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$284+ 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
NAS — MDW
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
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 January 15, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$308
(Priceline)

One-way from

$284
(Kiwi.com)

Popular in

May

Cheapest in

January

Average price

$347
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. 3% potential increase in price ($23 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 January 2026
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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 January 15, 2026.

This Priceline deal was found by Cheapflights users on 1/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/283:35 pm
NAS
-
MDW
1 stop7h 04m
Frontier
Sat 3/76:00 am
MDW
-
NAS
1 stop10h 07m
Frontier
Deal found 1/13$308
This Delta deal was found by Cheapflights users on 1/15. 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.
Fri 7/105:20 pm
NAS
-
MDW
1 stop5h 26m
Delta
Wed 7/156:00 am
MDW
-
NAS
1 stop8h 54m
Delta
Deal found 1/15$527
This Delta deal was found by Cheapflights users on 1/14. 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.
Mon 4/271:12 pm
NAS
-
MDW
1 stop10h 17m
Delta
Tue 5/56:30 am
MDW
-
NAS
1 stop6h 16m
Delta
Deal found 1/14$541
This Kiwi.com deal was found by Cheapflights users on 1/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/17:45 am
NAS
-
MDW
1 stop7h 11m
Multiple Airlines
Sun 3/86:00 am
MDW
-
NAS
1 stop13h 45m
Multiple Airlines
Deal found 1/15$575
This Delta deal was found by Cheapflights users on 1/15. 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.
Wed 4/16:10 pm
NAS
-
MDW
1 stop5h 21m
Delta
Tue 4/76:25 am
MDW
-
NAS
1 stop6h 15m
Delta
Deal found 1/15$601
This Delta deal was found by Cheapflights users on 1/14. 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.
Thu 1/151:15 pm
NAS
-
MDW
1 stop9h 52m
Delta
Sun 1/186:45 am
MDW
-
NAS
1 stop5h 46m
Delta
Deal found 1/14$621
This Delta deal was found by Cheapflights users on 1/14. 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.
Mon 2/21:15 pm
NAS
-
MDW
1 stop5h 14m
Delta
Thu 2/510:48 am
MDW
-
NAS
1 stop5h 14m
Delta
Deal found 1/14$639
This Kiwi.com deal was found by Cheapflights users on 1/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:15 pm
NAS
-
MDW
2 stops15h 39m
Multiple Airlines
Sat 3/76:00 am
MDW
-
NAS
1 stop10h 40m
Multiple Airlines
Deal found 1/13$699
This Delta deal was found by Cheapflights users on 1/15. 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.
Wed 4/16:10 pm
NAS
-
MDW
1 stop5h 21m
Delta
Sun 4/56:25 am
MDW
-
NAS
1 stop9h 20m
Delta
Deal found 1/15$707

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 January 15, 2026.
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

Sat 2/28

3:35 pm-9:39 pm

1 stop7h 04m

Chicago Midway

Sat 3/7

6:00 am-5:07 pm

1 stop10h 07m

$308

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 7/10

5:20 pm-9:46 pm

1 stop5h 26m

Chicago Midway

Wed 7/15

6:00 am-3:54 pm

1 stop8h 54m

$527

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Mon 4/27

1:12 pm-10:29 pm

1 stop10h 17m

Chicago Midway

Tue 5/5

6:30 am-1:46 pm

1 stop6h 16m

$541

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sun 3/1

7:45 am-1:56 pm

1 stop7h 11m

Chicago Midway

Sun 3/8

6:00 am-8:45 pm

1 stop13h 45m

$575

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Wed 4/1

6:10 pm-10:31 pm

1 stop5h 21m

Chicago Midway

Tue 4/7

6:25 am-1:40 pm

1 stop6h 15m

$601

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Wed 4/1

6:10 pm-10:31 pm

1 stop5h 21m

Chicago Midway

Sun 4/5

6:25 am-4:45 pm

1 stop9h 20m

$707

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 2/27

5:30 pm-9:39 pm

2 stops29h 09m

$284

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Thu 3/26

5:30 pm-7:47 pm

2 stops27h 17m

$320

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sat 6/27

5:20 pm-9:45 pm

1 stop5h 25m

$382

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sat 6/27

11:15 am-12:30 pm

2 stops26h 15m

$1,542

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/15

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 January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Nassau-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 5h 26m. Airlines will cover a distance of 1297 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Nassau to Midway

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