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$267+ 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
NAS — CHI
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
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 agosto 14, 2025.

Round-trip from

$446
(Priceline)

One-way from

$267
(Kiwi.com)

Popular in

May

Cheapest in

April

Average price

$555

Good round-trip deal

$346 or less

Good one-way deal

$341 or less
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. 5% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in August 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 agosto 14, 2025.

This Priceline deal was found by Cheapflights users on 8/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/251:50 pmNAS - ORD
1 stop20h 23mAir Canada
dom. 11/308:15 pmORD - NAS
2 stops15h 15mAir Canada
Deal found 8/12$446
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/237:45 amNAS - ORD
1 stop26h 33mMultiple Airlines
sáb. 9/2710:27 amORD - NAS
1 stop9h 18mMultiple Airlines
Deal found 8/12$447
This Mytrip deal was found by Cheapflights users on 8/13. 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.
vie. 10/175:30 pmNAS - ORD
1 stop15h 48mMultiple Airlines
dom. 10/1911:52 amORD - NAS
1 stop7h 38mMultiple Airlines
Deal found 8/13$464
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/251:10 pmNAS - MDW
1 stop8h 25mSouthwest
dom. 11/305:25 amMDW - NAS
1 stop5h 50mSouthwest
Deal found 8/12$501
This American Airlines deal was found by Cheapflights users on 8/14. 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.
mié. 12/241:45 pmNAS - ORD
Nonstop3h 56mAmerican Airlines
sáb. 1/36:55 pmORD - NAS
1 stop13h 35mAmerican Airlines
Deal found 8/14$505
This Southwest deal was found by Cheapflights users on 8/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/192:10 pmNAS - MDW
1 stop7h 30mSouthwest
dom. 10/266:25 amMDW - NAS
1 stop5h 50mSouthwest
Deal found 8/13$518
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/277:45 amNAS - ORD
2 stops10h 00mMultiple Airlines
sáb. 10/410:27 amORD - NAS
1 stop9h 18mMultiple Airlines
Deal found 8/12$529
This Delta deal was found by Cheapflights users on 8/14. 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.
mié. 12/248:15 amNAS - ORD
2 stops9h 24mDelta
sáb. 1/310:30 amORD - NAS
2 stops10h 17mDelta
Deal found 8/14$531
This Southwest deal was found by Cheapflights users on 8/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/172:10 pmNAS - MDW
2 stops7h 30mSouthwest
dom. 10/197:25 amMDW - NAS
1 stop4h 50mSouthwest
Deal found 8/13$535
This Delta deal was found by Cheapflights users on 8/12. 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.
sáb. 9/271:15 pmNAS - MDW
1 stop8h 55mDelta
sáb. 10/46:00 amMDW - NAS
1 stop6h 49mDelta
Deal found 8/12$556
This Delta deal was found by Cheapflights users on 8/13. 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.
jue. 8/141:13 pmNAS - MDW
1 stop5h 34mDelta
jue. 8/216:04 amMDW - NAS
1 stop4h 44mDelta
Deal found 8/13$866
This Delta deal was found by Cheapflights users on 8/14. 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.
mar. 8/191:13 pmNAS - MDW
1 stop5h 34mDelta
dom. 8/246:04 amMDW - NAS
1 stop4h 44mDelta
Deal found 8/14$1,055

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 agosto 14, 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 - ORD

NASORD

Nassau Intl

mar. 11/25

1:50 pm-9:13 am

1 stop20h 23m

Chicago O'Hare Intl

dom. 11/30

8:15 pm-12:55 pm

1 stop15h 40m

$446

NassauChicago

NAS - ORD

NASORD

Nassau Intl

sáb. 9/27

5:30 pm-9:18 am

1 stop16h 48m

Chicago O'Hare Intl

sáb. 10/4

10:27 am-8:45 pm

1 stop9h 18m

$447

NassauChicago

NAS - ORD

NASORD

Nassau Intl

dom. 10/19

5:30 pm-9:22 am

1 stop16h 52m

Chicago O'Hare Intl

dom. 10/26

10:27 am-8:45 pm

1 stop9h 18m

$447

NassauChicago

NAS - ORD

NASORD

Nassau Intl

mar. 9/23

7:45 am-9:18 am

1 stop26h 33m

Chicago O'Hare Intl

sáb. 9/27

10:27 am-8:45 pm

1 stop9h 18m

$447

NassauChicago

NAS - ORD

NASORD

Nassau Intl

mar. 2/10

1:35 pm-2:55 pm

1 stop26h 20m

Chicago O'Hare Intl

dom. 2/15

12:50 pm-12:30 pm

1 stop22h 40m

$460

NassauChicago

NAS - ORD

NASORD

Nassau Intl

lun. 1/19

1:35 pm-2:55 pm

1 stop26h 20m

Chicago O'Hare Intl

lun. 1/26

12:50 pm-12:30 pm

1 stop22h 40m

$460

NassauChicago

NAS - ORD

NASORD

Nassau Intl

vie. 10/17

5:30 pm-8:18 am

1 stop15h 48m

Chicago O'Hare Intl

dom. 10/19

11:52 am-8:30 pm

1 stop7h 38m

$464

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

mar. 11/25

1:10 pm-8:35 pm

1 stop8h 25m

Chicago Midway

dom. 11/30

5:25 am-12:15 pm

1 stop5h 50m

$501

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

dom. 10/19

2:10 pm-8:40 pm

1 stop7h 30m

Chicago Midway

dom. 10/26

6:25 am-1:15 pm

1 stop5h 50m

$518

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

vie. 10/17

2:10 pm-8:40 pm

2 stops7h 30m

Chicago Midway

dom. 10/19

7:25 am-1:15 pm

1 stop4h 50m

$535

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 28 results
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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

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

Find hourly flight availability from Nassau to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated agosto 14, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 12% on flights from Nassau to Chicago by exploring options for tickets in the afternoon.

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 agosto 14, 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
8.0
Very good
7,980 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Overall

8.0

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Overall

8.0

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
United Airlines
7.4
Good
8,916 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Overall

8.0

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Overall

8.0

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

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.

  • 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 $463. Another option worth looking into is United Airlines, starting at $483 round trip. American Airlines is currently priced 17% 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 $2,326, our data shows the cheapest flight currently is $205. When looking at the most popular route, (Nassau Intl - Chicago O'Hare Intl), you can expect to pay $447 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.

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

    Currently, August is the cheapest month in which you can book a flight from Nassau to Chicago (average of $245). Flying from Nassau to Chicago in March is currently the most expensive (average of $321). 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

Traveling to a place near Chicago?

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

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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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$463Average$556FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$483Average$550FlexibilityNo cancel feeOn-time69%

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