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$227+ Cheap flights from Nassau (NAS) to Chicago (CHI)

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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
NAS — CHI
Nov 20 — Nov 271
Thu 11/20
Thu 11/27
1 adult, Economy
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Cheap flight deals from Nassau to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Nassau (NAS) to Chicago (CHI). 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 October 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$344
(Delta)

One-way from

$227
(Air Canada)

Popular in

May

Cheapest in

April

Average price

$502

Good round-trip deal

$313 or less

Good one-way deal

$341 or less
Provider with most accurate pricing for Nassau Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Nassau Intl-Chicago (CHI) flights.
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From Nassau Intl to Chicago (CHI)
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One-way flight from Nassau Intl to Chicago (CHI)
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Highest demand for flights based on searches. 6% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Nassau Intl to Chicago (CHI).
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Price to beat on a one-way flight from Nassau Intl to Chicago (CHI).
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Find flight deals from Nassau to Chicago

Cheapest flights from Nassau to Chicago
Explore the most affordable flight options available from Nassau to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 21, 2025.

This Delta deal was found by Cheapflights users on 10/21. 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 11/2112:54 pmNAS - MDW
2 stops11h 46mDelta
Tue 11/256:00 amMDW - NAS
1 stop4h 54mDelta
Deal found 10/21$344
This Delta deal was found by Cheapflights users on 10/21. 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 11/2112:54 pmNAS - ORD
2 stops12h 08mDelta
Tue 11/255:23 amORD - NAS
1 stop7h 07mDelta
Deal found 10/21$344
This Delta deal was found by Cheapflights users on 10/19. 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 11/63:15 pmNAS - MDW
1 stop7h 59mDelta
Mon 11/106:00 amMDW - NAS
1 stop8h 26mDelta
Deal found 10/19$346
This Delta deal was found by Cheapflights users on 10/21. 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 11/63:15 pmNAS - ORD
1 stop9h 43mDelta
Sun 11/95:23 amORD - NAS
1 stop5h 31mDelta
Deal found 10/21$346
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Thu 12/1112:07 pmNAS - ORD
1 stop8h 28mAmerican Airlines
Wed 12/179:45 amORD - NAS
1 stop9h 27mAmerican Airlines
Deal found 10/20$353
This American Airlines deal was found by Cheapflights users on 10/18. 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.
Mon 11/36:27 pmNAS - ORD
1 stop7h 10mAmerican Airlines
Fri 11/75:00 amORD - NAS
1 stop7h 46mAmerican Airlines
Deal found 10/18$355
This Delta deal was found by Cheapflights users on 10/20. 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 10/313:15 pmNAS - MDW
2 stops18h 25mDelta
Sun 11/210:40 amMDW - NAS
2 stops23h 52mDelta
Deal found 10/20$406
This Delta deal was found by Cheapflights users on 10/20. 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 10/313:15 pmNAS - ORD
1 stop9h 44mDelta
Sun 11/21:25 pmORD - NAS
2 stops21h 07mDelta
Deal found 10/20$406
This Delta deal was found by Cheapflights users on 10/19. 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 11/61:03 pmNAS - MDW
2 stops10h 11mDelta
Sun 11/96:00 amMDW - NAS
1 stop8h 26mDelta
Deal found 10/19$407
This Air Canada deal was found by Cheapflights users on 10/18. 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 11/31:35 pmNAS - ORD
1 stop22h 43mAir Canada
Fri 11/78:15 pmORD - NAS
2 stops15h 15mAir Canada
Deal found 10/18$409
This Gotogate deal was found by Cheapflights users on 10/20. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/81:50 pmNAS - ORD
2 stops22h 28mAir Canada
Sat 11/153:55 pmORD - NAS
2 stops43h 35mAir Canada
Deal found 10/20$410
This Delta deal was found by Cheapflights users on 10/20. 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 11/84:50 pmNAS - ORD
1 stop8h 08mDelta
Sat 11/156:33 pmORD - NAS
1 stop15h 55mDelta
Deal found 10/20$413

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated October 21, 2025.
Use the filters below to find and compare flights from Nassau to Chicago that are best for you.

