American's Main Cabin Extra offers early boarding and complimentary alcoholic drinks.
American Airlines' Wi-Fi offers high-speed internet; T-Mobile customers may get complimentary access.
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Planning a trip from Chicago to Miami? 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.
When planning a flight from Chicago to Miami, it's important to note that Tuesdays and the month of September are generally the cheapest times to fly.
Cheapest Route: Opt for flights from Chicago Midway to Miami for the most affordable option.
Booking Time: To save money, book your flight at least 20 days in advance.
Budget Airline: Consider flying with Spirit Airlines, as they generally offer the cheapest fares.
Flight Type: Direct flights are significantly cheaper than those with one stop.
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 | $20 |
Find which airlines fly direct from Chicago to Miami Airport, which days they fly and book direct flights.
Direct departures
Chicago to Miami
Monday
ANA, Aer Lingus, Air Canada, +15 more
ANA, Aer Lingus, +16 more
14
15
Tuesday
Aer Lingus, Air Canada, Air New Zealand, +14 more
Aer Lingus, Air Canada, +15 more
13
14
Wednesday
ANA, Aer Lingus, Air Canada, +16 more
ANA, Aer Lingus, +17 more
15
16
Thursday
ANA, Aer Lingus, Air Canada, +14 more
ANA, Aer Lingus, +15 more
13
14
Friday
ANA, Aer Lingus, Air Canada, +16 more
ANA, Aer Lingus, +17 more
15
16
Saturday
ANA, Aer Lingus, Air Canada, +15 more
ANA, Aer Lingus, +16 more
14
15
Sunday
ANA, Aer Lingus, Air Canada, +16 more
ANA, Aer Lingus, +17 more
15
16
Direct returns
Miami to Chicago
Monday
ANA, Aer Lingus, Air Canada, +19 more
ANA, Aer Lingus, +20 more
18
19
Tuesday
ANA, Aer Lingus, Air Canada, +17 more
ANA, Aer Lingus, +18 more
16
17
Wednesday
ANA, Aer Lingus, Air Canada, +19 more
ANA, Aer Lingus, +20 more
18
19
Thursday
ANA, Aer Lingus, Air Canada, +18 more
ANA, Aer Lingus, +19 more
17
18
Friday
ANA, Aer Lingus, Air Canada, +18 more
ANA, Aer Lingus, +19 more
17
18
Saturday
ANA, Aer Lingus, Air Canada, +18 more
ANA, Aer Lingus, +19 more
17
18
Sunday
ANA, Aer Lingus, Air Canada, +19 more
ANA, Aer Lingus, +20 more
18
19
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
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.
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.
Maybe add a seat trade app for flyers that didn’t get seats together
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.
Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.
We arrived early and finally made it to our gate almost an hour after.
Was a pain having to leave the plane and reboard but glad the plane was fixed
Plane was was better than th YVR to ORD flight but was a fraction of the distance. Fly your better planes on longer distance flights.
Nothing wrong with the flight itself. But due to 2+ hrs waiting in immigration and the additional security checkup in O’hare, I nearly missed the flight.
They need to improve their boarding process. Group 1 and/or paying first class passengers shouldn't be in the middle of boarding process
Boarded over an hour late, no communication, the sign just changed, no attendant to answer questions - she disappeared forever (hiding). Small plane and couldn’t hear the overhead nor understand.
Two issues. The plane was old and dirty. The armrest looked like an old car that had the vinyl rubbed off. The Seats in these aircraft are about as hard and uncomfortable. I want to tour Italy for a month and I want to buy a one-way ticket to Thailand but I will not sit in the seats these planes have. It is seriously stupid how hard they are.
Check bag location is full of rude employees who are unwilling to assist with issues after talking to AA on the phone and relaying messages. The boarding was good. While on the flight it got really hot. Asked flight attendant if there’s a way to drop the temp and make it more comfortable as we are flying from DC to Miami so flying from cold to hot weather. No changes made. Stayed hot and uncomfortable on the plane. When asked again about the AC being down the flight attendant said no the WiFi was down but not the AC. I mentioned it was still hot. No changes.
