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$53 Find Cheap Flights from Chicago Midway Airport to Orlando

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Orlando departing on 12/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
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Search hundreds of travel sites at once for deals on flights to Orlando

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Orlando, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Orlando, as well as popular online travel agencies
In the last 7 days travelers have searched 45,017,868 times on KAYAK, and here is why:

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Cheap Flight Deals from Chicago Midway Airport to Orlando (MDW-ORL)

 
These are the cheapest deals for flights from Midway to Orlando currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Midway to Orlando

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Midway to Orlando.

Recent one-way flight deals from Midway to Orlando

Only flying one-way? Below are some of the best one-way flight deals from Midway to Orlando found on KAYAK recently.

Recent last minute flight deals from Midway to Orlando

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Midway to Orlando.

Recent direct flight deals from Midway to Orlando

The latest deals for direct flights from Midway to Orlando so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Midway to Orlando

Find recent round-trip train or bus tickets from Midway to Orlando.

All round-trip flight deals to Orlando

The cheapest plane tickets to Orlando found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
8:20 pm - 12:16 amMDW-MCO
2h 56mnonstop
1:58 pm - 10:52 pmMCO-MDW
9h 54m1 stop
$113Frontier
Find Deal
Mon, Nov 18 - Wed, Nov 20
8:20 pm - 12:16 amMDW-MCO
2h 56mnonstop
6:00 am - 7:55 amMCO-MDW
2h 55mnonstop
$114Frontier
Find Deal
Mon, Nov 18 - Thu, Nov 21
10:58 am - 2:45 pmMDW-MCO
2h 47mnonstop
12:38 pm - 2:42 pmMCO-MDW
3h 04mnonstop
$115Frontier
Find Deal
Sun, Jan 12 - Fri, Jan 17
6:48 pm - 1:43 amMDW-MCO
5h 55m1 stop
4:00 pm - 5:54 pmMCO-MDW
2h 54mnonstop
$116Frontier
Find Deal
Fri, Dec 13 - Tue, Dec 17
1:06 pm - 11:58 pmMDW-MCO
9h 52m1 stop
3:45 pm - 8:43 pmMCO-MDW
5h 58m1 stop
$118Frontier
Find Deal
Fri, Jan 10 - Mon, Jan 13
2:55 pm - 1:48 amMDW-MCO
9h 53m1 stop
11:56 am - 1:54 pmMCO-MDW
2h 58mnonstop
$119Frontier
Find Deal
Fri, Dec 6 - Fri, Dec 13
6:10 pm - 9:50 pmMDW-MCO
2h 40mnonstop
7:10 am - 9:05 amMCO-MDW
2h 55mnonstop
$195Southwest
Find Deal
Thu, Jan 9 - Tue, Jan 14
12:44 pm - 8:39 pmMDW-MCO
6h 55m1 stop
5:30 am - 9:23 amMCO-MDW
4h 53m1 stop
$196Delta
Find Deal
Tue, Feb 11 - Sat, Feb 15
2:05 pm - 8:45 pmMDW-MCO
5h 40m1 stop
7:10 am - 9:05 amMCO-MDW
2h 55mnonstop
$257Southwest
Find Deal
Sat, Jan 18 - Wed, Jan 22
3:14 pm - 10:46 pmMDW-SFB
6h 32m1 stop
10:08 pm - 11:46 amSFB-MDW
14h 38m1 stop
$515Allegiant Air
Find Deal
Fri, Nov 22 - Sat, Nov 30
6:49 pm - 10:43 pmMDW-MCO
2h 54mnonstop
$53Frontier
Find Deal
Tue, Dec 17
11:33 am - 3:25 pmMDW-MCO
2h 52mnonstop
$54Frontier
Find Deal
Mon, Dec 9
