Explore flight options from Chicago to Miami with competitive pricing starting from $278.
Chicago
MDW
→
Miami
MIA
10/14/2025 – 10/21/2025
Cheap flight deals from Chicago to Miami
Average price start from:
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$91
Round-trip flights from Chicago to Miami starting at $91. Book now for the best deals!
One-way from:
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$48
One-way flights from Chicago to Miami starting at $48. Great for flexible travel!
Cheapest day:
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Wednesday
Wednesday is the cheapest day to fly from Chicago to Miami. Save more by booking on this day!
Cheapest In:
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$37
May 2025
May 2025 is the cheapest month to fly from Chicago to Miami with prices starting at $37.
Find flight deals from Chicago to Miami
Cheapest flights from Chicago to Miami
ONEWAY FLIGHTS
LAST MINUTE
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Explore the cheapest oneway flights from Chicago to Miami spotted daily.
MDW
Chicago
MDW - Chicago • 2025-10-14 • 09:00
Unknown
60 min
MIA
Unknown City
$48
Non-stop • 60 min
MDW
Chicago
MDW - Chicago • 2025-10-14 • 09:00
Unknown
60 min
TPA
Unknown City
$49
Non-stop • 60 min
MDW
Chicago
MDW - Chicago • 2025-10-14 • 09:00
Unknown
60 min
PNS
Unknown City
$55
Non-stop • 60 min
MDW
Chicago
MDW - Chicago • 2025-10-14 • 09:00
Unknown
60 min
PBI
Unknown City
$56
Non-stop • 60 min
MDW
Chicago
MDW - Chicago • 2025-10-14 • 09:00
Unknown
60 min
MCO
Unknown City
$59
Non-stop • 60 min
MDW
Chicago
MDW - Chicago • 2025-10-14 • 09:00
Unknown
60 min
RSW
Unknown City
$64
Non-stop • 60 min
MDW
Chicago
MDW - Chicago • 2025-10-14 • 09:00
Unknown
60 min
FLL
Unknown City
$66
Non-stop • 60 min
MDW
Chicago
MDW - Chicago • 2025-10-14 • 09:00
Unknown
60 min
FLL
Unknown City
$80
Non-stop • 60 min
MDW
Chicago
MDW - Chicago • 2025-10-14 • 09:00
Unknown
60 min
MIA
Unknown City
$90
Non-stop • 60 min
MDW
Chicago
MDW - Chicago • 2025-10-14 • 09:00
Unknown
60 min
FLL
Unknown City
$95
Non-stop • 60 min
MDW
Chicago
MDW - Chicago • 2025-10-14 • 09:00
Unknown
60 min
TPA
Unknown City
$95
Non-stop • 60 min
MDW
Chicago
MDW - Chicago • 2025-10-14 • 09:00
Unknown
60 min
PBI
Unknown City
$95
Non-stop • 60 min
Price Trends & Analysis
Weekly Price Trends
Save money by choosing Wednesday flights to Miami.
Monthly Price Trends
Best time to book flights from Chicago to Miami is during May.
Weather & Climate Information
Temperature
Miami experiences a tropical monsoon climate, with average temperatures ranging from the mid-60s°F (18°C) in winter to the high 80s°F (31°C) in summer. The best times for comfortable travel are during the dry season from December to April, when humidity is lower and temperatures are more moderate.
Rainfall
The best time to visit Miami is from December to April, when the weather is pleasantly warm and dry, ideal for outdoor activities. This period also features vibrant events like Art Basel in December and the Miami International Boat Show in February, making it perfect for both relaxation and cultural experiences.
Airlines at Miami
Traveling from Chicago to Miami has never been more convenient, thanks to several reputable airlines offering seamless connectivity between these vibrant cities. Airlines such as Frontier Airlines, Southwest Airlines, Delta Air Lines, Allegiant Air provide regular flights, ensuring travelers have flexible options to suit their schedules.
Typically, the flight duration is around 10-15 hours, depending on layovers and the chosen route. Most flights from Chicago to Miami include one stopover, often in major hubs, allowing for a comfortable transition. For those seeking to explore Miami, booking with these airlines ensures a smooth travel experience, complete with modern amenities and excellent service.
