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$330+ Cheap flights from Nassau (NAS) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
NAS — MDW
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Nassau to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Nassau (NAS) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 14, 2025.

Round-trip from

$501
(Southwest)

One-way from

$330
(Kiwi.com)

Popular in

May

Cheapest in

April

Average price

$555
From Nassau Intl to Chicago Midway
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One-way flight from Nassau Intl to Chicago Midway
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Highest demand for flights based on searches. 5% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Nassau to Midway

Cheapest flights from Nassau to Midway
Explore the most affordable flight options available from Nassau to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/251:10 pmNAS - MDW
1 stop8h 25mSouthwest
Sun 11/305:25 amMDW - NAS
1 stop5h 50mSouthwest
Deal found 8/12$501
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/192:10 pmNAS - MDW
1 stop7h 30mSouthwest
Sun 10/266:25 amMDW - NAS
1 stop5h 50mSouthwest
Deal found 8/13$518
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/172:10 pmNAS - MDW
2 stops7h 30mSouthwest
Sun 10/197:25 amMDW - NAS
1 stop4h 50mSouthwest
Deal found 8/13$535
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/271:15 pmNAS - MDW
1 stop8h 55mDelta
Sat 10/46:00 amMDW - NAS
1 stop6h 49mDelta
Deal found 8/12$556
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/141:13 pmNAS - MDW
1 stop5h 34mDelta
Thu 8/216:04 amMDW - NAS
1 stop4h 44mDelta
Deal found 8/13$866
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/191:13 pmNAS - MDW
1 stop5h 34mDelta
Sun 8/246:04 amMDW - NAS
1 stop4h 44mDelta
Deal found 8/14$1,055

Cheapflights Fare Finder

 
Customize your flight search to find flights from Nassau to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 14, 2025.
Use the filters below to find and compare flights from Nassau to Chicago Midway Airport that are best for you.

Fly from

Nassau

Fly to

Midway

Route

Depart

Return

Price

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Tue 11/25

1:10 pm-8:35 pm

1 stop8h 25m

Chicago Midway

Sun 11/30

5:25 am-12:15 pm

1 stop5h 50m

$501

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sun 10/19

2:10 pm-8:40 pm

1 stop7h 30m

Chicago Midway

Sun 10/26

6:25 am-1:15 pm

1 stop5h 50m

$518

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 10/17

2:10 pm-8:40 pm

2 stops7h 30m

Chicago Midway

Sun 10/19

7:25 am-1:15 pm

1 stop4h 50m

$535

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sat 9/27

1:15 pm-9:10 pm

1 stop8h 55m

Chicago Midway

Sat 10/4

6:00 am-1:49 pm

1 stop6h 49m

$556

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Wed 9/10

5:30 pm-11:20 pm

2 stops30h 50m

$330

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Wed 9/10

3:00 pm-9:26 pm

1 stop7h 26m

$347

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Thu 11/27

4:50 pm-9:44 pm

1 stop5h 54m

$347

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Tue 9/2

4:00 pm-2:01 pm

2 stops23h 01m

$352

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Thu 11/27

7:45 am-11:06 pm

2 stops16h 21m

$371

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sun 11/30

4:25 pm-1:13 pm

1 stop21h 48m

$478

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 12 results
1
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Best time to book a flight from Nassau to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Nassau with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Nassau to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Nassau to Chicago Midway?

    For a flight from Nassau to Chicago Midway, you will be flying from Intl. Nassau Intl (NAS) is just 7.0 mi from the center of the city. Intl is the only Nassau airport and it handles 0 outbound flights to Chicago Midway per day. 0 airlines have flights to Chicago Midway from Nassau Intl on a regular basis.

  • Can I find deals for flights from Nassau to Midway that include hotel bookings?

    Yes. In addition to deals on Nassau to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Nassau to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Nassau to Midway.

  • Can I find deals for business class flights from Nassau to Midway?

    Yes. Cheapflights offers flight deals from Nassau to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Nassau to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Nassau to Chicago Midway Airport (average of $160). Flying from Nassau to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Nassau to Midway

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