Fly from

Nassau

Fly to

Chicago

Route

Depart

Return

Price

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 11/21

12:54 pm-11:40 pm

2 stops11h 46m

Chicago Midway

Tue 11/25

6:00 am-3:26 pm

1 stop8h 26m

$344

NassauChicago

NAS - ORD

NASORD

Nassau Intl

Fri 11/21

1:19 pm-12:02 am

1 stop11h 43m

Chicago O'Hare Intl

Tue 11/25

5:23 am-3:26 pm

1 stop9h 03m

$344

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Thu 11/6

3:15 pm-10:14 pm

1 stop7h 59m

Chicago Midway

Sun 11/9

6:00 am-3:26 pm

1 stop8h 26m

$346

NassauChicago

NAS - ORD

NASORD

Nassau Intl

Thu 11/6

3:15 pm-11:58 pm

1 stop9h 43m

Chicago O'Hare Intl

Sun 11/9

5:23 am-11:54 am

1 stop5h 31m

$346

NassauChicago

NAS - ORD

NASORD

Nassau Intl

Thu 11/6

3:15 pm-11:58 pm

1 stop9h 43m

Chicago O'Hare Intl

Mon 11/10

5:23 am-11:54 am

1 stop5h 31m

$346

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 10/31

1:16 pm-10:14 pm

1 stop9h 58m

Chicago Midway

Sun 11/2

10:40 am-11:32 am

2 stops23h 52m

$406

NassauChicago

NAS - ORD

NASORD

Nassau Intl

Thu 12/18

1:35 pm-2:55 pm

1 stop26h 20m

$247

NassauChicago

NAS - ORD

NASORD

Nassau Intl

Sat 12/20

1:35 pm-11:18 am

1 stop22h 43m

$247

NassauChicago

NAS - ORD

NASORD

Nassau Intl

Sat 11/15

1:50 pm-8:52 pm

1 stop8h 02m

$256

NassauChicago

NAS - ORD

NASORD

Nassau Intl

Fri 1/23

1:40 pm-7:45 pm

1 stop7h 05m

$263

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/19

Showing 1-10 of 22 results
1
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Compare providers for flights from Nassau to Chicago

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 Nassau to Chicago in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 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 Nassau-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Nassau-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Nassau-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Nassau-Chicago 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 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 Chicago

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

Cheapflights Insights

Everything you need to know about your flight from Nassau to Chicago
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated October 21, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Nassau to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,978 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Overall

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!
Delta
7.9
Good
7,978 reviews
Delta
7.9
Good
7,978 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Overall

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!
United Airlines
7.4
Good
8,991 reviews
Delta
7.9
Good
7,978 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Overall

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!
American Airlines
7.2
Good
11,023 reviews
Delta
7.9
Good
7,978 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Overall

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!

Related info for your journey

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

    If you book a flight to Chicago from Nassau, you will be flying from Intl, which is the city’s only airport. Nassau Intl (NAS) is located 7.0 mi from the center of Nassau. There are 0 flights from Intl to Chicago per day from 2 different airlines.

  • How long is the flight from Nassau to Chicago?

    There are many flights that can get you from Nassau to Chicago in 11h 46m. Fly via Delta to get the fastest option. Airlines will cover a distance of 1297 mi.

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

    Flying on American Airlines is currently your cheapest option to Chicago, with prices starting at $458. Another option worth looking into is United Airlines, starting at $483 round trip. American Airlines is currently priced 16% below the average price you’ll pay for this route.

  • What are the cheapest flights from Nassau to Chicago?

    While on average a flight from Nassau to Chicago is generally $2,333, our data shows the cheapest flight currently is $313. When looking at the most popular route, (Nassau Intl - Chicago O'Hare Intl), you can expect to pay $344 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Nassau to Chicago 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?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Porter
Benton Harbor

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Alternative routes for Nassau to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Nassau to O'Hare Intl flights
Nassau to Midway flights
Nassau to St. Louis flights

Top 2 airlines flying from Nassau to Chicago

Discover the top 2 airlines that operate flights from Nassau to Chicago. 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 October 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$458Average$544FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$483Average$550FlexibilityNo cancel feeOn-time69%

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