6:10 pm - 9:50 pmMDW-MCO
2h 40mnonstop
$79Southwest
Find Deal
Wed, Jan 8
6:00 am - 11:50 amMDW-MCO
4h 50m1 stop
$98Delta
Find Deal
Tue, Feb 11
5:00 pm - 8:35 pmMDW-MCO
2h 35mnonstop
$114Southwest
Find Deal
Sat, Jan 18
9:21 am - 5:30 pmMDW-MCO
7h 09m1 stop
Tue, Dec 31
3:14 pm - 10:46 pmMDW-SFB
6h 32m1 stop
$140Allegiant Air
Find Deal
Fri, Nov 22
3:14 pm - 10:46 pmMDW-SFB
6h 32m1 stop
$145Allegiant Air
Find Deal
Fri, Nov 22
9:09 pm - 12:12 amMDW-MCO
26h 03m2 stops
Fri, Nov 22
5:50 pm - 4:30 pmMDW-MCO
21h 40m2 stops
$213Delta
Find Deal
Mon, Dec 9
8:20 pm - 12:16 amMDW-MCO
2h 56mnonstop
5:28 pm - 7:24 pmMCO-MDW
2h 56mnonstop
$163Frontier
Find Deal
Mon, Nov 11 - Mon, Nov 18
8:20 pm - 12:16 amMDW-MCO
2h 56mnonstop
6:00 am - 7:55 amMCO-MDW
2h 55mnonstop
$176Frontier
Find Deal
Mon, Nov 11 - Thu, Nov 14
6:49 pm - 11:53 pmMDW-MCO
4h 04m1 stop
8:00 am - 11:58 amMCO-MDW
4h 58m1 stop
$272Delta
Find Deal
Tue, Nov 12 - Tue, Nov 19
4:02 pm - 12:57 amMDW-MCO
7h 55m1 stop
1:15 pm - 10:52 pmMCO-MDW
10h 37m1 stop
Mon, Nov 11 - Wed, Nov 13
1:30 pm - 5:05 pmMDW-MCO
2h 35mnonstop
7:55 am - 9:45 amMCO-MDW
2h 50mnonstop
$310Southwest
Find Deal
Tue, Nov 12 - Thu, Nov 14
11:32 am - 7:21 pmMDW-SFB
6h 49m1 stop
4:08 pm - 7:58 pmSFB-MDW
4h 50m1 stop
$331Allegiant Air
Find Deal
Mon, Nov 11 - Fri, Nov 15
7:15 pm - 10:55 pmMDW-MCO
2h 40mnonstop
10:05 pm - 11:50 pmMCO-MDW
2h 45mnonstop
$394Southwest
Find Deal
Tue, Nov 12 - Sun, Nov 17
11:32 am - 12:18 amMDW-MCO
11h 46m2 stops
8:38 am - 2:24 pmMCO-MDW
6h 46m1 stop
Mon, Nov 11 - Fri, Nov 15
11:15 am - 12:37 pmMDW-SFB
24h 22m2 stops
4:08 pm - 7:58 pmSFB-MDW
4h 50m1 stop
$514Allegiant Air
Find Deal
Sun, Nov 10 - Fri, Nov 15
5:45 pm - 11:31 pmMDW-MCO
4h 46m1 stop
5:30 am - 9:32 amMCO-MDW
5h 02m1 stop
$611Delta
Find Deal
Sat, Nov 9 - Sat, Nov 16
2:54 pm - 6:35 pmMDW-MCO
2h 41mnonstop
7:25 am - 9:13 amMCO-MDW
2h 48mnonstop
$106Frontier
Find Deal
Wed, Feb 19 - Sat, Mar 1
2:54 pm - 6:35 pmMDW-MCO
2h 41mnonstop
7:25 am - 9:13 amMCO-MDW
2h 48mnonstop
$108Frontier
Find Deal
Tue, Feb 18 - Sat, Feb 22
6:49 pm - 10:43 pmMDW-MCO
2h 54mnonstop
7:35 am - 9:31 amMCO-MDW
2h 56mnonstop
$111Frontier
Find Deal
Tue, Dec 17 - Fri, Dec 20
2:54 pm - 6:35 pmMDW-MCO
2h 41mnonstop
12:11 pm - 1:59 pmMCO-MDW
2h 48mnonstop
$113Frontier
Find Deal
Tue, Feb 18 - Thu, Feb 20
8:20 pm - 12:16 amMDW-MCO
2h 56mnonstop
6:00 am - 7:55 amMCO-MDW
2h 55mnonstop
$114Frontier
Find Deal
Mon, Nov 18 - Thu, Nov 21
10:58 am - 2:45 pmMDW-MCO
2h 47mnonstop
12:38 pm - 2:42 pmMCO-MDW
3h 04mnonstop
$115Frontier
Find Deal
Sun, Feb 2 - Fri, Feb 7
10:58 am - 2:45 pmMDW-MCO
2h 47mnonstop
12:38 pm - 2:42 pmMCO-MDW
3h 04mnonstop
$116Frontier
Find Deal
Sun, Feb 2 - Fri, Feb 7
10:58 am - 2:47 pmMDW-MCO
2h 49mnonstop
12:38 pm - 2:42 pmMCO-MDW
3h 04mnonstop
$118Frontier
Find Deal
Sun, Jan 12 - Fri, Jan 17
5:00 pm - 8:35 pmMDW-MCO
2h 35mnonstop
8:20 pm - 10:15 pmMCO-MDW
2h 55mnonstop
$193Southwest
Find Deal
Sat, Jan 18 - Sat, Jan 25
6:10 pm - 9:50 pmMDW-MCO
2h 40mnonstop
7:10 am - 9:05 amMCO-MDW
2h 55mnonstop
$195Southwest
Find Deal
Thu, Jan 9 - Tue, Jan 14