There was a delay that affected all passengers with connecting flights.
I love to flight american however my carry on had to be sent with regular luggage and it was broken. Don't appreciate that. If when I buy a ticket says I can take a carry on and a hand item there should be space for mwsy stuff and not be basically forced to send the item even if it's at no charge. A.A. needs to work on that. Everything else excellent.
The flight was delayed which was disappointing. There was no pre takeoff refreshment in first, as we had to wait around an hour in our seats before take off that was disappointing too. The inflight entertainment/wifi did not work, and the crew were slow to offer drinks in flight
Pilots showed up late because they decided to stop and get something to eat instead of going straight to our gate, Forcing an 1 1/2 hour delay, and missed flight. Shame on the pilots.
There was a serious delay of almost 2 hrs to departure.. it would have been to be told what caused the delay. Apart from the delay, boarding and the flight itself went smoothly.
Flight departed on time and arrived a bit early. Can’t go wrong with that! And makes a travel experience go so well
The flight was quick which gave me more time to get to my other flight.
You get what you pay for with this airline. If you want comfort be ready to pay, the regular seats are like hard plastic bus seats and they don't recline, so again you get what you pay for, a cheap flight that is just alright. Which is what I wanted.
Boarding was smooth and on time. Flight itself was smooth (aside from some turbulence) and no glitches. On the downside, Spirit's no-frills service was as expected (no food or drink, cramped seating, extra cost for carry-ons, etc.), the announcements were nearly incomprehensible, and the constant niggling offers of upgrades and other services for sale (wifi, sandwiches, etc.) is annoying. Overall, a pleasant and uneventful experience - definitely worth the price.
Loved staff help @ kiosk, staff on airplane. Commitment to punctuality. I sat in a "blocked" row, where the middle seat had no passenger & loved it! I appreciate not having to pay for water, which I've experienced even on international flights. Only negative was how dirty the bathroom was for a 4.5 hrs flight. But I don't think flight attendants monitor this.
The ticket agent wouldn't check our bags, eventhough the flight was delayed and wouldn't board for another hour. The gate agents were only mildly better than the ticket agent. They also had a terrible attitude and work ethics.
we are al people and we go through stuff so my scale is only how i felt, I understand we are all humans, i would definitely ride with soirit again, people in orlando are very helpful which makes it all the better .
My flight was arbitrarily changed from 6:00 AM to 5:10 AM ... One less hour of sleep after Christmas Eve, NOT very thoughtful, Oh, and I could not get a refund!!! I paid extra for a front seat and WIFI, there's was NO WIFI (flight 993 Dec 25). Why do you call what you offer FOOD? Would you feed your kids this stuff when you are trapped inside a steel tube for Hours??? Will I get a refund?
Your employees need to learn how to talk to people as creations of Yah. We are not their children nor are we lower than them.
Try bad experience. The flight took off leaving behind everyone’s baggage and to top it off the captain nor the crew bothered letting anyone know about this and instead asked us that the baggage can be claimed from carousel 13 when the flight didn’t have even a single baggage. Furthermore they let everyone stand around the carousel for 1 hour to finally let people know that no baggage were loaded onto the flight.
Lost MacBook, had time to retrieve, but was told I had no time. Need Silver MacBook back
I did not fly Spirit. Connie fraudulently used my email to book her flight. I do not know Connie!
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.
It was horrible. My plane was delayed until the next day resulting in me losing a day of work. It’s absolutely unacceptable and I won’t be flying with you any more and I will strongly caution others to avoid your airline as well.
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.
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.
Average price | Average duration | |
---|---|---|
Flights | $354 | 3h 00m |
Trains | $254 | 46h 29m |
Buses | $652 | 52h 24m |
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