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Cheap flights from Nassau to Chicago from $372

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 1/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Delta Logo
5:05 pm - 9:10 pmNAS-MDW
5h 05m1 stop
Delta Logo
6:00 am - 3:40 pmMDW-NAS
8h 40m1 stop
$556Delta
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Sat, Sep 13 - Sat, Sep 20
Delta Logo
1:13 pm - 5:47 pmNAS-MDW
5h 34m1 stop
Delta Logo
6:04 am - 11:48 amMDW-NAS
4h 44m1 stop
$681Delta
Find Deal
Tue, Aug 19 - Sun, Aug 24
Logo
11:15 am - 1:03 pmNAS-MDW
26h 48m3 stops
Logo
1:43 pm - 5:30 pmMDW-NAS
26h 47m3 stops
$2,052
Find Deal
Tue, Aug 19 - Sun, Aug 24
Logo
11:15 am - 1:03 pmNAS-MDW
26h 48m3 stops
Logo
7:17 pm - 5:30 pmMDW-NAS
21h 13m2 stops
$2,275
Find Deal
Tue, Aug 19 - Sun, Aug 24
WestJet Logo
11:15 am - 9:36 amNAS-MDW
47h 21m2 stops
WestJet Logo
12:43 pm - 10:23 amMDW-NAS
44h 40m2 stops
$3,930WestJet
Find Deal
Tue, Aug 19 - Sun, Aug 24
WestJet Logo
11:15 am - 9:36 amNAS-MDW
47h 21m2 stops
WestJet Logo
12:43 pm - 10:23 amMDW-NAS
44h 40m2 stops
$4,722WestJet
Find Deal
Tue, Aug 19 - Sun, Aug 24

Delta flights from Nassau to Chicago Midway Airport

Our best Delta deals on Nassau to Chicago Midway Airport flight tickets
Delta
Sep 13
NAS5:05 pmNassau Intl
5h 05m
1 stop
MDW9:10 pmChicago Midway
Sep 20
MDW6:00 amChicago Midway
8h 40m
1 stop
NAS3:40 pmNassau Intl
$556
Find similar
Delta
Aug 19
NAS1:13 pmNassau Intl
5h 34m
1 stop
MDW5:47 pmChicago Midway
Aug 24
MDW6:04 amChicago Midway
4h 44m
1 stop
NAS11:48 amNassau Intl
$681
Find similar

WestJet flights from Nassau to Chicago Midway Airport

Our best WestJet deals on Nassau to Chicago Midway Airport flight tickets
WestJet
Aug 19
NAS11:15 amNassau Intl
47h 21m
2 stops
MDW9:36 amChicago Midway
Aug 24
MDW12:43 pmChicago Midway
44h 40m
2 stops
NAS10:23 amNassau Intl
$3,930
Find similar
WestJet
Aug 19
NAS11:15 amNassau Intl
47h 21m
2 stops
MDW9:36 amChicago Midway
Aug 24
MDW12:43 pmChicago Midway
44h 40m
2 stops
NAS10:23 amNassau Intl
$4,722
Find similar

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 July 31, 2025.
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

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sat 9/13

5:05 pm-9:10 pm

1 stop5h 05m

Chicago Midway

Sat 9/20

6:00 am-3:40 pm

1 stop8h 40m

$556

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Tue 8/19

1:13 pm-5:47 pm

1 stop5h 34m

Chicago Midway

Sun 8/24

6:04 am-11:48 am

1 stop4h 44m

$681

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Tue 8/19

11:15 am-1:03 pm

3 stops26h 48m

Chicago Midway

Sun 8/24

1:43 pm-5:30 pm

3 stops26h 47m

$2,052

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Tue 8/19

11:15 am-1:03 pm

3 stops26h 48m

Chicago Midway

Sun 8/24

7:17 pm-5:30 pm

2 stops21h 13m

$2,275

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Tue 8/19

11:15 am-9:36 am

2 stops47h 21m

Chicago Midway

Sun 8/24

12:43 pm-10:23 am

2 stops44h 40m

$3,930

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Tue 8/19

11:15 am-9:36 am

2 stops47h 21m

Chicago Midway

Sun 8/24

12:43 pm-10:23 am

2 stops44h 40m

$4,722

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sat 1/17

1:25 pm-9:46 pm

1 stop9h 21m

$372

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Thu 8/14

3:05 pm-9:44 pm

1 stop7h 39m

$397

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sun 10/26

1:16 pm-10:14 pm

1 stop9h 58m

$417

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sat 1/17

2:20 pm-8:25 pm

2 stops7h 05m

$449

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
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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?

Delta, Southwest, and WestJet are the most popular carriers 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

Best Price Found

$372

Fastest flight time

5h 05m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Nassau in the past 72 hours is $372. The best round-trip flight deal from Nassau to Chicago Midway Airport found on momondo in the last 72 hours is $556.
The fastest flight from Nassau to Chicago Midway Airport takes 5h 05m
There are no direct flights from Nassau to Chicago Midway Airport. Popular non-direct route for this connection is Nassau Intl Airport - Chicago Midway Airport.
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  • 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 05m.

  • 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
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
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

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