2h 30m |
Trains | $254 | 38h 27m |
Buses | $778 | 52h 15m |
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