Can I fly direct from Chicago to Miami?

Yes, direct flights from Chicago to Miami are available. Historically, approximately 8.1% of all flights on this route have been direct. For journeys involving connections, the median number of stopovers observed was 2. Travelers prioritizing convenience may prefer to seek out these direct options, though they represent a smaller portion of the available flights.

What's the flight time from Chicago to Miami?

The median flight time for a direct flight from Chicago to Miami is typically 3 hours and 11 minutes, covering a distance of 1930 kilometers. For flights with one stop, the median duration historically extends to 9 hours and 31 minutes. Travelers should account for these differences when planning their journey, as connecting flights can significantly increase travel time.

Are there frequently good prices on flights from Chicago to Miami?

Historically, good prices on flights from Chicago to Miami are frequent. This route is consistently observed to offer favorable deals. Travelers can often find competitive pricing for this destination across the trailing 30 days. The availability of good prices makes this a popular route for budget-conscious travelers.

Flights From Chicago

To Miami

Cheap Flights from Chicago to Miami

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Deals from

Chicago

RatePunk searches hundreds of travel sites at once for deals on flights to Miami

Prices updated 7 days ago

483 airlines compared

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Fares are subject to change and may not be available for all dates. (Data last updated Oct 26, 2026.)

Today’s best flight deals from Chicago to Miami

Explore current cheapest deals departing from Chicago to Miami

2026-11-09 – 2026-11-12
CHI - Miami
78% AI deal score
$274
$131
Round trip
2026-11-09 – 2026-11-13
CHI - Miami
78% AI deal score
$274
$131
Round trip
2026-12-01 – 2026-12-05
CHI - Miami
81% AI deal score
$369
$133
Round trip
2026-11-10 – 2026-11-14
CHI - Miami
83% AI deal score
$270
$137
Round trip
2026-11-10 – 2026-11-17
CHI - Miami
81% AI deal score
$244
$137
Round trip
2026-11-09 – 2026-11-17
CHI - Miami
81% AI deal score
$237
$138
Round trip
2026-11-09 – 2026-11-14
CHI - Miami
81% AI deal score
$259
$142
Round trip
2026-12-01 – 2026-12-12
CHI - Miami
83% AI deal score
$314
$142
Round trip
2027-01-08 – 2027-01-13
CHI - Miami
74% AI deal score
$192
$142
Round trip
2026-12-06 – 2026-12-10
CHI - Miami
80% AI deal score
$368
$143
Round trip

Chicago to Miami: Overview

Insights for flights from Chicago to Miami

A typical journey from Chicago to Miami takes about 3h 11m, including connections. Given that most itineraries connect at least once, this median duration reflects the overall travel time you can expect. For connecting flights specifically, the median journey time extends to 26h 9m, indicating that while direct flights are possible, connecting routes can significantly prolong travel.

For travelers seeking cheap flights from Chicago to Miami, fares typically range from $456–$998, with a median of $694. Right now, current fares are above the typical level for this route. Only 1% of recent fares were classified as a good price, suggesting that finding exceptionally low prices can be challenging. New deals appear almost daily, so setting up a price alert could be beneficial for tracking fare changes.

When is the cheapest time to fly from Chicago to Miami? The data shows that January is typically the most affordable month, with a median fare of $171. April also offers lower prices, with a median of $347. Following these, October presents another opportunity for more budget-friendly travel, with a median fare of $579.

Most itineraries for flights from Chicago to Miami connect at least once, with only 8.1% of recent fares being non-stop. For those itineraries that include connections, the typical number of stopovers is 2. This means that while direct flights from Chicago to Miami are available, you are more likely to encounter routes with multiple stops, which can impact your overall travel time.

The distance between Chicago and Miami is approximately 1930 km. This classifies the route as a medium-haul journey. Such a distance typically involves several hours of flight time, and as observed, often includes connecting itineraries rather than direct routes.

How much is a round trip from Chicago to Miami

Regular price: $250 - $757

Prices for flights from Chicago to Miami are currently below the regular range.