Flights from Midway to Orlando - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to Orlando to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago Midway Airport to Orlando flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Chicago Midway Airport to Orlando.
Our data shows that the cheapest route for a one-way flight from Chicago Midway Airport to Orlando cost $55 and was between Chicago Midway Airport and Orlando Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $120.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Orlando?

The average price of all flights from Chicago Midway Airport to Orlando clicked on KAYAK for each day over the last 12 months.
For Chicago Midway Airport to Orlando, Sunday is the cheapest day to fly on average and Wednesday is the most expensive. Flying from Orlando back to Chicago Midway Airport, the best deals are generally found on Friday, with Sunday being the most expensive.

What is the cheapest month to fly from Chicago Midway Airport to Orlando?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to Orlando, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to Orlando is May, where tickets cost $176 on average. On the other hand, the most expensive months are June and March, where the average cost of tickets is $343 and $319 respectively.

How far in advance should I book a flight from Chicago Midway Airport to Orlando?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago Midway Airport to Orlando, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago Midway Airport to Orlando, you should book around 1 day before departure. For the absolute cheapest price, our data suggests you should book 30 days before departure.

Good to know

Low season

September

High season

March

Cheapest flight

$53
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Chicago Midway Airport to Orlando Airport

When to book flights from Midway to Orlando

Are your dates flexible? Find out the best times to travel from Midway to Orlando based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Orlando flights

  • What is the cheapest flight from Chicago Midway Airport to Orlando?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Orlando was $53 for a one-way ticket and $113 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Orlando?

    A passport is required to fly from Chicago Midway Airport to Orlando.

  • Which airports will I be using when flying from Chicago Midway Airport to Orlando?

    Chicago Midway Airport is served by only 1 airport and there are 2 airports in Orlando. You will leave Chicago Midway Airport from Chicago Midway and you will be arriving in Orlando at one of these airports: Orlando or Orlando Sanford Intl.

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Orlando?

    American Airlines, Delta, and JetBlue offer inflight Wi-Fi service on the Chicago Midway Airport to Orlando flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Orlando?

    The Airbus A320neo is the aircraft model that flies most regularly on the Chicago Midway Airport to Orlando flight route.

  • On which days can I fly direct from Chicago Midway Airport to Orlando?

    There are nonstop flights from Chicago Midway Airport to Orlando on a daily basis.

  • Which is the best airline for flights from Chicago to Orlando, Southwest or Frontier?

