$154 Cheap Flights from Chicago (MDW) to Nassau (NAS)

View $154 flight on Sun, Nov 2, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Lynden Pindling Intl. Airport (NAS)

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Cheap Flights from Chicago to Nassau (MDW-NAS)

Prices were available within the past 7 days and start at $154 for one-way flights and $453 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Mon, Sep 15 - Fri, Sep 19
MDW
Chicago
NAS
Nassau
$453 Roundtrip, found 2 days ago
$453
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Mon, Sep 15 from Chicago to Nassau, returning Fri, Sep 19, priced at $453 found 2 days ago
Southwest Airlines
Mon, Sep 22 - Fri, Sep 26
MDW
Chicago
NAS
Nassau
$465 Roundtrip, found 6 hours ago
$465
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Mon, Sep 22 from Chicago to Nassau, returning Fri, Sep 26, priced at $465 found 6 hours ago
Southwest Airlines
Sat, Sep 20 - Fri, Sep 26
MDW
Chicago
NAS
Nassau
$472 Roundtrip, found 6 hours ago
$472
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Sat, Sep 20 from Chicago to Nassau, returning Fri, Sep 26, priced at $472 found 6 hours ago
Southwest Airlines
Sun, Sep 21 - Thu, Sep 25
MDW
Chicago
NAS
Nassau
$487 Roundtrip, found 1 day ago
$487
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sun, Sep 21 from Chicago to Nassau, returning Thu, Sep 25, priced at $487 found 1 day ago
Southwest Airlines
Fri, Oct 3 - Mon, Oct 6
MDW
Chicago
NAS
Nassau
$489 Roundtrip, found 14 hours ago
$489
Roundtrip
found 14 hours ago
Select Southwest Airlines flight, departing Fri, Oct 3 from Chicago to Nassau, returning Mon, Oct 6, priced at $489 found 14 hours ago
Southwest Airlines
Sun, Sep 21 - Thu, Sep 25
MDW
Chicago
NAS
Nassau
$491 Roundtrip, found 1 day ago
$491
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sun, Sep 21 from Chicago to Nassau, returning Thu, Sep 25, priced at $491 found 1 day ago
Southwest Airlines
Fri, Sep 12 - Fri, Sep 19
MDW
Chicago
NAS
Nassau
$493 Roundtrip, found 1 day ago
$493
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, Sep 12 from Chicago to Nassau, returning Fri, Sep 19, priced at $493 found 1 day ago
Southwest Airlines
Fri, Oct 3 - Mon, Oct 6
MDW
Chicago
NAS
Nassau
$493 Roundtrip, found 14 hours ago
$493
Roundtrip
found 14 hours ago
Select Southwest Airlines flight, departing Fri, Oct 3 from Chicago to Nassau, returning Mon, Oct 6, priced at $493 found 14 hours ago
Southwest Airlines
Fri, Oct 3 - Mon, Oct 6
MDW
Chicago
NAS
Nassau
$496 Roundtrip, found 14 hours ago
$496
Roundtrip
found 14 hours ago
Select Southwest Airlines flight, departing Fri, Oct 3 from Chicago to Nassau, returning Mon, Oct 6, priced at $496 found 14 hours ago
Delta
Mon, Dec 29 - Wed, Jan 7
MDW
Chicago
NAS
Nassau
$515 Roundtrip, just found
$515
Roundtrip
just found
Select Delta flight, departing Mon, Dec 29 from Chicago to Nassau, returning Wed, Jan 7, priced at $515 just found

Find the cheapest month to fly from Chicago (MDW) to Nassau (NAS)

September is typically the cheapest month to fly

From $443 - $748 per traveler.

Graph displaying average flight prices per month

Flights from Chicago (MDW) to Nassau (NAS)
Origin airport
Midway Intl.
Destination airport
Lynden Pindling Intl.
Airlines serving
Delta, Southwest Airlines
Roundtrip price
$452
Distance
1297 mi

Chicago to Nassau Flights

The cheapest times to fly from Chicago to Nassau

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 Nassau are during the month of September. You can find some of the cheapest flights from Chicago to Nassau with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Nassau

Sunday is one of the best days to book for cheap flights from Chicago to Nassau: 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 Nassau

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 Nassau in 2025. You can also book with separate airlines for your outbound and return journeys, from $154 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 Nassau 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 Nassau 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 Lynden Pindling Intl. Airport (NAS) cost?
Discover the latest flight deals from MDW to NAS by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from MDW to NAS?
The cheapest flights from MDW to NAS are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Midway Intl. Airport (MDW) to Lynden Pindling Intl. Airport (NAS)?
You can't fly nonstop to Lynden Pindling Intl. Airport (NAS) from Chicago, IL (MDW-Midway Intl.). However, you can seamlessly travel to Nassau without any layovers by taking off from O'Hare Intl. Airport (ORD).
What is the cheapest airline that flies from MDW to NAS?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from MDW to NAS. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Midway Intl. Airport (MDW) to Lynden Pindling Intl. Airport (NAS)?
You'll have to hop on a flight with a layover if you're traveling from Midway Intl. Airport (MDW) to Lynden Pindling Intl. Airport (NAS). Direct flights don't operate daily on this route. However, just filter your search to include one or two stops to find the best option for your trip.
What day of the week has the most flights from MDW to NAS?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can change depending on various factors, including the airline and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Lynden Pindling Intl. Airport (NAS)?
Book a flight from Midway Intl. Airport (MDW) to Lynden Pindling Intl. Airport (NAS) that leaves before 3 PM to reduce the risk of cancellations. 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.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Lynden Pindling Intl. Airport (NAS) last-minute?
Booking your plane ticket from MDW to NAS just before your getaway is typically more expensive. But if there's some wiggle room with your itinerary, you could land a cheap last-minute fare.
Is it cheaper to book a MDW to NAS flight and hotel package?
Securing a MDW to NAS flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip all in one place. Pick from our impressive range of accommodations and then add activities, flights and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Lynden Pindling Intl. Airport (NAS)?
In most instances, you're able to reschedule or cancel your MDW to NAS flight. However, additional charges may apply, especially if you made your booking over 24 hours ago. Double-check your itinerary for the airline's fees and policies on flight changes, or if you need more information, visit our Customer Service portal.

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*Available to One Key members.