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Cheap flights from Nassau to Chicago from $236

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 4/16. 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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0 bags

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Find the cheapest flights from Nassau to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
6:30 pm - 9:05 am
NAS
-
ORD
15h 35m
1 stop
Air Canada Logo
9:55 am - 5:30 pm
ORD
-
NAS
6h 35m
1 stop
$360Air Canada
Fri, Jun 5 - Mon, Jun 8
Air Canada Logo
6:30 pm - 10:18 am
NAS
-
ORD
16h 48m
2 stops
Air Canada Logo
9:55 am - 5:30 pm
ORD
-
NAS
6h 35m
1 stop
$363Air Canada
Fri, Jun 5 - Mon, Jun 8
Air Canada Logo
9:10 pm - 9:10 am
NAS
-
ORD
13h 00m
1 stop
Air Canada Logo
6:40 pm - 12:55 pm
ORD
-
NAS
17h 15m
1 stop
$365Air Canada
Wed, Apr 1 - Tue, Apr 7
Delta Logo
5:20 pm - 9:45 pm
NAS
-
MDW
5h 25m
1 stop
Delta Logo
6:00 am - 1:43 pm
MDW
-
NAS
6h 43m
1 stop
$497Delta
Fri, Jul 10 - Wed, Jul 15
Delta Logo
6:10 pm - 10:31 pm
NAS
-
MDW
5h 21m
1 stop
Delta Logo
10:45 am - 4:45 pm
MDW
-
NAS
5h 00m
1 stop
$505Delta
Wed, Apr 1 - Tue, Apr 7
Southwest Logo
8:45 am - 1:45 pm
NAS
-
MDW
6h 00m
1 stop
Southwest Logo
7:45 am - 6:30 pm
MDW
-
NAS
9h 45m
1 stop
$506Southwest
Tue, Apr 7 - Tue, Apr 14
Southwest Logo
8:45 am - 1:45 pm
NAS
-
MDW
6h 00m
1 stop
Southwest Logo
8:05 am - 6:30 pm
MDW
-
NAS
9h 25m
2 stops
$510Southwest
Tue, Apr 7 - Tue, Apr 14
Delta Logo
1:13 pm - 10:28 pm
NAS
-
MDW
10h 15m
1 stop
Delta Logo
6:00 am - 11:48 am
MDW
-
NAS
4h 48m
1 stop
$522Delta
Mon, Apr 27 - Tue, May 5
Delta Logo
5:20 pm - 9:45 pm
NAS
-
MDW
5h 25m
1 stop
Delta Logo
6:00 am - 3:54 pm
MDW
-
NAS
8h 54m
1 stop
$527Delta
Fri, Jul 10 - Wed, Jul 15
Southwest Logo
2:10 pm - 10:15 pm
NAS
-
MDW
9h 05m
2 stops
Southwest Logo
8:05 am - 6:30 pm
MDW
-
NAS
9h 25m
2 stops
$530Southwest
Tue, Apr 7 - Tue, Apr 14

Air Canada flights from Nassau to Chicago

Our best Air Canada deals on Nassau to Chicago flight tickets
Air Canada
Jun 5
NAS6:30 pmNassau Intl
15h 35m
1 stop
ORD9:05 amChicago O'Hare Intl
Jun 8
ORD9:55 amChicago O'Hare Intl
6h 35m
1 stop
NAS5:30 pmNassau Intl
$360
Air Canada
Jun 5
NAS6:30 pmNassau Intl
16h 48m
2 stops
ORD10:18 amChicago O'Hare Intl
Jun 8
ORD9:55 amChicago O'Hare Intl
6h 35m
1 stop
NAS5:30 pmNassau Intl
$363
Air Canada
Apr 1
NAS1:50 pmNassau Intl
20h 20m
1 stop
ORD9:10 amChicago O'Hare Intl
Apr 7
ORD7:55 amChicago O'Hare Intl
11h 10m
1 stop
NAS8:05 pmNassau Intl
$365

Delta flights from Nassau to Chicago

Our best Delta deals on Nassau to Chicago flight tickets
Delta
Jul 10
NAS5:20 pmNassau Intl
7h 35m
1 stop
ORD11:55 pmChicago O'Hare Intl
Jul 15
ORD9:30 amChicago O'Hare Intl
5h 24m
1 stop
NAS3:54 pmNassau Intl
$497
Delta
Apr 1
NAS6:10 pmNassau Intl
5h 21m
1 stop
MDW10:31 pmChicago Midway
Apr 7
MDW10:45 amChicago Midway
5h 00m
1 stop
NAS4:45 pmNassau Intl
$505
Delta
Jul 10
NAS5:20 pmNassau Intl
7h 35m
1 stop
ORD11:55 pmChicago O'Hare Intl
Jul 18
ORD7:10 amChicago O'Hare Intl
7h 44m
2 stops
NAS3:54 pmNassau Intl
$522

momondo Fare Finder

 
Customize your flight search to find flights from Nassau to Chicago 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 February 22, 2026.
Use the filters below to find and compare flights from Nassau to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