    The two airlines most popular with KAYAK users for flights from Chicago to Orlando are Southwest and Frontier. With an average price for the route of $368 and an overall rating of 8.1, Southwest is the most popular choice. Frontier is also a great choice for the route, with an average price of $189 and an overall rating of 6.1.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Orlando?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Orlando.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Orlando?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Orlando from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Orlando?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Orlando with an airline and back to Chicago Midway Airport with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Orlando?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Orlando from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to Orlando

  • Looking for a cheap flight? 25% of our users found flights on this route for $79 or less one-way and $239 or less round-trip.

Prefer to fly non-stop from Chicago Midway Airport to Orlando?

Find which airlines fly direct from Chicago Midway Airport to Orlando, which days they fly and book direct flights.

Nonstop departures

Chicago Midway to Orlando

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Frontier, Southwest

Frontier, Southwest

Wednesday

Frontier, Southwest

Frontier, Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights

Nonstop returns

Orlando to Chicago Midway

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Frontier, Southwest

Frontier, Southwest

Wednesday

Frontier, Southwest

Frontier, Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights
See more direct flights

Top 5 airlines serving from Midway to Orlando

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Orlando. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Orlando? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.1
SouthwestOverall score based on 5083 reviews
8.1Comfort
7.7Entertainment
7.2Food
8.7Crew
8.3Boarding
Airline reviews

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.

10.0 ExcellentDouglas, Nov 2024PVD - MCO
Read more Southwest reviews

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.

wifi wasn't working correctly so couldn't watch live tv

Flight was delayed by 12 minutes. Boarding wasn’t fun. The crew was nice though.

The flight was promptly on schedule and Southwest delivered everything they promised. No excuses for any shortfalls just 100% ownership of their responsibilities and business. The boarding and seating policy is a complete shambles. What started out as a great idea when Southwest first hit the market has been turned into a disaster due to the lack of integrity in many of the people who fly Southwest and take advantage of Southwest generosity at the expense of their fellow passengers.

Flight was delayed more than 2 hour do the scheduling issues and then some confusing weight and balance matters, followed by a miscommunication with the tower on which runway was going to be used based on the airplane weight. All these things should have been figured out in advance. Instead of arriving at 12:30 a.m. we arrived at 2:30 a.m. very difficult to find a taxi or other transport at SFO. Luggage was delayed. An extension of an unpleasant flight day

It good. Just not that plane didn’t have power outlets to charge devices etc.

Although the flight was delayed, but the crew was amazing. They did the best they could to make the time enjoyable.

My experience with Southwest as a whole was good but coming out of Cancun to Chicago it was terrible. Not only was it a language barrier with customer service we stood there to ask questions and they act like they didn't even see you. So the first come approach is not all that great anymore.

Don't waste your money or points on first class. Delta first class is a joke. The seats were rickety, the food was awful, and nothing worked, wifi, my light, the power plug - and it was dirty - the fold out table was gross. For 2-3 hours, tough it out in Economy.

Loyal Delta traveler, but last nights flight was a train wreck. Seated in 1B after multiple delays. Then we couldn’t takeoff because of an issue with the passenger that was ‘not in compliance’ and had to deplane along with the threat if they did not deplane, all the passengers would be required to do so. Finally they were escorted off, but the experience threw off the crew. Disruptive for everyone. Service was a mess, televisions didn’t work, bathroom door kept swinging open during the entire flight whenever empty …

My flight was cancelled twice and the third time I tried to rebook it online I cancelled the flight because it looked like I would get a refund to my credit card. Instead I now have a credit. I was also on hold for three hours waiting for a representative and then disconnected. I will never fly delta again.

It was very cold because the air conditioner was on high power, and my son got sick.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

They did a fine job. Can't wait to use Delta in the future.

Seat back monitors and outlets were dead and not working.

They need to improve their boarding process. Group 1 and/or paying first class passengers shouldn't be in the middle of boarding process

late departure due to some unspecified issue with ventilating the cabin. They got it running but it was FREEZING for the whole flight. I asked for a blanket but they didn't provide one. They could not turn up the heat. it was quite miserable.

