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 $171 on the route between Chicago Midway Airport (MDW) and Miami (MIA). Over the past month, this route was, on average, 19% 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 Sundays 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 November, where the average cost of round-trip tickets is $376 and $357 respectively.
No, with an average price for the route of $358, 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 United Airlines ($230) and Southwest ($231).
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 19% of cases, with the average delay over the past year being 145 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, Southwest 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 – 64% 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, St. Louis (STL) often has the shortest layovers from Chicago to Miami, with an average of 1h 00m.
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 14m. 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).
Direct flights cover the 1,186 miles separating Chicago to Miami in about 2h 55m.
Early birds can take the earliest flight from Chicago at 5:00 am and will be landing in Miami at 9:07 am.
If you prefer to fly at night, the latest flight from Chicago to Miami jets off at 6:59 pm and lands at 11:11 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.
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.
The staff was very friendly, professional, and courteous. The overall flight was a great experience.
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.
All was good. I just had a hard time getting connected to the WiFi/internet during the flight
after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though
I'm not a fan of Southwest's model. I don't like the herding style of boarding.
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 experience. WiFi worked on this leg of My trip
Left an hour and a half after the listed time. Up side was it had TV screens on the seat.
I couldn’t make my first flight due to weather delays trapping us in the town we were in. Then I had to buy a new ticket
In overall it was a good experience, the only down point was that the entertainment screen was working properly.
After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.
Always wish for more healthy, gluten free options. We have to bring our own.
Maybe add a seat trade app for flyers that didn’t get seats together
No water on the toilets, dirty sits. 4 hours delayed departure.
I liked everything about the flight. The service was excellent!
Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.
On long flights with semi-comfortable seats the airline needs to accommodate for the need to stand up. Otherwise a fight becomes pure torture. Not even business class provides for that.
The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.
My experience with American Airlines was great. Unfortunately my stroller was not located and has not been given to me and or reached out in return for in regard to information.
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.
We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.
When I agreed to give up my two seats because of overbooking by the airline, I should have been offered some sort of reward or credit towards a future flight. I was not. It was not until the next day when I mentioned it to a Jet Blue employee that I was advised to call 1-800-JetBlue. So here I am, having done Jet Blue a favor and I had to do the work to find out if I was going to get a credit. Such service
It's not JetBlues fault but there was a smell on the plane (possibly other travelers) and 3 children behind me that never quit whining. Soccor fans that were very loud. Pilot brought the plane down from high altitude quickly, dropping us hu dress of feet at a time. I've never felt that intense of dropping on other airlines (usually fly Southwest Airlines). But I arrived safely and I'm thankful for that.
Seats were great, the staff was great, and the food was about the best I've had on a plane, and is especially the best of any US-based carrier I've flown. Free Wi-Fi was also great.
The aircraft was fine, it’s was just the service. The flight got canceled several times and that was very inconvenient for my 69 years old mom.
It was inexplicably canceled and we are stuck in LA, haven't gotten home and it has been an inconvenience having lost work (on unpaid leave for my husband).
The flight was delayed after already taxiing from the gate due to a malfunction. After 3 hours we were told the flight was canceled. The next flight available was Sunday. My daughter and I stayed overnight in the airport due to this issue. I was given a $12 meal voucher. Unacceptable
Nice plane, clean, wifi available and movies. All the flight attendants were courteous.
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!
I hate their constant delays! It’s as if I cannot confidently make plans for timing when I'm traveling with them. I slept through it, so all I can say is it was good.
The flight itself was fine.. the customer service was amonst the worst I’ve seen. When booking my flight, I selected my window seat as I always do because when I’m flying alone so I can rest against it without worrying about falling asleep on anyone.. Then when it came time to check in, there was no record of my seat selection and the only window that was left cost me an extra $74. I called and they said there was a glitch when I booked the first time and there was nothing they could do about it.. Meanwhile the only reason I was flying JetBlue was because I had a $50 credit from the last awful flight we had that was delayed for four hours… So it actually cost me more to use that credit. Never flying with them again.
2 hour delay due to late plane, wrong size plane causing overbooking, and people getting off and on the plane after boarding was completed.
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!
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!
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 personal at boarding are rude and try to steel people with their rule of personal item , really bad experience for us
Connecting from an international flight in Miami was horrible. We had to take check luggage on the way out go to the frontier counter and there was no one there to receive it for our domestic connecting flight we almost missed the flight because they had no Personnel on site
Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.
Flying frontier reminded me of flying with my family in the 80’s in all of the worst ways possible. From poor customer service to little to no technology. The plane was dirty old and also stuck in the 80’s. From their seatbelts to not having anywhere to charge our phones the seats and the equipment I wasn’t sure if I was being punked or thrown back in time. Needless to say I don’t see myself flying frontier ever again.
Great option to American Airlines. Affordable prices when compared to AA. Prices in AA to and from Puerto Rico are like Fly Emirates to Kwait.
| Transportation mode | Average price | Average duration |
|---|---|---|
| Flights | $904 | 3h 00m |
| Trains | $535 | 46h 29m |