Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Nassau to Chicago from $285

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Nassau to Chicago departing on 5/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Find the cheapest flights from Nassau to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
1:16 pm - 10:15 pm
NAS
-
MDW
9h 59m
1 stop
Delta Logo
6:05 am - 4:39 pm
MDW
-
NAS
9h 34m
1 stop
$547Delta
Tue, Jul 28 - Tue, Aug 4
Southwest Logo
8:45 am - 1:30 pm
NAS
-
MDW
5h 45m
1 stop
Southwest Logo
9:25 am - 6:30 pm
MDW
-
NAS
8h 05m
1 stop
$556Southwest
Fri, May 29 - Tue, Jun 2
Southwest Logo
1:10 pm - 10:00 pm
NAS
-
MDW
9h 50m
2 stops
Southwest Logo
2:40 pm - 12:15 pm
MDW
-
NAS
20h 35m
2 stops
$557Southwest
Fri, Aug 21 - Sat, Aug 29
Southwest Logo
2:10 pm - 10:20 pm
NAS
-
MDW
9h 10m
2 stops
Southwest Logo
9:25 am - 6:30 pm
MDW
-
NAS
8h 05m
1 stop
$560Southwest
Fri, May 29 - Tue, Jun 2
Delta Logo
1:13 pm - 9:46 pm
NAS
-
MDW
9h 33m
1 stop
Delta Logo
6:00 am - 11:48 am
MDW
-
NAS
4h 48m
1 stop
$562Delta
Wed, Aug 19 - Sun, Aug 23
Southwest Logo
2:10 pm - 9:20 pm
NAS
-
MDW
8h 10m
1 stop
Southwest Logo
11:00 am - 6:30 pm
MDW
-
NAS
6h 30m
1 stop
$571Southwest
Thu, Jul 16 - Mon, Jul 20
Multiple Airlines Logo
11:30 am - 10:02 pm
NAS
-
MDW
11h 32m
2 stops
Multiple Airlines Logo
6:00 am - 7:15 pm
MDW
-
NAS
12h 15m
2 stops
$572Multiple Airlines
Fri, May 15 - Tue, May 19
Southwest Logo
1:10 pm - 5:40 pm
NAS
-
MDW
5h 30m
1 stop
Southwest Logo
6:40 pm - 12:15 pm
MDW
-
NAS
16h 35m
2 stops
$575Southwest
Wed, Aug 19 - Sun, Aug 23
Southwest Logo
1:10 pm - 9:30 pm
NAS
-
MDW
9h 20m
1 stop
Southwest Logo
5:00 am - 12:30 pm
MDW
-
NAS
6h 30m
1 stop
$578Southwest
Fri, Aug 21 - Sat, Aug 29
Southwest Logo
8:45 am - 2:40 pm
NAS
-
MDW
6h 55m
1 stop
Southwest Logo
11:00 am - 6:30 pm
MDW
-
NAS
6h 30m
1 stop
$596Southwest
Mon, Jun 15 - Mon, Jun 29

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Delta flights from Nassau to Chicago Midway Airport

Our best Delta deals on Nassau to Chicago Midway Airport flight tickets
Delta
Jul 28
NAS1:16 pmNassau Intl
9h 59m
1 stop
MDW10:15 pmChicago Midway
Aug 4
MDW6:05 amChicago Midway
9h 34m
1 stop
NAS4:39 pmNassau Intl
$547
Delta
Aug 19
NAS1:13 pmNassau Intl
9h 33m
1 stop
MDW9:46 pmChicago Midway
Aug 23
MDW6:00 amChicago Midway
4h 48m
1 stop
NAS11:48 amNassau Intl
$562
Delta
Jul 10
NAS3:26 pmNassau Intl
7h 49m
1 stop
MDW10:15 pmChicago Midway
Jul 15
MDW6:00 amChicago Midway
4h 51m
1 stop
NAS11:51 amNassau Intl
$637

