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$257+ 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
NAS — CHI
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$441
(Kiwi.com)

One-way from

$257
(Kiwi.com)

Popular in

September

Cheapest in

May

Average price

$266

Good round-trip deal

$377 or less

Good one-way deal

$331 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. 9% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Thu 7/38:30 amNAS - ORD
1 stop25h 23mMultiple Airlines
Tue 7/81:43 pmORD - NAS
1 stop5h 57mMultiple Airlines
Deal found 4/30$441
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/155:00 pmNAS - ORD
1 stop27h 48mUnited Airlines
Tue 8/196:00 amORD - NAS
1 stop6h 31mUnited Airlines
Deal found 4/30$496
This Delta deal was found by Cheapflights users on 4/28. 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 7/31:17 pmNAS - MDW
1 stop9h 28mDelta
Tue 7/86:00 amMDW - NAS
1 stop4h 48mDelta
Deal found 4/28$506
This Delta deal was found by Cheapflights users on 4/30. 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.
Wed 7/165:17 pmNAS - ORD
1 stop7h 52mDelta
Mon 7/285:35 amORD - NAS
1 stop9h 17mDelta
Deal found 4/30$506
This Air Canada deal was found by Cheapflights users on 4/30. 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 7/166:30 pmNAS - ORD
2 stops16h 16mAir Canada
Mon 7/2810:00 amORD - NAS
1 stop6h 30mAir Canada
Deal found 4/30$549
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Fri 6/612:00 pmNAS - MDW
1 stop9h 17mMultiple Airlines
Mon 6/99:12 pmMDW - NAS
1 stop18h 13mMultiple Airlines
Deal found 4/30$581
This Southwest deal was found by Cheapflights users on 4/30. 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.
Fri 6/62:10 pmNAS - MDW
2 stops8h 15mSouthwest
Mon 6/910:00 pmMDW - NAS
2 stops14h 15mSouthwest
Deal found 4/30$647
This WestJet deal was found by Cheapflights users on 4/30. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1411:15 amNAS - MDW
2 stops26h 51mWestJet
Sat 6/2112:44 pmMDW - NAS
2 stops20h 39mWestJet
Deal found 4/30$3,061

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 May 1, 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

Thu 7/3

8:30 am-8:53 am

1 stop25h 23m

Chicago O'Hare Intl

Tue 7/8

1:43 pm-8:40 pm

1 stop5h 57m

$441

NassauChicago

NAS - ORD

NASORD

Nassau Intl

Fri 8/15

5:00 pm-7:48 pm

1 stop27h 48m

Chicago O'Hare Intl

Tue 8/19

6:00 am-1:31 pm

1 stop6h 31m

$496

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Thu 7/3

1:17 pm-9:45 pm

1 stop9h 28m

Chicago Midway

Tue 7/8

6:00 am-11:48 am

1 stop4h 48m

$506

NassauChicago

NAS - ORD

NASORD

Nassau Intl

Wed 7/16

5:17 pm-12:09 am

1 stop7h 52m

Chicago O'Hare Intl

Mon 7/28

5:35 am-3:52 pm

1 stop9h 17m

$506

NassauChicago

NAS - ORD

NASORD

Nassau Intl

Wed 7/16

6:30 pm-9:46 am

2 stops16h 16m

Chicago O'Hare Intl

Mon 7/28

10:00 am-5:30 pm

1 stop6h 30m

$549

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 6/6

12:00 pm-8:17 pm

1 stop9h 17m

Chicago Midway

Mon 6/9

9:12 pm-4:25 pm

1 stop18h 13m

$581

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 6/6

2:10 pm-9:25 pm

2 stops8h 15m

Chicago Midway

Mon 6/9

10:00 pm-1:15 pm

2 stops14h 15m

$647

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sat 6/14

11:15 am-1:06 pm

2 stops26h 51m

Chicago Midway

Sat 6/21

12:44 pm-10:23 am

2 stops20h 39m

$3,061

NassauChicago

NAS - ORD

NASORD

Nassau Intl

Thu 5/29

7:45 am-4:03 pm

1 stop9h 18m

$257

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Thu 6/26

11:15 am-8:45 am

1 stop22h 30m

$287

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 18 results
1
2

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 May.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*2 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 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 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

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 May 1, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 11% on flights from Nassau to Chicago by exploring options for tickets in the afternoon.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 May 1, 2025.
Alaska Airlines
8.0
Very good
9,968 reviews

Food

7.1

Boarding

8.2

Crew

8.5

Entertainment

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,968 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Food

7.1

Boarding

8.2

Crew

8.5

Entertainment

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,294 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Food

7.1

Boarding

8.2

Crew

8.5

Entertainment

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Food

7.1

Boarding

8.2

Crew

8.5

Entertainment

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Food

7.1

Boarding

8.2

Crew

8.5

Entertainment

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,922 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Food

7.1

Boarding

8.2

Crew

8.5

Entertainment

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 United Airlines is currently your cheapest option to Chicago, with prices starting at $496. Additional round-trip tickets that might be worth considering are offered by Delta and Air Canada, with the lowest prices starting at $506 and $549, respectively. United Airlines is currently priced 4% below the average price you’ll pay for this route.

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

    The cheapest airline one-way is Air Canada, with whom users have recently found tickets for as low as $316. However, be on the lookout for offers from JetBlue and Southwest, as they are both options that can get you from Nassau to Chicago for a low price.

  • What are the most reliable airlines from Nassau to Chicago?

    Before booking your flight to Chicago from Nassau, check out the most reliable airlines to get you to your destination on time: United Airlines (55%), American Airlines (51%), Qatar Airways( 51%).

  • What are the cheapest flights from Nassau to Chicago?

    While on average a flight from Nassau to Chicago is generally $2,367, our data shows the cheapest flight currently is $221. When looking at the most popular route, (Nassau Intl - Chicago O'Hare Intl), you can expect to pay $450 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 Nassau?

Book flights to Nassau if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$351Average$523FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$483Average$663FlexibilityNo cancel feeOn-time69%

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