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Midway

$227+ 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 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
NAS — MDW
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Southwest deal was found by Cheapflights users on 1/27. 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.
Wed 2/251:55 pm
NAS
-
MDW
1 stop5h 45m
Southwest
Sun 3/16:05 am
MDW
-
NAS
1 stop5h 55m
Southwest
Deal found 1/27$420
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/257:45 am
NAS
-
MDW
2 stops12h 22m
Multiple Airlines
Sun 3/16:15 am
MDW
-
NAS
1 stop13h 30m
Multiple Airlines
Deal found 1/27$437
This Delta deal was found by Cheapflights users on 1/27. 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 3/191:15 pm
NAS
-
MDW
1 stop5h 39m
Delta
Wed 3/2510:45 am
MDW
-
NAS
1 stop5h 00m
Delta
Deal found 1/27$493
This Southwest deal was found by Cheapflights users on 1/27. 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.
Thu 3/198:45 am
NAS
-
MDW
1 stop7h 00m
Southwest
Wed 3/258:15 am
MDW
-
NAS
2 stops9h 15m
Southwest
Deal found 1/27$536
This Delta deal was found by Cheapflights users on 1/27. 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 4/271:13 pm
NAS
-
MDW
1 stop10h 15m
Delta
Tue 5/56:00 am
MDW
-
NAS
1 stop4h 48m
Delta
Deal found 1/27$540
This Delta deal was found by Cheapflights users on 1/27. 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 1/27$552
This Southwest deal was found by Cheapflights users on 1/28. 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 2/131:55 pm
NAS
-
MDW
1 stop6h 20m
Southwest
Mon 2/166:05 am
MDW
-
NAS
1 stop5h 55m
Southwest
Deal found 1/28$614
This Delta deal was found by Cheapflights users on 1/27. 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 1/27$695

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$420
(Southwest)

One-way from

$227
(Priceline)

Popular in

May

Cheapest in

January

Average price

$347
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 ($23 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 29, 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

Wed 2/25

1:55 pm-9:00 pm

1 stop8h 05m

Chicago Midway

Sun 3/1

6:05 am-1:00 pm

1 stop5h 55m

$420

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Wed 2/25

7:45 am-7:07 pm

2 stops12h 22m

Chicago Midway

Sun 3/1

6:15 am-8:45 pm

1 stop13h 30m

$437

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Thu 3/19

1:15 pm-5:54 pm

1 stop5h 39m

Chicago Midway

Wed 3/25

10:45 am-4:45 pm

1 stop5h 00m

$493

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Mon 4/27

1:13 pm-10:28 pm

1 stop10h 15m

Chicago Midway

Tue 5/5

6:00 am-11:48 am

1 stop4h 48m

$540

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

$552

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Thu 3/19

8:45 am-5:00 pm

2 stops9h 15m

Chicago Midway

Wed 3/25

10:30 am-6:30 pm

2 stops7h 00m

$586

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 2/13

1:55 pm-7:15 pm

1 stop6h 20m

Chicago Midway

Mon 2/16

6:05 am-1:00 pm

1 stop5h 55m

$614

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

$695

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sat 2/14

3:35 pm-9:08 pm

1 stop6h 33m

$227

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Mon 3/16

7:45 am-1:41 pm

1 stop6h 56m

$293

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 17 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. 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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Nassau to O'Hare Intl flights

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