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$123+ Cheap flights from Chicago (CHI) to Nassau (NAS)

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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — NAS
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Nassau Intl are usually found in October or September, booked 73 days in advance, depart on a Monday or Wednesday and return on a Wednesday

Find flight deals from Chicago to Nassau

Cheapest flights from Chicago to Nassau
Explore the most affordable flight options available from Chicago to Nassau. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This Air Canada deal was found by Cheapflights users on 11/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/178:00 amORD - NAS
1 stop11h 10mAir Canada
Mon 12/229:10 pmNAS - ORD
2 stops15h 08mAir Canada
Deal found 11/2$375
This Air Canada deal was found by Cheapflights users on 11/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/108:15 pmORD - NAS
1 stop15h 40mAir Canada
Mon 11/171:35 pmNAS - ORD
1 stop26h 20mAir Canada
Deal found 11/2$379
This Air Canada deal was found by Cheapflights users on 11/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/97:05 amORD - NAS
1 stop28h 25mAir Canada
Mon 11/171:35 pmNAS - ORD
2 stops24h 16mAir Canada
Deal found 11/2$382
This American Airlines deal was found by Cheapflights users on 11/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/168:10 amORD - NAS
1 stop11h 02mAmerican Airlines
Mon 12/222:00 pmNAS - ORD
Nonstop3h 59mAmerican Airlines
Deal found 11/1$383
This Delta deal was found by Cheapflights users on 11/1. 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 11/286:00 amMDW - NAS
1 stop8h 26mDelta
Tue 12/22:55 pmNAS - MDW
1 stop9h 52mDelta
Deal found 11/1$387
This Mytrip deal was found by Cheapflights users on 11/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/183:55 pmORD - NAS
1 stop20h 00mAir Canada
Sat 11/221:35 pmNAS - ORD
1 stop26h 20mAir Canada
Deal found 11/2$387
This Air Canada deal was found by Cheapflights users on 11/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/912:50 pmORD - NAS
1 stop22h 40mAir Canada
Tue 11/181:50 pmNAS - ORD
1 stop9h 15mAir Canada
Deal found 11/2$389
This Delta deal was found by Cheapflights users on 11/2. 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.
Sat 11/296:00 amMDW - NAS
1 stop6h 30mDelta
Wed 12/31:06 pmNAS - MDW
2 stops11h 41mDelta
Deal found 11/2$391
This Delta deal was found by Cheapflights users on 11/3. 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 11/276:45 amORD - NAS
2 stops7h 41mDelta
Tue 12/22:55 pmNAS - ORD
1 stop8h 48mDelta
Deal found 11/3$391
This Air Canada deal was found by Cheapflights users on 11/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/106:05 pmORD - NAS
2 stops17h 50mAir Canada
Tue 11/181:50 pmNAS - ORD
2 stops19h 10mAir Canada
Deal found 11/2$395
This American Airlines deal was found by Cheapflights users on 11/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/297:11 amORD - NAS
1 stop5h 44mAmerican Airlines
Sat 12/611:09 amNAS - ORD
2 stops7h 49mAmerican Airlines
Deal found 11/2$397
This Air Canada deal was found by Cheapflights users on 11/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/143:35 pmORD - NAS
1 stop19h 55mAir Canada
Mon 11/171:35 pmNAS - ORD
1 stop26h 20mAir Canada
Deal found 11/1$402

Cheap flight deals from Chicago to Nassau

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Nassau (NAS). 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 November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$366
(American Airlines)

One-way from

$123
(Southwest)

Popular in

March

Cheapest in

October

Average price

$694

Good round-trip deal

$413 or less

Good one-way deal

$239 or less
Provider with most accurate pricing for Chicago (CHI)-Nassau Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Nassau Intl flights.
Search Deals
From Chicago (CHI) to Nassau Intl
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One-way flight from Chicago (CHI) to Nassau Intl
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Nassau Intl.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Nassau Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Nassau 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 November 3, 2025.
Use the filters below to find and compare flights from Chicago to Nassau that are best for you.