I still prefer Delta, but Delta doesn’t fly to State College PA.

Everything was fantastic. Modern plane. All the amenities! Although the paid snacks and meals are pure robbery. Like i understand airlines need to make money, but 11$ USD for an overnight oats with some nuts in it and barely any pieces of apple.... Highway robbery

The flight was bumpy. No Breakfast or coffee was served, not even a bottle of water. The food was okay but odd. Rice with peas instead of couscous with some unknown green thing. United Airlines did not tell me that there was VERY LIMITED HANDICAP SERVICE IN NAPLES. De-plane via 20 aluminum steps. Taken to Van. You must walk into the terminal, find luggage, and then walk out to the rental car pickup spot that is 1 block from the terminal.

Crew did their best but the plane configuration is too tight if you're bigger than an average sardine. Controls for the entertainment system didn't all work. The aircraft hadn't been cleaned in awhile.

Didn't make it dir to delays - no support from United staff

My flight was delayed for a whole day, so I lost a day of my vacation.

flight delayed, was put on another flight after standby queue, luggage was misplaced and arrived to me 3 days later

The baggage handlers broke the handle on my bag that they put under the plane that I checked on the jetway. They traded it out for a less quality bag in Tulsa. But, they said they would try to fix it. Bologna! There was no fixing that bag handle. Someone didn’t care how they treated the bag.

I liked the low price. I did not like the cramped passenger seats. As a below average size person I was cramped in the seat; I can only imagine how uncomfortable an average or large size person would be. I guess that is part of the deal with low cost airlines.

Everyone on the plane was wonderful. I can't say that the trip of flying was wonderful because I hadn't done that since I was 13 years old. Honestly I was terrified. What would make it better is if they didn't drive so fast but I know they have to. And if they could go up slowly and land slowly. But none of that they can control.

Cancelled after 3 hour delay with no aside from a rebooking three days later.

Would have been better if I would’ve made it on my flight but it was delayed twice and then canceled and now I’m stuck till Monday which was and extra 5 days I did not count on .

Delays and sending me to different terminal for departures. It looked very confusing and disorganized

Arrived to destination 2.5 days late due to cancellations and delays. I was rebooked over 24 hours after the original flight. This would have happened multiple times if I wouldn’t have bit the bullet and purchased another ticket through a different airline.

Three out of four legs of my trip were delayed. The last leg of my trip was delayed due to passengers and crew not being ready to take off. The boarding process started way late with no explanation as to why. The flight attendants did not have the passengers in check for takeoff - folks were walking around, trying to change seats, and causing a general disturbance preventing us from departing and the crew did nothing about it. All of this caused us to miss my connection home due to the first flight landing at the same time the second one was due to take off. The entire Spirit crew (except for one flight attendant) was unapologetic and unpleasant about this. No one apologized, no one showed any inkling of empathy whatsoever. The response was basically, "we booked you on the next available flight". That next flight was a full 24 hours later, we would have been stranded in the airport and no one even cared or acknowledged us as customers. I'm disappointed in the lack of compassion shown by Spirit agents and customer service reps as a whole. It felt like we were a burden due to airline scheduling issues. The one flight attendant (did not catch her name, but from (ORD to FLL) was wonderful and empathetic.

Crew was excellent. Flight was overbooked No seat assignment until the last moment.

Not enough help at airport during boarding process. Flight was delayed. Overall WORST flying experience I’ve ever had. Will NEVER FLT SPIRIT AGAIN

The non stop flight and able to go into Atlantic City airport. They could lower the prices. It starts out low but then if you want to bring luggage and pick your seat the price goes up quite a bit.

Booked direct in July '24. Turned into a 14 hr layover (both ways) in Denver. My 5 day vaca turned into a 1 day . Not good, BUT,... Thank you for the people @ Frontier who were professionally friendly & approachable.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

Airline changed the gate from Terminal A to Terminal D which is quite far and only sent a text message few minutes before boarding. Around 50 people missed their flight and as plane didn’t wait for them.