The regular price range for flights from Chicago to Miami is typically between $250 and $757. The current lowest deal is $135 with Frontier Airlines for travel from Dec 1-Dec 5.

now $135

Low $250

High $757

The cheapest time to fly from Chicago to Miami

Flights from Chicago to Miami are cheapest in January, with a median price of $171. The most expensive month to fly is June, with a median price of $1081. Generally, prices are lower from January to November.

January

Cheapest

Flights from $171

June

Most Expensive

Flights from $1,081

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Chicago to Miami

United Airlines

Last-minute flights going from Chicago to Miami

Tue, Oct 27

⌛ Last-Minute

MDW - Miami

Chicago (MDW) - Miami (MIA)

Frontier Airlines

$464

$322

One-way

Thu, Oct 29

⌛ Last-Minute

ORD - Miami

Chicago (ORD) - Miami (MIA)

Frontier Airlines

$483

$327

One-way

Sun, Nov 1

⌛ Last-Minute

RFD - Miami

Chicago (RFD) - Miami (MIA)

Allegiant Air

$371

$296

One-way

Thu, Nov 5

⌛ Last-Minute

RFD - Miami

Chicago (RFD) - Miami (MIA)

Allegiant Air

$331

$258

One-way

Mon, Nov 9

⌛ Last-Minute

MDW - Miami

Chicago (MDW) - Miami (MIA)

Frontier Airlines

$286

$193

One-way

Tue, Nov 10

⌛ Last-Minute

MDW - Miami

Chicago (MDW) - Miami (MIA)

Frontier Airlines

$273

$140

One-way

Biggest price drops on these dates for flights from Chicago to Miami

4 nights

Dec 1 - Dec 5

$369 → $135

63%

5 nights

Dec 3 - Dec 8

$360 → $167

54%

6 nights

Dec 3 - Dec 9

$348 → $167

52%

1 night

Dec 1 - Dec 2

$369 → $188

49%

Popular Airports to fly from Chicago to Miami

Chicago - Miami route insights

💸 Price insights

Recent fares are above the typical level

Recent fares for Chicago to Miami are above the typical level, with a median price of $694.

📅 Best time to fly

January, April, and October are cheapest

Historically, January ($171), April ($347), and October ($579) are the cheapest months to fly.

⏱️ Flight duration

Direct flights take 3h 11m

Direct flights from Chicago to Miami typically take 3h 11m. Connecting flights average 26h 9m.

✈️ Airlines & availability

Connecting flights are dominant

Connecting flights are dominant on this route, making up 91.9% of recent itineraries.

🏆 Airline highlight

United Airlines offers direct flights

United Airlines has offered direct flights from Chicago to Miami in recent months.

🎯 Booking tip

Deals are frequent on this route

Deals for flights from Chicago to Miami are frequent, appearing often in the last 30 days.

Chicago main airports to depart from

Chicago Midway International (MDW)

Cheapest

Fly from Chicago Midway International for a potentially cheaper option to Miami.

📍 ~14 km from Chicago city center (reachable by car or train)

💸 Flights from ~$170

Miami main airports to arrive at

Miami International (MIA)

Cheapest

Miami International Airport is a primary gateway to Miami, offering convenient access for your trip from Chicago.

📍 ~10 km from Miami (reachable by car)

💸 Flights from ~$145

Airports nearby Miami used as alternative

Fort Lauderdale–Hollywood International (FLL)

Cheapest

Fort Lauderdale–Hollywood International is a major international hub with extensive flight options near Miami.

📍 ~35 km from Miami (reachable by Brightline and Tri-Rail, but I-95 traffic can impact travel time).

💸 Flights from ~$64

Business & First Class Flight Deals to Miami

Discover luxury on the budget with premium cabin class on flights from Chicago to Miami.