Southwest flights from Nassau to Chicago Midway Airport

Our best Southwest deals on Nassau to Chicago Midway Airport flight tickets
Southwest
May 29
NAS8:45 amNassau Intl
5h 45m
1 stop
MDW1:30 pmChicago Midway
Jun 2
MDW9:25 amChicago Midway
8h 05m
1 stop
NAS6:30 pmNassau Intl
$556
Southwest
Aug 21
NAS1:10 pmNassau Intl
9h 50m
2 stops
MDW10:00 pmChicago Midway
Aug 29
MDW2:40 pmChicago Midway
20h 35m
2 stops
NAS12:15 pmNassau Intl
$557
Southwest
May 29
NAS2:10 pmNassau Intl
9h 10m
2 stops
MDW10:20 pmChicago Midway
Jun 2
MDW9:25 amChicago Midway
8h 05m
1 stop
NAS6:30 pmNassau Intl
$560

momondo Fare Finder

 
Customize your flight search to find flights from Nassau to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated April 28, 2026.
Use the filters below to find and compare flights from Nassau to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Tue 7/28

1:16 pm-10:15 pm

1 stop9h 59m

Chicago Midway

Tue 8/4

6:05 am-4:39 pm

1 stop9h 34m

$547

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 5/29

8:45 am-1:30 pm

1 stop5h 45m

Chicago Midway

Tue 6/2

9:25 am-6:30 pm

1 stop8h 05m

$556

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 8/21

1:10 pm-10:00 pm

2 stops9h 50m

Chicago Midway

Sat 8/29

2:40 pm-12:15 pm

2 stops20h 35m

$557

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 5/29

2:10 pm-10:20 pm

2 stops9h 10m

Chicago Midway

Tue 6/2

9:25 am-6:30 pm

1 stop8h 05m

$560

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Wed 8/19

1:13 pm-9:46 pm

1 stop9h 33m

Chicago Midway

Sun 8/23

6:00 am-11:48 am

1 stop4h 48m

$562

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Thu 7/16

2:10 pm-9:20 pm

1 stop8h 10m

Chicago Midway

Mon 7/20

11:00 am-6:30 pm

1 stop6h 30m

$571

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 5/15

11:30 am-10:02 pm

2 stops11h 32m

Chicago Midway

Tue 5/19

6:00 am-7:15 pm

2 stops12h 15m

$572

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Wed 8/19

1:10 pm-5:40 pm

1 stop5h 30m

Chicago Midway

Sun 8/23

6:40 pm-12:15 pm

2 stops16h 35m

$575

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 8/21

1:10 pm-9:30 pm

1 stop9h 20m

Chicago Midway

Sat 8/29

5:00 am-12:30 pm

1 stop6h 30m

$578
Quickest round-trip

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Mon 6/15

8:45 am-2:40 pm

1 stop6h 55m

Chicago Midway

Mon 6/29

11:00 am-6:30 pm

1 stop6h 30m

$596

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Nassau to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Nassau Intl to Chicago Midway?

Southwest is the most popular carrier operating from Nassau Intl to Chicago Midway

When to book flights from Nassau to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Nassau to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Nassau to Chicago Midway Airport (NAS to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Nassau to Chicago Midway Airport

Fastest flight time

5h 30m

Direct flights

None
The fastest flight from Nassau to Chicago Midway Airport takes 5h 30m
There are no direct flights from Nassau to Chicago Midway Airport. There are no popular flight routes from Nassau to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from Nassau to Chicago Midway Airport

  • How far is Nassau Intl to Chicago Midway by plane?

    Nassau Intl and Chicago Midway are 1299.3 mi apart from one another. By plane, this route typically takes 5h 30m.

  • When did momondo last update prices for flights from Nassau Intl Airport to Chicago Midway Airport?

    Prices for flights from Nassau Intl Airport to Chicago Midway Airport are updated daily.

  • How old do you have to be to fly from Nassau Intl Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Nassau Intl Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Nassau to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Nassau.

Can I find flights from Nassau to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Nassau on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Nassau to Chicago?

Once you have performed a search for Nassau to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Nassau to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Nassau and alert you when they change.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 5/28
Thu 6/4
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago