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Midway

$238+ 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
NAS — MDW
Mar 18 — Mar 251
Wed 3/18
Wed 3/25
1 adult, Economy
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Cheap 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 February 16, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/1312:00 pm
NAS
-
MDW
1 stop12h 51m
Multiple Airlines
Sun 3/156:00 am
MDW
-
NAS
1 stop13h 45m
Multiple Airlines
Deal found 2/12$458
This Delta deal was found by Cheapflights users on 2/13. 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.
Wed 4/16:10 pm
NAS
-
MDW
1 stop5h 21m
Delta
Tue 4/710:45 am
MDW
-
NAS
1 stop5h 00m
Delta
Deal found 2/13$485
This Delta deal was found by Cheapflights users on 2/13. 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.
Mon 4/273:28 pm
NAS
-
MDW
1 stop8h 00m
Delta
Tue 5/510:43 am
MDW
-
NAS
1 stop4h 50m
Delta
Deal found 2/13$515
This Delta deal was found by Cheapflights users on 2/13. 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.
Fri 7/105:20 pm
NAS
-
MDW
1 stop5h 25m
Delta
Wed 7/156:00 am
MDW
-
NAS
1 stop6h 43m
Delta
Deal found 2/13$517
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/512:00 pm
NAS
-
MDW
1 stop22h 40m
Multiple Airlines
Tue 6/95:35 pm
MDW
-
NAS
1 stop22h 35m
Multiple Airlines
Deal found 2/12$544
This Southwest deal was found by Cheapflights users on 2/12. 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.
Fri 6/52:10 pm
NAS
-
MDW
1 stop8h 10m
Southwest
Tue 6/97:45 am
MDW
-
NAS
2 stops9h 45m
Southwest
Deal found 2/12$580
This Delta deal was found by Cheapflights users on 2/12. 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.
Wed 4/16:10 pm
NAS
-
MDW
1 stop5h 21m
Delta
Sun 4/56:00 am
MDW
-
NAS
1 stop9h 45m
Delta
Deal found 2/12$582
This Southwest deal was found by Cheapflights users on 2/12. 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 2/171:55 pm
NAS
-
MDW
1 stop8h 05m
Southwest
Tue 2/247:00 am
MDW
-
NAS
1 stop5h 00m
Southwest
Deal found 2/12$596

Find 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 February 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$458
(Kiwi.com)

One-way from

$238
(Priceline)

Popular in

May

Cheapest in

January

Average price

$469
Provider with most accurate pricing for Nassau Intl-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Nassau Intl-Chicago Midway flights.
Search Deals
From Nassau Intl to Chicago Midway
Search Deals
One-way flight from Nassau Intl to Chicago Midway
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 16, 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

Fri 3/13

1:15 pm-5:54 pm

1 stop5h 39m

Chicago Midway

Tue 3/17

6:00 am-11:53 am

1 stop4h 53m

$485

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 3/13

12:00 pm-11:51 pm

1 stop12h 51m

Chicago Midway

Tue 3/17

7:30 am-7:15 pm

2 stops10h 45m

$485

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Wed 4/1

6:10 pm-10:31 pm

1 stop5h 21m

Chicago Midway

Tue 4/7

10:45 am-4:45 pm

1 stop5h 00m

$485

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 3/13

11:30 am-10:19 pm

2 stops11h 49m

Chicago Midway

Sun 3/15

6:00 am-8:45 pm

1 stop13h 45m

$491

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 7/10

5:20 pm-9:45 pm

1 stop5h 25m

Chicago Midway

Wed 7/15

6:00 am-3:54 pm

1 stop8h 54m

$497

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Mon 4/27

3:28 pm-10:28 pm

1 stop8h 00m

Chicago Midway

Tue 5/5

10:43 am-4:33 pm

1 stop4h 50m

$515

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sat 2/21

3:40 pm-9:33 pm

1 stop6h 53m

$238

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Tue 4/7

8:45 am-1:45 pm

1 stop6h 00m

$284

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sat 4/4

6:15 pm-3:20 pm

1 stop22h 05m

$298

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sat 3/7

6:22 pm-6:47 pm

1 stop25h 25m

$302

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/11

Showing 1-10 of 16 results
1
2
  • 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 5h 39m. 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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