Elite

Best Elite deals to Miami

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From ORD

Elite

Dec 11

Miami, United States

78% AI deal score

$2,019

$1,533

Save $486

Air Transat, +1

Business Class

From ORD

Elite

Dec 11

Miami, United States

73% AI deal score

$1,940

$1,526

Save $414

Air Transat, +1

Business Class

From ORD

Elite

Dec 13

Miami, United States

73% AI deal score

$2,016

$1,557

Save $459

Air Transat, +1

Business Class

From ORD

Elite

Dec 16

Miami, United States

73% AI deal score

$2,015

$1,589

Save $426

Air Transat, +1

Business Class

From ORD

Elite

Nov 22

Miami, United States

72% AI deal score

$1,812

$1,520

Save $292

Air Transat, +1

Business Class

From ORD

Elite

Nov 22

Miami, United States

72% AI deal score

$1,834

$1,560

Save $274

Air Transat, +1

Business Class

From ORD

Elite

Dec 20

Miami, United States

72% AI deal score

$2,004

$1,638

Save $366

Air Transat, +1

Business Class

From ORD

Elite

Dec 13

Miami, United States

72% AI deal score

$2,016

$1,652

Save $364

Air Transat, +1

Business Class

From ORD

Elite

Dec 11

Miami, United States

71% AI deal score

$1,999

$1,681

Save $318

Air Transat, +1

Business Class

From ORD

Elite

Dec 16

Miami, United States

71% AI deal score

$2,015

$1,684

Save $331

Air Transat, +1

Business Class

From ORD

Elite

Dec 20

Miami, United States

71% AI deal score

$2,014

$1,733

Save $281

Air Transat, +1

Business Class

From ORD

Elite

Nov 29

Miami, United States

70% AI deal score

$1,734

$1,575

Save $159

Air Transat, +1

Business Class

Frequently Asked Questions About Flights to Miami

Historically, the optimal booking window for flights from Chicago to Miami is typically between 28 and 59 days prior to departure. During this period, the average price observed was $660. Booking within 0-6 days of departure historically saw average prices rise to $1023, while booking 7-13 days out showed an average of $833. Prices generally increase for very last-minute bookings, as well as for those made more than 60 days in advance, which averaged $862.

Based on historical data across the trailing quarter, a good price for a flight from Chicago to Miami is considered to be $456 or less. The median price for this route over the same period was $694. Prices can vary, with 75% of observed prices being $998 or less. Travelers aiming for a budget-friendly trip should target prices around or below the $456 threshold.

Historically, January is often the cheapest month to fly from Chicago to Miami, with a median price of $171. April also shows favorable pricing, with a median of $347. While October had a median price of $579, it was also observed as the most expensive month in the trailing 270 days, compared to the annual median of $694. Travelers looking for lower fares might consider planning their trips in these typically more affordable months.

Chicago to Miami: Overview

Insights for flights from Chicago to Miami

How much is a round trip from Chicago to Miami

Regular price: $250 - $757

Prices for flights from Chicago to Miami are currently below the regular range.

The regular price range for flights from Chicago to Miami is typically between $250 and $757. The current lowest deal is $135 with Frontier Airlines for travel from Dec 1-Dec 5.

now $135

Low $250

High $757

The cheapest time to fly from Chicago to Miami

January

Cheapest

Flights from $171

June

Most Expensive

Flights from $1,081

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Chicago to Miami

United Airlines

Last-minute flights going from Chicago to Miami

Tue, Oct 27

⌛ Last-Minute

MDW - Miami

Chicago (MDW) - Miami (MIA)

Frontier Airlines

$464

$322

One-way

Thu, Oct 29

⌛ Last-Minute

ORD - Miami

Chicago (ORD) - Miami (MIA)

Frontier Airlines

$483

$327

One-way

Sun, Nov 1

⌛ Last-Minute

RFD - Miami

Chicago (RFD) - Miami (MIA)

Allegiant Air

$371

$296

One-way

Thu, Nov 5

⌛ Last-Minute

RFD - Miami

Chicago (RFD) - Miami (MIA)

Allegiant Air

$331

$258

One-way

Mon, Nov 9

⌛ Last-Minute

MDW - Miami

Chicago (MDW) - Miami (MIA)

Frontier Airlines

$286

$193

One-way

Tue, Nov 10

⌛ Last-Minute

MDW - Miami

Chicago (MDW) - Miami (MIA)

Frontier Airlines

$273

$140

One-way

Biggest price drops on these dates for flights from Chicago to Miami

4 nights

Dec 1 - Dec 5

$369 → $135

63%

5 nights

Dec 3 - Dec 8

$360 → $167

54%

6 nights

Dec 3 - Dec 9

$348 → $167

52%

1 night

Dec 1 - Dec 2

$369 → $188

49%

Popular Airports to fly from Chicago to Miami

Chicago - Miami route insights

💸 Price insights

Recent fares are above the typical level

Recent fares for Chicago to Miami are above the typical level, with a median price of $694.

