Cheap flights Miami — Chicago
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Find tickets to Chicago
The cheapest ticket
American Airlines
18:52 - 21:30
5 hr 38 min. on the way
28 Dec, 2026
Direct
Miami (MIA) — Chicago (ORD)
The cheapest ticket from Miami to Chicago, found by users in the last 48 hr. Flight ticket prices are dynamic and may vary.
Buy tickets from Miami to Chicago
Tripmydream will help you find and buy plane tickets from Miami to Chicago at the cheapest price. With our service you can easily compare offers from different airlines, find the most convenient and favourable flights, and find out from which online seller it will be cheapest to buy the chosen ticket.
For the september, our users found direct and connecting flights from popular airlines such as:
Frontier Airlines
from 265$
American Airlines
from 299$
United Airlines
from 306$
Delta
from 457$
Alaska Airlines
from 639$
Round-trip airline tickets: Miami - Chicago - Miami
$299 - is the minimum round-trip ticket price, from Miami to Chicago, found by our users recently.
$145 - lowest one-way ticket price.
You can find out exactly how much an air ticket for Miami - Chicago costs by looking at the ticket price for specific dates and then going to the online seller's website. Prices in our airfare comparison platform are updated with a slight delay and may change in the meantime.
What is the best day to fly out?
According to the search statistics on tripmydream, the most affordable day of departure to Chicago — Tuesday.
Flight information
Airlines
Popular airlines operating flights Miami - Chicago:
Direct flights
Direct flights from Miami to Chicago operated by airlines American Airlines (Monday), United Airlines (Monday)
United Airlines Mon
Tue
Wed
Thu
Fri
Sat
Sun
American Airlines Mon
Tue
Wed
Thu
Fri
Sat
Sun
Airline Alliances
Flights from Miami to Chicago are operated by airline alliances:
Change
Direct flights are the most convenient and fastest way to travel to anywhere. But if the cheapest ticket is important to you, we recommend you to look at flights from Miami to Chicago with connections: in most cases, indirect flights take longer, but you can save a lot of money.
With connections
from 265 $
Direct
from 299 $
Aircraft types
Popular aircraft types on flights Miami - Chicago:
Airbus A321
from 299 $
Information about Chicago
Gangsters, mafia clans, gangsters and, of course, Al Capone. This is what Chicago is associated with thanks to famous Hollywood movies. But we hasten to reassure you: all this is in the distant past. Today Chicago (or just Chi, as locals call it) is a city of stunning architecture, green parks, great beaches and all kinds of museums. But for those who come here for the gangster romance, there's plenty to see, too.
Chicago: prices, weather and transport
What else you should know before flying from Miami to Chicago
Weather in Chicago
FAQs about traveling to Chicago
Useful information, statistics and facts about the flight from Miami to Chicago
How much is the cheapest ticket from Miami to Chicago?
Cheapest flight ticket from Miami to Chicago, found by our users in the last 48 hours, costs 299 USD for a round trip.
When is the best time to purchase an airplane ticketMiami – Chicago?
The cheapest air tickets Miami - Chicago are to be bought days before departure.
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