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$252+ 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
NAS — MDW
Nov 19 — Nov 261
Wed 11/19
Wed 11/26
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 October 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$344
(Delta)

One-way from

$252
(Kiwi.com)

Popular in

May

Cheapest in

April

Average price

$502
Provider with most accurate pricing for Nassau Intl-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Nassau Intl-Chicago Midway flights.
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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. 6% potential increase in price ($41 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 October 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 October 20, 2025.

This Delta deal was found by Cheapflights users on 10/19. 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.
Fri 11/212:55 pmNAS - MDW
1 stop9h 45mDelta
Tue 11/256:00 amMDW - NAS
1 stop4h 54mDelta
Deal found 10/19$344
This Delta deal was found by Cheapflights users on 10/19. 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 11/63:15 pmNAS - MDW
1 stop7h 59mDelta
Sun 11/96:00 amMDW - NAS
1 stop8h 26mDelta
Deal found 10/19$346
This Delta deal was found by Cheapflights users on 10/18. 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 11/234:51 pmNAS - MDW
2 stops17h 03mDelta
Fri 11/286:00 amMDW - NAS
1 stop4h 54mDelta
Deal found 10/18$372
This Delta deal was found by Cheapflights users on 10/18. 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.
Mon 11/33:15 pmNAS - MDW
1 stop7h 59mDelta
Fri 11/76:00 amMDW - NAS
1 stop6h 49mDelta
Deal found 10/18$414
This Delta deal was found by Cheapflights users on 10/18. 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.
Wed 12/312:27 pmNAS - MDW
1 stop8h 55mDelta
Mon 1/56:00 amMDW - NAS
1 stop4h 53mDelta
Deal found 10/18$425
This Kiwi.com deal was found by Cheapflights users on 10/18. 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.
Wed 12/317:45 amNAS - MDW
1 stop7h 52mMultiple Airlines
Mon 1/56:15 amMDW - NAS
1 stop13h 30mMultiple Airlines
Deal found 10/18$456
This Delta deal was found by Cheapflights users on 10/18. 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 11/234:51 pmNAS - MDW
1 stop7h 49mDelta
Wed 11/266:00 amMDW - NAS
1 stop8h 26mDelta
Deal found 10/18$538

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 October 20, 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 11/21

12:54 pm-11:40 pm

2 stops11h 46m

Chicago Midway

Tue 11/25

6:00 am-3:26 pm

1 stop8h 26m

$344

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Thu 11/6

3:15 pm-10:14 pm

1 stop7h 59m

Chicago Midway

Sun 11/9

6:00 am-3:26 pm

1 stop8h 26m

$346

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sun 11/23

4:51 pm-11:40 pm

1 stop7h 49m

Chicago Midway

Fri 11/28

6:00 am-3:26 pm

1 stop8h 26m

$372

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sun 11/23

4:51 pm-8:54 am

2 stops17h 03m

Chicago Midway

Thu 11/27

6:00 am-11:54 am

1 stop4h 54m

$372

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Thu 11/6

1:03 pm-10:14 pm

2 stops10h 11m

Chicago Midway

Mon 11/10

6:00 am-11:54 am

1 stop4h 54m

$407

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Wed 12/31

7:45 am-2:37 pm

1 stop7h 52m

$252

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Tue 1/6

5:30 pm-2:47 pm

1 stop22h 17m

$252

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sun 10/26

12:36 pm-11:38 am

3 stops48h 02m

$306

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Thu 1/1

2:27 pm-10:22 pm

1 stop8h 55m

$347

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Wed 12/31

2:25 pm-8:49 am

2 stops19h 24m

$347

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/18

Showing 1-10 of 14 results
1
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Compare providers for flights from Nassau to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Nassau to Midway in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Nassau-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Nassau-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Nassau-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Nassau-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Nassau-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 11h 46m. 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.

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
Porter
Benton Harbor
Chesterton

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