Get data-powered insights and trends into flights from Chicago to Miami to help you find the cheapest flights, the best time to fly and much more.
The cheapest return flight from Chicago to Miami costs $199 on the route between Chicago Midway Airport (MDW) and Miami (MIA). Over the past month, this route was, on average, 12% cheaper than other Chicago-Miami routes. The most popular route is between Chicago O'Hare Intl Airport (ORD) and Miami (MIA).
If your flying dates are flexible, you should consider flying to Miami on a Monday, as we generally find the cheapest rates on that day for this route. On the other hand, Tuesday is the most expensive day to fly from Chicago to Miami. For your return ticket, we recommend flying on a Friday and avoiding Mondays for the best deals.
The cheapest month for flights from Chicago to Miami is January, where tickets cost $193 (return) on average. On the other hand, the most expensive months are May and March, where the average cost of round-trip tickets is $376 and $356 respectively.
No, with an average price for the route of $372, prices are generally cheapest when you fly direct.
In the past 5 days, the cheapest round-trip tickets from Chicago to Miami were found on American Airlines ($207) and Southwest ($207).
Chicago and Miami are connected by different airlines. The airlines that fly that route the most regularly are American Airlines (56 flights per week), United Airlines (21 flights per week), and Southwest (7 flights per week).
Weekly flights between Chicago and Miami historically see delays in approximately 18% of cases, with the average delay over the past year being 146 minutes.
Typically, flights leaving at night tend to face fewer delays, whereas flights in the evening have historically encountered delays more often.
Statistically, Wednesday is the day of the week with the fewest delays on this flight route, while Sunday has typically experienced more delays than other days.
Based on our data, American Airlines have experienced the fewest delays on this route in the past 12 months, with only about 17% of their flights encountering any delays.
Atlanta (ATL) is the top choice – 62% of KAYAK users who clicked on 1-stop flights from Chicago to Miami picked an itinerary connecting there.
Flights via Denver (DEN) offer the most affordable fares, with an average round-trip price of $210.
Consider flying via St. Louis (STL) for the shortest journey. The average one-way travel time for flights connecting there is 4h 25m.
If you prefer a quick connection, Raleigh (RDU) often has the shortest layovers from Chicago to Miami, with an average of 0h 48m.
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.
Each day, there are 12 nonstop flights that take off from Chicago and land in Miami, with an average flight time of 3h 13m. The most common departure time is 6:00 am and most flights take off in the morning. Each week, there are 84 flights and there are the same amount of flights each day (12).
Nonstop flights from Chicago generally make it to Miami in 3h 00m. The flying distance between the two cities is 1,186 miles.
Early birds can take the earliest flight from Chicago at 5:00 am and will be landing in Miami at 9:13 am.
If you prefer to fly at night, the latest flight from Chicago to Miami jets off at 6:05 pm and lands at 10:27 pm.
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.
AI-powered; AI can make mistakes.
| Low season | September |
|---|---|
| High season | March |
| Cheapest flight | $105 |
Direct departures
Chicago to Miami
Monday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Tuesday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Wednesday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Thursday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Friday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Saturday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Sunday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Direct returns
Miami to Chicago
Monday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Tuesday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Wednesday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Thursday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Friday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Saturday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Sunday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.
OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.
The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.
The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.
Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.
I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.
It was canceled. Supposedly weather. But there was no snow in Baltimore. At least we found out before driving to airport
The staff was very friendly, professional, and courteous. The overall flight was a great experience.
Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.
They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.
Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.
Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own
Left an hour and a half after the listed time. Up side was it had TV screens on the seat.
A long delay. Don't travel late in the day.
Super friendly with lots of drink options an entertainment. Friendly crew.
The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.
Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.
Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.
Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.
The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.
Poor communication, flight was delayed for preventable reasons. I missed my connection.
The plane was large, not full, but one with 3 seats near each window and 4 in a row in the middle of the plane. There were screens on the backs of the seats for entertainment and information. To use the entertainment one needs ear plugs that physically plug into the screen. My husband had some he let me use as I only had blue tooth type. The stewards gave out some headphones to some, but when my neighbor asked for some, the steward said no. So maybe they ran out? Idk. Bring the old kind of headphones or earbuds if you want entertainment in case this is the type of entertainment offered. We had a very tight connection in Miami. 43 minutes. The other economy passengers allowed us to get ahead of them because I asked if we could since we were near boarding time for our next flight and 35 gates away. They were extremely kind. First class wasn’t going to allow us to pass through. We did make the next flight. Our baggage didn’t, but they were delivered to us the next day and we were prepared with essentials in our carry on packs.