NassauChicago

NAS - ORD

NASORD

Nassau Intl

Fri 6/5

6:30 pm-9:05 am

1 stop15h 35m

Chicago O'Hare Intl

Mon 6/8

9:55 am-5:30 pm

1 stop6h 35m

$360

NassauChicago

NAS - ORD

NASORD

Nassau Intl

Fri 6/5

6:30 pm-10:18 am

2 stops16h 48m

Chicago O'Hare Intl

Mon 6/8

9:55 am-5:30 pm

1 stop6h 35m

$363

NassauChicago

NAS - ORD

NASORD

Nassau Intl

Wed 4/1

9:10 pm-9:10 am

1 stop13h 00m

Chicago O'Hare Intl

Tue 4/7

6:40 pm-12:55 pm

1 stop17h 15m

$365

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-1:43 pm

1 stop6h 43m

$497

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

$505

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Tue 4/7

8:45 am-1:45 pm

1 stop6h 00m

Chicago Midway

Tue 4/14

7:45 am-6:30 pm

1 stop9h 45m

$506

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Tue 4/7

8:45 am-1:45 pm

1 stop6h 00m

Chicago Midway

Tue 4/14

8:05 am-6:30 pm

2 stops9h 25m

$510

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

$522

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

$527

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Tue 4/7

2:10 pm-10:15 pm

2 stops9h 05m

Chicago Midway

Tue 4/14

8:05 am-6:30 pm

2 stops9h 25m

$530

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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

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 month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from Nassau, with most prices found around $347. If you’re not able to fly to Chicago in January, then April is your next best option. Flight prices from Nassau to Chicago during April average around $450.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $435. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Nassau to Chicago for around $675.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Nassau to Chicago during this time can be as low as $474. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $630.

What is the cheapest Nassau Intl to Chicago flight route?

Fly from Nassau Intl to Chicago O'Hare Intl for the best Nassau Intl - Chicago flight prices

What cabin class options are available on Nassau Intl to Chicago flights?

There are 3 cabin classes available to choose from on Nassau Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Nassau to Chicago flights?

You could potentially save up to 35% on your flight if you consider stops on a Nassau to Chicago flight.

How have Nassau to Chicago flight prices changed over time?

As of February 2026, prices for Nassau to Chicago flights are approximately 286% more expensive when compared to flights at the same time last year.

When to book flights from Nassau to Chicago

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

Cheap Nassau to Chicago (NAS to CHI) flight deals and tips

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

Best Price Found

$298

Fastest flight time

3h 43m

Direct flights

Mon, Wed, Thu, Fri, Sat and Sun

Airports in Chicago

3 airports
The best one-way flight to Chicago from Nassau in the past 72 hours is $298. The best round-trip flight deal from Nassau to Chicago found on momondo in the last 72 hours is $455.
The fastest flight from Nassau to Chicago takes 3h 43m
Direct flights go from Nassau to Chicago on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There are 3 airports in Chicago. From Nassau there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

  • How far is Nassau Intl to Chicago by plane?

    A flight from Nassau Intl to Chicago will travel around 1301.6 mi. In terms of flight time, this usually takes a little over 3h 43m.

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

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

  • How many operators does momondo search for flights from Nassau Intl Airport to Chicago?

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Nassau Intl Airport to Chicago.

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

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Nassau to Chicago?

  • What is the most popular airline from Nassau to Chicago?

Best airlines flying from Nassau to Chicago

Compare and see reviews for airlines that fly from Nassau to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $415Free CancellationRating
7.2
11,338 reviews
Search American Airlines flights
United AirlinesPriceFrom $435Free CancellationRating
7.4
9,341 reviews
Search United Airlines flights

  • United Airlines Flights From Nassau to Chicago

    Across 7 United Airlines flights from Nassau to Chicago this week, the average price was $550, with the best United Airlines deals starting from $435 round-trip. 9,341 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • American Airlines Flights From Nassau to Chicago

    $415 is the best American Airlines flight deal from Nassau to Chicago found on momondo over the last 72 hours. The average American Airlines ticket price found was closer to $549, however, with flight time and availability significantly affecting the price. American Airlines (7.2/10 from 11,338 user reviews) flies into Chicago from Nassau 6 times in an average week so prices can vary.

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
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Nassau to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

All flight searches from Nassau to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Chicago from Nassau. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport