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$285+ 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
NAS — MDW
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
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 November 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$406
(Delta)

One-way from

$285
(Kiwi.com)

Popular in

May

Cheapest in

January

Average price

$657
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. 7% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 4, 2025.

This Delta deal was found by Cheapflights users on 11/3. 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 11/104:51 pmNAS - MDW
1 stop7h 49mDelta
Fri 11/146:00 amMDW - NAS
1 stop8h 26mDelta
Deal found 11/3$406
This Delta deal was found by Cheapflights users on 11/3. 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 11/1512:54 pmNAS - MDW
2 stops11h 46mDelta
Mon 11/176:00 amMDW - NAS
1 stop8h 26mDelta
Deal found 11/3$437
This Southwest deal was found by Cheapflights users on 11/3. 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 11/141:10 pmNAS - MDW
1 stop8h 20mSouthwest
Sun 11/166:05 pmMDW - NAS
2 stops17h 10mSouthwest
Deal found 11/3$459
This Delta deal was found by Cheapflights users on 11/3. 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 11/61:16 pmNAS - MDW
1 stop9h 58mDelta
Sun 11/96:00 amMDW - NAS
1 stop4h 54mDelta
Deal found 11/3$506
This Delta deal was found by Cheapflights users on 11/3. 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 11/164:51 pmNAS - MDW
1 stop7h 49mDelta
Tue 11/186:00 amMDW - NAS
1 stop8h 26mDelta
Deal found 11/3$726
This Southwest deal was found by Cheapflights users on 11/3. 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 11/161:10 pmNAS - MDW
2 stops8h 25mSouthwest
Tue 11/185:05 amMDW - NAS
1 stop6h 10mSouthwest
Deal found 11/3$815
This WestJet deal was found by Cheapflights users on 11/3. 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.
Sat 11/154:50 pmNAS - MDW
2 stops21h 17mWestJet
Mon 11/179:41 amMDW - NAS
2 stops29h 09mWestJet
Deal found 11/3$3,364

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 November 4, 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 11/14

4:51 pm-11:40 pm

1 stop7h 49m

Chicago Midway

Sun 11/16

6:00 am-3:26 pm

1 stop8h 26m

$406

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sat 11/15

12:54 pm-11:40 pm

2 stops11h 46m

Chicago Midway

Mon 11/17

6:00 am-3:26 pm

1 stop8h 26m

$437

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 11/14

1:10 pm-8:30 pm

1 stop8h 20m

Chicago Midway

Sun 11/16

6:05 pm-12:15 pm

2 stops17h 10m

$459

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 5/1

5:08 pm-9:45 pm

1 stop5h 37m

Chicago Midway

Mon 5/4

6:00 am-1:46 pm

1 stop6h 46m

$515

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Tue 12/30

7:45 am-10:12 pm

2 stops39h 27m

$285

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Mon 12/15

5:30 pm-8:46 am

2 stops40h 16m

$285

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Wed 12/31

7:45 am-5:38 pm

2 stops34h 53m

$285

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Mon 12/29

7:45 am-2:05 pm

1 stop7h 20m

$302

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Mon 4/6

4:50 pm-3:20 pm

1 stop23h 30m

$304

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sat 3/28

3:15 pm-3:20 pm

1 stop25h 05m

$335

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 12 results
1
2

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 November.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated November 4, 2025.
Read reviews from past customers who have flown Delta from Nassau to Chicago Midway Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,003 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,003 reviews
Delta
7.9
Good
8,003 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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. 1 airline has 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 7h 49m. 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.

  • What is the cheapest airline to fly from Nassau to Chicago Midway Airport round-trip?

    Delta, at $505, was found to be the cheapest airline from Nassau to Chicago Midway Airport..

  • 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

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Alternative routes for Nassau to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Nassau to O'Hare Intl flights

Top airline flying from Nassau to Midway

Discover the top airline that operate flights from Nassau to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$505Average$547FlexibilityNo cancel feeOn-timeN/A

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