Fly from

Chicago

Fly to

Nassau

Route

Depart

Return

Price

ChicagoNassau

MDW - NAS

MDWNAS

Chicago Midway

Fri 11/28

6:00 am-3:26 pm

1 stop8h 26m

Nassau Intl

Tue 12/2

2:55 pm-11:47 pm

1 stop9h 52m

$387

ChicagoNassau

MDW - NAS

MDWNAS

Chicago Midway

Thu 12/18

6:00 am-3:43 pm

1 stop8h 43m

Nassau Intl

Thu 12/25

2:27 pm-10:22 pm

1 stop8h 55m

$387

ChicagoNassau

MDW - NAS

MDWNAS

Chicago Midway

Sat 11/29

6:00 am-11:54 am

1 stop4h 54m

Nassau Intl

Wed 12/3

2:55 pm-11:47 pm

1 stop9h 52m

$387

ChicagoNassau

MDW - NAS

MDWNAS

Chicago Midway

Sun 1/18

6:45 am-5:00 pm

1 stop9h 15m

Nassau Intl

Sun 1/25

2:56 pm-10:26 pm

1 stop8h 30m

$389

ChicagoNassau

MDW - NAS

MDWNAS

Chicago Midway

Sun 11/9

5:50 am-12:15 pm

1 stop5h 25m

Nassau Intl

Thu 11/13

1:10 pm-6:55 pm

1 stop6h 45m

$415

ChicagoNassau

ORD - NAS

ORDNAS

Chicago O'Hare Intl

Wed 2/25

2:22 pm-10:29 am

1 stop19h 07m

Nassau Intl

Thu 3/5

11:30 am-12:04 am

1 stop13h 34m

$424

ChicagoNassau

MDW - NAS

MDWNAS

Chicago Midway

Wed 12/31

6:00 am-9:44 pm

1 stop14h 44m

Nassau Intl

Fri 1/9

6:27 pm-12:48 pm

2 stops19h 21m

$433

ChicagoNassau

MDW - NAS

MDWNAS

Chicago Midway

Wed 12/17

6:00 am-11:54 am

1 stop4h 54m

Nassau Intl

Mon 12/22

4:28 pm-10:22 pm

1 stop6h 54m

$434

ChicagoNassau

MDW - NAS

MDWNAS

Chicago Midway

Thu 11/27

6:00 am-11:54 am

1 stop4h 54m

Nassau Intl

Mon 12/1

1:19 pm-11:40 pm

1 stop11h 21m

$434

ChicagoNassau

MDW - NAS

MDWNAS

Chicago Midway

Thu 12/25

6:00 am-1:02 pm

1 stop6h 02m

Nassau Intl

Thu 1/1

8:10 am-2:44 pm

1 stop7h 34m

$434

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 35 results
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Compare providers for flights from Chicago to Nassau

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Nassau in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Nassau flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Nassau flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Nassau flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Nassau flights, Cheapflights users trust eDreams the most. eDreams 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 Chicago-Nassau 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 Chicago to Nassau

Have a flexible travel schedule? Discover the best time to fly to Nassau from Chicago 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Nassau

How far ahead should I book a flight from Chicago to Nassau?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Nassau. Price data was last updated on October 31, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Nassau, you should look to book at least 73 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Nassau?

Currently, November is the cheapest month in which you can book a flight from Chicago to Nassau (average of $369). Flying from Chicago to Nassau in June is currently the most expensive (average of $504). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to NAS?

Find hourly flight availability from Chicago to Nassau. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

It’s optimal to fly from Chicago to Nassau in the evening. By choosing this option you can save up to 20% on the cost of your flight, compared to a flight at noon.

How much does it cost to fly round-trip from Chicago to Nassau?

What’s the top layover airport for flights from Chicago to Nassau?

Share of 1-stop round-trip flights from Chicago to Nassau chosen by Cheapflights users in the past 12 months, using the same layover each way.

Orlando (MCO) – chosen by Cheapflights users on 71% of 1-stop itineraries from Chicago to Nassau on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Nassau?

Average round-trip fare for 1-stop flights from Chicago to Nassau, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Newark (EWR) is the most affordable 1-stop option, with an average round-trip price of $565.

What’s the fastest layover option from Chicago to Nassau?

Shortest average travel time for 1-stop one-way flights from Chicago to Nassau, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Orlando (MCO) have the shortest average one-way travel time for 1-stop routes: 5h 30m.

Which airport typically offers the quickest layover for flights from Chicago to Nassau?

Average layover duration for 1-stop one-way flights from Chicago to Nassau, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Orlando (MCO) offer the fastest connection on this route, with an average layover time of 1h 13m.

Reviews of airlines servicing Nassau

Get insights into the airlines that provide service to Nassau. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Nassau. Reviews last updated November 3, 2025.
Read through reviews of airlines operating flights from Chicago to Nassau, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,002 reviews
Southwest
8.0
Very good
4,238 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,997 reviews
Southwest
8.0
Very good
4,238 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,038 reviews
Southwest
8.0
Very good
4,238 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Chicago to Nassau. 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 into for flights to Nassau from Chicago?

    Most people fly into Nassau Intl (NAS) if they book a flight to Nassau from Chicago. On average, Intl has 0 inbound flights from Chicago per day from 5 airlines. Nassau Intl is conveniently located just 7.0 mi from Nassau’s city center.

  • How long is the flight from Chicago to Nassau?

    Airlines like Delta, Copa Airlines, and United Airlines fly from Chicago to Nassau in about 6h 48m. The time it takes to get you to your destination can typically vary by up to 12h 19m. The distance from Chicago to Nassau is about 1312 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago to Nassau round-trip?

    Flying on Delta is currently your cheapest option to Nassau, with prices starting at $382. Additional round-trip tickets that might be worth considering are offered by American Airlines and United Airlines, with the lowest prices starting at $452 and $452, respectively. Delta is priced at 37% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Chicago to Nassau one-way?

    The cheapest airlines for a one-way flight from Chicago to Nassau are Southwest ($123), Air Canada ($135), and Frontier ($139).

  • What are the cheapest flights from Chicago to Nassau?

    While on average a flight from Chicago to Nassau is generally $456, our data shows the cheapest flight currently is $239. When looking at the most popular route, (Chicago O'Hare Intl - Nassau Intl), you can expect to pay $338 for that flight.

  • Can I find deals for flights from Chicago to Nassau that include hotel bookings?

    Yes. In addition to deals on Chicago to Nassau flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Nassau?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Nassau.

  • Can I find deals for business class flights from Chicago to Nassau?

    Yes. Cheapflights offers flight deals from Chicago to Nassau by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Nassau?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Nassau (average of $369). Flying from Chicago to Nassau in June is currently the most expensive (average of $504). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 5 airlines flying from Chicago to Nassau

Discover the top 5 airlines that operate flights from Chicago to Nassau. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$382Average$637FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$452Average$636FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$452Average$649FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$533Average$583FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$554Average$644FlexibilityNo cancel feeOn-time63%

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