📅 Best time to fly

January, April, and October are cheapest

Historically, January ($171), April ($347), and October ($579) are the cheapest months to fly.

⏱️ Flight duration

Direct flights take 3h 11m

Direct flights from Chicago to Miami typically take 3h 11m. Connecting flights average 26h 9m.

✈️ Airlines & availability

Connecting flights are dominant

Connecting flights are dominant on this route, making up 91.9% of recent itineraries.

🏆 Airline highlight

United Airlines offers direct flights

United Airlines has offered direct flights from Chicago to Miami in recent months.

🎯 Booking tip

Deals are frequent on this route

Deals for flights from Chicago to Miami are frequent, appearing often in the last 30 days.

Chicago main airports to depart from

Chicago Midway International (MDW)

Cheapest

Fly from Chicago Midway International for a potentially cheaper option to Miami.

📍 ~14 km from Chicago city center (reachable by car or train)

💸 Flights from ~$170

Miami main airports to arrive at

Miami International (MIA)

Cheapest

Miami International Airport is a primary gateway to Miami, offering convenient access for your trip from Chicago.

📍 ~10 km from Miami (reachable by car)

💸 Flights from ~$145

Airports nearby Miami used as alternative

Fort Lauderdale–Hollywood International (FLL)

Cheapest

Fort Lauderdale–Hollywood International is a major international hub with extensive flight options near Miami.

Miami, United States

70% AI deal score

$1,734

$1,575

Save $159

Air Transat, +1

Business Class

Frequently Asked Questions About Flights to Miami

Cheap Flights from Chicago to Miami

Today’s best flight deals from Chicago to Miami

Chicago to Miami: Overview

Insights for flights from Chicago to Miami

How much is a round trip from Chicago to Miami

The cheapest time to fly from Chicago to Miami

Direct flights from Chicago to Miami

Last-minute flights going from Chicago to Miami

Biggest price drops on these dates for flights from Chicago to Miami

Popular Airports to fly from Chicago to Miami

Chicago - Miami route insights

Recent fares are above the typical level

January, April, and October are cheapest

Direct flights take 3h 11m

Connecting flights are dominant

United Airlines offers direct flights

Deals are frequent on this route

Chicago main airports to depart from

Miami main airports to arrive at

Airports nearby Miami used as alternative

Business & First Class Flight Deals to Miami

Best Elite deals to Miami

Dec 11

Dec 11

Dec 13

Dec 16

Nov 22

Nov 22

Dec 20

Dec 13

Dec 11

Dec 16

Dec 20

Nov 29

Frequently Asked Questions About Flights to Miami

When should I buy Chicago to Miami tickets?

How much should a flight from Chicago to Miami cost?

What's the best month to fly from Chicago to Miami?

Can I fly direct from Chicago to Miami?

What's the flight time from Chicago to Miami?

Are there frequently good prices on flights from Chicago to Miami?

Related routes

More routes from Chicago

Flights to Miami from other cities

Chicago to Miami: Overview

Insights for flights from Chicago to Miami

How much is a round trip from Chicago to Miami

The cheapest time to fly from Chicago to Miami

Direct flights from Chicago to Miami

Last-minute flights going from Chicago to Miami

Biggest price drops on these dates for flights from Chicago to Miami

Popular Airports to fly from Chicago to Miami

Chicago - Miami route insights

Recent fares are above the typical level

January, April, and October are cheapest

Direct flights take 3h 11m

Connecting flights are dominant

United Airlines offers direct flights

Deals are frequent on this route

Chicago main airports to depart from

Miami main airports to arrive at

Airports nearby Miami used as alternative

Business & First Class Flight Deals to Miami

Best Elite deals to Miami

Dec 11

Dec 11

Dec 13

Dec 16

Nov 22

Nov 22

Dec 20

Dec 13

Dec 11

Dec 16

Dec 20

Nov 29

Frequently Asked Questions About Flights to Miami

When should I buy Chicago to Miami tickets?

How much should a flight from Chicago to Miami cost?

What's the best month to fly from Chicago to Miami?