Cheap flights from Miami to Chicago from $38
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Miami to Chicago departing on 10/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Southwest flights from Miami to Chicago Midway Airport
Our best Southwest deals on Miami to Chicago Midway Airport flight tickets
Frontier flights from Miami to Chicago Midway Airport
Our best Frontier deals on Miami to Chicago Midway Airport flight tickets
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How to get the cheapest flight ticket from Miami to Chicago Midway Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago Midway Airport?
The month of August is, on average, the cheapest month to fly to Chicago Midway Airport from Miami, with most prices found around $116. If you are unable to visit Chicago Midway Airport during the month of August, then departing from Miami during the month July is also very affordable. Most momondo users find prices during this month for around $131.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Friday is the cheapest day to fly to Chicago Midway Airport from Miami. The lowest ticket price found for a Friday departure recently was $166. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Miami because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $287.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Miami in the evening is the least expensive time of day to depart. momondo users have found prices as low as $134 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $199. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Miami to Chicago Midway flight route?
Fly from Miami to Chicago Midway for the best Miami - Chicago Midway flight prices
How far in advance should I book a flight to Chicago Midway Airport?
You are more likely to see cheaper flights to Chicago Midway Airport from Miami when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $204 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Miami for as low as $142 on momondo.
What cabin class options are available on Miami to Chicago Midway flights?
There are 1 cabin classes available to choose from on Miami to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Miami to Chicago Midway?
Frontier, Southwest, and Delta are the most popular carriers operating from Miami to Chicago Midway
What airlines fly to Chicago Midway Airport?
Southwest, Frontier and Delta are the top three most popular airlines that fly to Chicago Midway Airport from Miami according to our data. Southwest is the first choice among our users, with 52% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 4 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from Miami to Chicago Midway Airport on average per week?
5 flights are operational weekly from Miami to Chicago Midway Airport as of July 2025. The most popular departure day for this route is Mon, with 20% of flights per week taking off on this day.
When to book flights from Miami to Chicago Midway Airport
Cheap Miami to Chicago Midway Airport (MIA to MDW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Miami to Chicago Midway Airport
How far is Miami to Chicago Midway by plane?
There are 1186.4 mi between Miami and Chicago Midway. A reasonable flight in good conditions will take 3h 05m.
When did momondo last update prices for flights from Miami Airport to Chicago Midway Airport?
Prices for flights from Miami Airport to Chicago Midway Airport are updated daily.
How many operators does momondo search for flights from Miami Airport to Chicago Midway Airport?
There are 2 operators available for flights from Miami Airport to Chicago Midway Airport as of July 2025.
How old do you have to be to fly from Miami Airport to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Miami Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Miami to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Miami to Chicago Midway Airport is Boeing 737-800 (23.08% of total bookings). The next most popular plane models are Airbus A320neo (14.39%), Boeing 737 MAX 8 (13.39%), and Airbus A321 (sharklets) (12.25%).
What is the most popular airline from Miami to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Miami to Chicago Midway Airport is Frontier (74% of total bookings). The next most popular airline is Southwest (26%).
Best airlines flying from Miami to Chicago Midway Airport
Compare and see reviews for airlines that fly from Miami to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $70 | Free Cancellation | Rating 5.9 3,273 reviews | |||
| PriceFrom $177 | Free Cancellation | Rating 8.0 4,258 reviews |
Southwest Flights From Miami to Chicago Midway Airport
The lowest priced Southwest flight from Miami to Chicago Midway Airport from the last 72 hours was $177. Generally, Southwest has 5 flights on this route every week with an average price of $322. Southwest is rated 8.0/10 by our users.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Miami to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Miami.
Can I find flights from Miami to Chicago with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Chicago from Miami with this policy.
How can momondo help me find flights from Miami to Chicago?
momondo provides multiple filters to help you find the best flight to Chicago from Miami. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Miami to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Miami and alert you when they change.