$99 Cheap Flights from Chicago (MDW) to Panama City (ECP)

View $99 flight on Tue, May 20, 2025Opens in a new window

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Find available prices by choosing your travel dates.

Cheap Flights from Chicago to Panama City (MDW-ECP)

Prices were available within the past 7 days and start at $99 for one-way flights and $197 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, Jun 2 - Tue, Jun 3
MDW
Chicago
ECP
Panama City
$197 Roundtrip, found 4 hours ago
$197
Roundtrip
found 4 hours ago
Select Delta flight, departing Mon, Jun 2 from Chicago to Panama City, returning Tue, Jun 3, priced at $197 found 4 hours ago
Delta
Sat, May 31 - Wed, Jun 4
MDW
Chicago
ECP
Panama City
$203 Roundtrip, found 4 hours ago
$203
Roundtrip
found 4 hours ago
Select Delta flight, departing Sat, May 31 from Chicago to Panama City, returning Wed, Jun 4, priced at $203 found 4 hours ago
Delta
Tue, Sep 9 - Mon, Sep 15
MDW
Chicago
ECP
Panama City
$208 Roundtrip, found 1 day ago
$208
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep 9 from Chicago to Panama City, returning Mon, Sep 15, priced at $208 found 1 day ago
Southwest Airlines
Fri, Jul 11 - Mon, Jul 14
MDW
Chicago
ECP
Panama City
$209 Roundtrip, found 5 hours ago
$209
Roundtrip
found 5 hours ago
Select Southwest Airlines flight, departing Fri, Jul 11 from Chicago to Panama City, returning Mon, Jul 14, priced at $209 found 5 hours ago
Delta
Sat, May 31 - Tue, Jun 3
MDW
Chicago
ECP
Panama City
$213 Roundtrip, found 4 hours ago
$213
Roundtrip
found 4 hours ago
Select Delta flight, departing Sat, May 31 from Chicago to Panama City, returning Tue, Jun 3, priced at $213 found 4 hours ago
Southwest Airlines
Fri, May 9 - Sun, May 11
MDW
Chicago
ECP
Panama City
$213 Roundtrip, found 10 hours ago
$213
Roundtrip
found 10 hours ago
Select Southwest Airlines flight, departing Fri, May 9 from Chicago to Panama City, returning Sun, May 11, priced at $213 found 10 hours ago
Southwest Airlines
Wed, Jul 9 - Tue, Jul 15
MDW
Chicago
ECP
Panama City
$218 Roundtrip, found 1 day ago
$218
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Jul 9 from Chicago to Panama City, returning Tue, Jul 15, priced at $218 found 1 day ago
Delta
Sat, May 31 - Tue, Jun 3
MDW
Chicago
ECP
Panama City
$219 Roundtrip, found 4 hours ago
$219
Roundtrip
found 4 hours ago
Select Delta flight, departing Sat, May 31 from Chicago to Panama City, returning Tue, Jun 3, priced at $219 found 4 hours ago
Delta
Fri, Jul 25 - Mon, Jul 28
MDW
Chicago
ECP
Panama City
$223 Roundtrip, found 5 hours ago
$223
Roundtrip
found 5 hours ago
Select Delta flight, departing Fri, Jul 25 from Chicago to Panama City, returning Mon, Jul 28, priced at $223 found 5 hours ago
Southwest Airlines
Mon, Jun 2 - Wed, Jun 4
MDW
Chicago
ECP
Panama City
$223 Roundtrip, found 1 day ago
$223
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Mon, Jun 2 from Chicago to Panama City, returning Wed, Jun 4, priced at $223 found 1 day ago
Flights from Chicago (MDW) to Panama City (ECP)
Origin airport
Midway Intl.
Destination airport
Northwest Florida Beaches Intl.
Airlines serving
Delta, Southwest Airlines
Roundtrip price
$196
Distance
797 mi

Chicago to Panama City Flights

The cheapest times to fly from Chicago to Panama City

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Panama City are during the month of June. You can find some of the cheapest flights from Chicago to Panama City with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Chicago to Panama City

Sunday is one of the best days to book for cheap flights from Chicago to Panama City: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Chicago to Panama City

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Panama City in 2025. You can also book with separate airlines for your outbound and return journeys, from $99 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Panama City flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Panama City airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Northwest Florida Beaches Intl. Airport (ECP) cost?
Cheap return flights from Midway Intl. Airport (MDW) to Northwest Florida Beaches Intl. Airport (ECP) start from $209. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Southwest Airlines flight leaving MDW on May 16 2025 and touching down at ECP. The price was last updated on April 24 2025 and has not changed since.
What is the cheapest month to fly from MDW to ECP?
The cheapest flights from MDW to ECP are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from MDW to ECP?
With fares starting at $169 for a one-way flight from MDW to ECP, Southwest Airlines is currently the cheapest carrier operating this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from MDW on July 3 2025. Prices were last updated on April 24 2025 and have not changed since.
How many flights per day from Midway Intl. Airport (MDW) to Northwest Florida Beaches Intl. Airport (ECP)?
You’ll have to take a flight with a layover when traveling from Midway Intl. Airport (MDW) to Northwest Florida Beaches Intl. Airport (ECP). Direct flights don’t operate daily on this route. However, simply filter your search to include one or more stops to discover an option that works for you.
What day of the week has the most flights from MDW to ECP?
Typically you’ll find the greatest selection of flight options on a Friday. Tuesdays are often the quietest.* But this can vary based on the season, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What airline has the least delays from MDW to ECP?
Consider booking with Southwest Airlines if you’d like to go straight from Midway Intl. Airport (MDW) to Northwest Florida Beaches Intl. Airport (ECP) without any holdups. This carrier has the best track record for punctuality, with an on-time score of 82%. Want real-time updates? You can check your flight status using the Expedia App.
What is the best time to fly from Midway Intl. Airport (MDW) to Northwest Florida Beaches Intl. Airport (ECP)?
Book a flight from Midway Intl. Airport (MDW) to Northwest Florida Beaches Intl. Airport (ECP) that takes off before 3 PM to reduce the risk of cancellations and delays. Departures later than this have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Panama City from Midway Intl. Airport (MDW)?
If you’re flying on a direct flight from Midway Intl. Airport (MDW) to Panama City, Northwest Florida Regional Airport (VPS) is the only airport you can touch down at.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Northwest Florida Beaches Intl. Airport (ECP) last-minute?
Booking your ticket from MDW to ECP right before your journey is typically more expensive. However, if you’re flexible with your itinerary, you could grab a cheap last-minute fare.
Is it cheaper to book a MDW to ECP flight and hotel package?
You’ll generally save money by securing a MDW to ECP flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it’s simple to manage everything in one convenient place. Once you’ve chosen your ideal flights and accommodations, consider other add-ons like car rentals, tours and activities.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Northwest Florida Beaches Intl. Airport (ECP)?
If you reserved your MDW to ECP flight in the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the fare type you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal for more details.

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*Available to One Key members.