The personal at boarding are rude and try to steel people with their rule of personal item , really bad experience for us

I did not like that people are purposely split ip who book at the same time because we didn’t buy seats. No other airline does that.

I didn’t have enough time to catch my connecting flight and had to use a different Airline. I will be requesting a refund.

Horrible my trip was delayed 3 hours, we already have set in the plane and they delayed the flight.

Checking in was easy and simple, crew was nice and efficient, but I would improve seat assignment randomness to make it easier to sit together based on when you check in. Overall would fly with them again.

I brought a ticket and car rental through Travelocity. There was no where to add a KTN. So I thought i’d add it by looking up ticket on frontier website. I tried 3 times with the frontier chat bot to add my KTN it never updated my boarding pass. So then I tried showing up early to do it in person at the airport. The first employee update my ktn in the system and gave me a new boarding pass. I was sent back by tsa to join regular line. Then I was told to add my Ktn. It would cost me $25 extra. Given the length of the cue I did pay. Congratulations! BUT I will NEVER fly frontier again. Plus the plane was very old. It had actual ashtrays and old looking tray backs. Worst travel experience ever. Im warning my friends and family not to use frontier ever.

When we arrived we lasted 48 minutes to be able to get off the plane without air and the plane turned off more than half of the passengers because after they started to leave they realized that the bridge was defective

Book cheap flights from Chicago to Orlando

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Orlando found on KAYAK in the last 72 hours.
12/17Tue
nonstopFrontier
2h 54mMDW-MCO
$53
12/9Mon
nonstopFrontier
2h 52mMDW-MCO
$54
1/8Wed
nonstopSouthwest
2h 40mMDW-MCO
$79
2/11Tue
1 stopDelta
4h 50mMDW-MCO
$98
1/18Sat
nonstopSouthwest
2h 35mMDW-MCO
$114
12/31Tue
1 stop
7h 09mMDW-MCO
$115
11/22Fri
1 stopAllegiant Air
6h 32mMDW-SFB
$140
11/22Fri
1 stopAllegiant Air
6h 32mMDW-SFB
$145
11/22Fri
2 stops
26h 03mMDW-MCO
$158
12/9Mon
2 stopsDelta
21h 40mMDW-MCO
$213

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Last minute flights from Midway to Orlando

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Orlando that are departing in the next 10 days.
11/11Mon
nonstopFrontier
2h 56mMDW-MCO
11/18Mon
nonstopFrontier
2h 56mMCO-MDW
$163
11/11Mon
nonstopFrontier
2h 56mMDW-MCO
11/14Thu
nonstopFrontier
2h 55mMCO-MDW
$176
11/12Tue
multi-stopDelta
4h 04mMDW-MCO
11/19Tue
multi-stopDelta
4h 58mMCO-MDW
$272
11/11Mon
multi-stop
7h 55mMDW-MCO
11/13Wed
multi-stop
10h 37mMCO-MDW
$274
11/12Tue
nonstopSouthwest
2h 35mMDW-MCO
11/14Thu
nonstopSouthwest
2h 50mMCO-MDW
$310
11/11Mon
multi-stopAllegiant Air
6h 49mMDW-SFB
11/15Fri
multi-stopAllegiant Air
4h 50mSFB-MDW
$331
11/12Tue
nonstopSouthwest
2h 40mMDW-MCO
11/17Sun
nonstopSouthwest
2h 45mMCO-MDW
$394
11/11Mon
multi-stop
11h 46mMDW-MCO
11/15Fri
multi-stop
6h 46mMCO-MDW
$426
11/10Sun
multi-stopAllegiant Air
24h 22mMDW-SFB
11/15Fri
multi-stopAllegiant Air
4h 50mSFB-MDW
$514
11/9Sat
multi-stopDelta
4h 46mMDW-MCO
11/16Sat
multi-stopDelta
5h 02mMCO-MDW
$611

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Everything you need to know for your flight from Midway to Orlando

Information on your arrival and departure airports