Places to Visit in Miami
Miami, a vibrant tapestry of cultures, pulses with energy from its sun-kissed beaches to its lively art scene. Visitors can explore the rich history of Little Havana, where the aroma of Cuban coffee fills the air, or marvel at the stunning Art Deco architecture lining Ocean Drive. Experience the thrill of world-class nightlife, indulge in exquisite culinary delights, and immerse yourself in the rhythmic beats of Latin music, all while basking in the warm, tropical sun that makes Miami a unique paradise waiting to be discovered.
About Miami
Discover the beauty of Miami when flying from Chicago. This captivating city combines rich heritage with contemporary charm, offering something special for every traveler. Plan your visit during off-peak periods for optimal savings and a more relaxed experience.
Airlines Flying from Chicago to Miami
Traveling from Chicago to Miami has never been more convenient, thanks to several reputable airlines offering seamless connectivity between these vibrant cities. Airlines such as Frontier Airlines, Southwest Airlines, Delta Air Lines, Allegiant Air provide regular flights, ensuring travelers have flexible options to suit their schedules.
Typically, the flight duration is around 10-15 hours, depending on layovers and the chosen route. Most flights from Chicago to Miami include one stopover, often in major hubs, allowing for a comfortable transition. For those seeking to explore Miami, booking with these airlines ensures a smooth travel experience, complete with modern amenities and excellent service.
Hotels in Miami
For your visit to Miami, choose hotels near MIA Airport for maximum convenience. Many accommodations offer complimentary airport shuttle services.
About Miami
Discover the beauty of Miami when flying from Chicago. This captivating city combines rich heritage with contemporary charm, offering something special for every traveler. Plan your visit during off-peak periods for optimal savings and a more relaxed experience.
Places to Visit in Miami
Miami, a vibrant tapestry of cultures, pulses with energy from its sun-kissed beaches to its lively art scene. Visitors can explore the rich history of Little Havana, where the aroma of Cuban coffee fills the air, or marvel at the stunning Art Deco architecture lining Ocean Drive. Experience the thrill of world-class nightlife, indulge in exquisite culinary delights, and immerse yourself in the rhythmic beats of Latin music, all while basking in the warm, tropical sun that makes Miami a unique paradise waiting to be discovered.
Hotels in Miami
For your visit to Miami, choose hotels near MIA Airport for maximum convenience. Many accommodations offer complimentary airport shuttle services.
Airlines Flying from Chicago to Miami
Traveling from Chicago to Miami has never been more convenient, thanks to several reputable airlines offering seamless connectivity between these vibrant cities. Airlines such as Frontier Airlines, Southwest Airlines, Delta Air Lines, Allegiant Air provide regular flights, ensuring travelers have flexible options to suit their schedules.
Typically, the flight duration is around 10-15 hours, depending on layovers and the chosen route. Most flights from Chicago to Miami include one stopover, often in major hubs, allowing for a comfortable transition. For those seeking to explore Miami, booking with these airlines ensures a smooth travel experience, complete with modern amenities and excellent service.
Frequently Asked Questions
What's the best deal for flights from Chicago to Miami?
The lowest fare available is $48. Maximize savings by booking during May and selecting Wednesday flights.
How many hours does it take to fly from Chicago to Miami?
Flight duration typically ranges around 10-15 hours, with most flights including one stopover for optimal route efficiency.
Which carriers fly between Chicago and Miami?
Major airlines serving this route include Frontier Airlines, Southwest Airlines, Delta Air Lines. Each offers different schedules and amenities to suit various travel preferences.
What's the ideal booking window for this route?
Book 2-3 months in advance for the best prices. Traveling during May can provide additional savings opportunities.
Are there convenient hotels near MIA Airport?
Yes, MIA Airport is surrounded by hotels offering shuttle services and modern amenities for travelers.
Why should I visit Miami?
Miami offers an incredible mix of cultural experiences and modern attractions. Plan your visit during pleasant weather months for the most enjoyable experience.
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