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$269+ 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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
NAS — MDW
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 September 16, 2025.

Round-trip from

$479
(Kiwi.com)

One-way from

$269
(Kiwi.com)

Popular in

May

Cheapest in

April

Average price

$580
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. 7% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/105:30 pmNAS - MDW
2 stops24h 43mMultiple Airlines
Mon 10/134:24 pmMDW - NAS
1 stop17h 36mMultiple Airlines
Deal found 9/14$479
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/284:25 pmNAS - MDW
1 stop15h 58mMultiple Airlines
Fri 10/39:47 pmMDW - NAS
2 stops21h 58mMultiple Airlines
Deal found 9/14$631
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/292:15 pmNAS - MDW
1 stop9h 10mSouthwest
Fri 10/37:05 amMDW - NAS
1 stop5h 10mSouthwest
Deal found 9/14$701
This Southwest deal was found by Cheapflights users on 9/16. 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 10/102:10 pmNAS - MDW
1 stop6h 10mSouthwest
Mon 10/135:00 amMDW - NAS
1 stop7h 15mSouthwest
Deal found 9/16$771
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/282:15 pmNAS - MDW
1 stop6h 55mSouthwest
Fri 10/35:00 amMDW - NAS
1 stop7h 15mSouthwest
Deal found 9/14$801
This Delta deal was found by Cheapflights users on 9/14. 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.
Sun 9/283:14 pmNAS - MDW
1 stop7h 22mDelta
Sun 10/56:00 amMDW - NAS
1 stop4h 50mDelta
Deal found 9/14$1,026
This Delta deal was found by Cheapflights users on 9/15. 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 10/301:16 pmNAS - MDW
1 stop9h 58mDelta
Thu 11/66:00 amMDW - NAS
1 stop4h 51mDelta
Deal found 9/15$1,204
This WestJet deal was found by Cheapflights users on 9/15. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/304:50 pmNAS - MDW
2 stops21h 18mWestJet
Thu 11/61:48 pmMDW - NAS
2 stops25h 02mWestJet
Deal found 9/15$3,400

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 September 16, 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

Fri 10/10

5:30 pm-5:13 pm

2 stops24h 43m

Chicago Midway

Mon 10/13

4:24 pm-11:00 am

1 stop17h 36m

$479

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sun 9/28

4:25 pm-7:23 am

1 stop15h 58m

Chicago Midway

Fri 10/3

9:47 pm-8:45 pm

2 stops21h 58m

$631

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Mon 9/29

2:15 pm-10:25 pm

1 stop9h 10m

Chicago Midway

Fri 10/3

7:05 am-1:15 pm

1 stop5h 10m

$701

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sun 9/28

2:15 pm-11:20 pm

2 stops10h 05m

Chicago Midway

Fri 10/3

8:05 pm-1:25 pm

2 stops16h 20m

$705

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 10/10

2:10 pm-7:20 pm

1 stop6h 10m

Chicago Midway

Mon 10/13

5:00 am-1:15 pm

1 stop7h 15m

$771

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sun 9/28

3:14 pm-9:36 pm

1 stop7h 22m

Chicago Midway

Sun 10/5

6:00 am-11:50 am

1 stop4h 50m

$1,026

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Thu 10/23

12:36 pm-4:20 pm

2 stops28h 44m

$269

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 11/7

5:30 pm-9:22 pm

1 stop28h 52m

$277

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sun 10/19

5:30 pm-9:33 am

1 stop17h 03m

$277

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 10/24

12:00 pm-10:21 am

1 stop23h 21m

$288

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 15 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.

  • How long is the flight from Nassau to Chicago Midway Airport?

    Departing from Nassau to Chicago Midway Airport will take you 9h 10m. Airlines will cover a distance of 1297 mi.

  • 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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