So overall the flight was just average and nothing special. They overbooked some of the flights and they ended up running out of overhead storage space so we had to check our carry-ons which wasn't terrible but we were inconvenienced because of the second connecting flight with a long layover we couldn't get our bags until the final destination. Most of the flight attendants were pretty good and overall the meals were not that great because the chicken was dry and overcooked. They also didn't provide butter or any kind of spread with the bread which is cheap and concerning. The American airlines staff at the check-in counter was kind of unprofessional because this lady just started singing in the middle of checking us in and that's weird. The worst part of the flights was the terrible conditions of the bathrooms which were unclean and did not have toilet paper or toilet tissue available which is kind of insane for a 14-hour and 8 and 1/2 hour flight.
Incredibly delayed. First delay was due to plane coming in being late. Resulted in 30 minute delay. Boarded and then had multiple mechanical issues. Was on plane for an hour until they told people they could get off if they wanted but couldn't come back. Then gate agent rushed in and said they had lost control of who went off and we would all have to deplane and then get back on. They said flight had not been cancelled. Then while sitting waiting to board again they announced it would take two hours to get new plane and to wait at new gate. New plane arrived, reboarded only to find out that pilots had timed out. Waited for new pilots. In that time one of the flight attendants timed out. Never received food or water while waiting. Was confusing mess as to what was happening. Even flight attendants and gate agents were getting frustrated. Almost 6 hours delayed. Called American to received flight credit but can't get anywhere as Kayak reservation and don't have a ticket number. Reached out to Kayak but never heard back.
Very disappointing. Flight was delayed by 1.5 hours and food options are very underwhelming even for first class seats (same food given to economy seats)
Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.
I would have liked vegetarian and gluten free options for evening dinner time flight. I would have like a pillow on the international overnight flight . The veg wrap and oaten desert on the international flight was good
We hoarded. Then we deplaned. Then we waited for 10 hours in the MSP airport due to a wheel misfunction. We understand safety but communication between crew and airport staff was horrible. When we did finally board, we were rushed on and because we were waiting for a “fresh” pilot and crew, we sat in a roasting plane with no A/C for an hour. My question is why was this flight not cancelled right away when they knew this would be a huge issue OR, why did AA not get a substitute plane, considering this was already a full flight? To me, this appears to be a complete breakdown in leadership and utter systems failure. The compensation for completely disrupting travel plans for hundreds, which we paid dearly for, was measly. While we appreciated the lodging for the night, $12 in meal vouchers isn’t going to sustain anyone for over 12 hours. “We apologize; our hands are tied” is no longer an acceptable explanation. We are so completely turned off by this experience and will definitely seek alternative avenues when we need to fly.
Check in was rough because the check in crew did not know how to manage my international visa documents. Required a long process and 4 people to finally be able to proceed to security. They told us incorrect information several times before acknowledging we did indeed have everything we needed from the start.
We missed our flight and got stranded in Miami where we had to rent a hotel we could not afford. they would not work with us because they said it was weather related even though the gate attendant said it was not. I could go on but trying to get satisfaction has wore me down, which I believe is the intent. My only solution is to never fly AA again.
The flight was really crowded. Flight attendants were just ok.
The gate attendant in Boston had a high raspy voice and spoke much too fast to be understood. Not pleasant.
The flight was delayed for more than 3 hours the flight attendant was so angry, it was my first flight with JetBlue but i don’t think I flight with them again.
On time, friendly attendants, quick wheelchair assistance and help checking in bags. Also appreciated change in seats, more forward to make it easier for my 97 year old mother to board and exit the plane. Thank you, JetBlue!
Flight did not have onboard charging and TV screen flickering.
JetBlue was good. Kayak offered us a deal if we bundled the rental car. This was a complete scam. Kayak said the total was $222... but when we went to pick up the car the agent at Rent a wreck said that we had to pay "fees and taxes" for a grand total of $750. I would recommend not using kayak or rent a wreck. They are both complicit in this scam. JetBlue worked out well.
What a great flight. Seats were more comfortable than other airlines. Flight was full but very easy to navigate. No stress no drama
TV was broken and could not shut it off. The flicking was bother me and gave me a headache. The WiFi wouldn’t work correctly, I was able to text but not search the web or surf social media. The plane itself had a lot of wear and tear it is due for an update.
Flight was on time and smooth. Customer service was decent
Excellent price. Everything on time. two bad parts. Kayak said I couldn't sign in for the flight online, but I got an email at the same time from Jet Blue and they let me sign in online. Second bad part was that, although I had provided my known traveler number, neither of my boarding passes, for this flight and the previous one, had TSA pre-check showing.
Boarding was done extremely poorly, with huge crowds gate loiterers blocking people from boarding, multiple lines of people trying to merge into one line. One of the male flight attendants who was doing drink service was not happy about having to let a passenger back to their seat and was unnecessarily sassy about it. I thought he was pretty entitled and not a great ambassador for JetBlue
There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.
The staff at the check in counter was so rude. Made you feel Incompetent
Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.
Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy
The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve
Plane was hot and miserable and the crew was rude!
12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink
My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience
Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!
I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.
| Transportation mode | Average price | Average duration |
|---|---|---|
| Flights | $842 | 3h 00m |
| Trains | $433 | 46h 29m |