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Cheap flights from Nassau to Chicago from $225

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 11/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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 - 9:00 amNAS  Nassau Intl-ORD Chicago O'Hare Intl
15h 30m1 stop Toronto Pearson Intl
Air Canada Logo
9:50 am - 5:30 pmORD  Chicago O'Hare Intl-NAS Nassau Intl
6h 40m1 stop Toronto Pearson Intl
$347Air Canada
Mon, Sep 21 - Fri, Sep 25
Air Canada Logo
2:20 pm - 7:44 amNAS  Nassau Intl-ORD Chicago O'Hare Intl
18h 24m2 stops Montreal Pierre Elliott Trudeau Intl Ottawa
Air Canada Logo
3:40 pm - 1:25 pmORD  Chicago O'Hare Intl-NAS Nassau Intl
20h 45m1 stop Montreal Pierre Elliott Trudeau Intl
$350Air Canada
Thu, Oct 8 - Wed, Oct 21
Air Canada Logo
6:30 pm - 10:15 amNAS  Nassau Intl-ORD Chicago O'Hare Intl
16h 45m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
9:50 am - 5:30 pmORD  Chicago O'Hare Intl-NAS Nassau Intl
6h 40m1 stop Toronto Pearson Intl
$351Air Canada
Mon, Sep 21 - Fri, Sep 25
Air Canada Logo
6:30 pm - 7:48 pmNAS  Nassau Intl-ORD Chicago O'Hare Intl
26h 18m1 stop Toronto Pearson Intl
Air Canada Logo
7:09 am - 5:30 pmORD  Chicago O'Hare Intl-NAS Nassau Intl
9h 21m1 stop Toronto Pearson Intl
$355Air Canada
Fri, Sep 25 - Sun, Sep 27
Air Canada Logo
6:30 pm - 7:48 pmNAS  Nassau Intl-ORD Chicago O'Hare Intl
26h 18m1 stop Toronto Pearson Intl
Air Canada Logo
7:09 am - 5:30 pmORD  Chicago O'Hare Intl-NAS Nassau Intl
9h 21m1 stop Toronto Pearson Intl
$355Air Canada
Sat, Oct 3 - Mon, Oct 5
Air Canada Logo
2:20 pm - 7:44 amNAS  Nassau Intl-ORD Chicago O'Hare Intl
18h 24m2 stops Montreal Pierre Elliott Trudeau Intl Ottawa
Air Canada Logo
8:40 pm - 1:25 pmORD  Chicago O'Hare Intl-NAS Nassau Intl
15h 45m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$358Air Canada
Thu, Oct 8 - Wed, Oct 21
JetBlue Logo
3:54 pm - 11:08 pmNAS  Nassau Intl-ORD Chicago O'Hare Intl
8h 14m1 stop Fort Lauderdale
JetBlue Logo
6:00 am - 4:00 pmORD  Chicago O'Hare Intl-NAS Nassau Intl
9h 00m1 stop Fort Lauderdale
$363JetBlue
Thu, Sep 10 - Mon, Sep 14
American Airlines Logo
2:34 pm - 12:33 amNAS  Nassau Intl-ORD Chicago O'Hare Intl
10h 59m1 stop Miami
American Airlines Logo
6:29 am - 1:38 pmORD  Chicago O'Hare Intl-NAS Nassau Intl
6h 09m1 stop Charlotte Douglas
$506American Airlines
Wed, Sep 9 - Mon, Sep 14
American Airlines Logo
2:34 pm - 7:38 pmNAS  Nassau Intl-ORD Chicago O'Hare Intl
6h 04m1 stop Miami
American Airlines Logo
8:59 am - 5:55 pmORD  Chicago O'Hare Intl-NAS Nassau Intl
7h 56m2 stops Charlotte Douglas Miami
$510American Airlines
Wed, Sep 9 - Mon, Sep 14
United Airlines Logo
12:55 pm - 10:18 pmNAS  Nassau Intl-ORD Chicago O'Hare Intl
10h 23m1 stop Newark
United Airlines Logo
10:26 am - 2:58 pmORD  Chicago O'Hare Intl-NAS Nassau Intl
3h 32mnonstop
$641United Airlines
Mon, Nov 23 - Sat, Nov 28

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American Airlines flights from Nassau to Chicago

Our best American Airlines deals on Nassau to Chicago flight tickets
American Airlines
Sep 9
NAS2:34 pmNassau Intl
10h 59m
1 stop
ORD12:33 amChicago O'Hare Intl
Sep 14
ORD6:29 amChicago O'Hare Intl
6h 09m
1 stop
NAS1:38 pmNassau Intl
$506
American Airlines
Sep 9
NAS2:34 pmNassau Intl
6h 04m
1 stop
ORD7:38 pmChicago O'Hare Intl
Sep 14
ORD8:59 amChicago O'Hare Intl
7h 56m
2 stops
NAS5:55 pmNassau Intl
$510
American Airlines
Aug 14
NAS6:45 pmNassau Intl
13h 49m
1 stop
ORD7:34 amChicago O'Hare Intl
Aug 25
ORD6:59 amChicago O'Hare Intl
5h 37m
1 stop
NAS1:36 pmNassau Intl
$766

Air Canada flights from Nassau to Chicago

Our best Air Canada deals on Nassau to Chicago flight tickets
Air Canada
Sep 21
NAS6:30 pmNassau Intl
15h 30m
1 stop
ORD9:00 amChicago O'Hare Intl
Sep 25
ORD9:50 amChicago O'Hare Intl
6h 40m
1 stop
NAS5:30 pmNassau Intl
$347
Air Canada
Oct 8
NAS2:20 pmNassau Intl
18h 24m
2 stops
ORD7:44 amChicago O'Hare Intl
Oct 21
ORD3:40 pmChicago O'Hare Intl
20h 45m
1 stop
NAS1:25 pmNassau Intl
$350
Air Canada
Sep 21
NAS6:30 pmNassau Intl
16h 45m
2 stops
ORD10:15 amChicago O'Hare Intl
Sep 25
ORD9:50 amChicago O'Hare Intl
6h 40m
1 stop
NAS5:30 pmNassau Intl
$351

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 August 7, 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

Cheapest round-trip

NassauChicago

NAS Nassau Intl - ORD Chicago O'Hare Intl

NASORD

Nassau Intl

Mon 9/21

6:30 pm-9:00 am

1 stop15h 30m

Chicago O'Hare Intl

Fri 9/25

9:50 am-5:30 pm

1 stop6h 40m

$347

NassauChicago

NAS Nassau Intl - ORD Chicago O'Hare Intl

NASORD

Nassau Intl

Thu 10/8

2:20 pm-7:44 am

2 stops18h 24m

Chicago O'Hare Intl

Wed 10/21

3:40 pm-1:25 pm

1 stop20h 45m

$350

NassauChicago

NAS Nassau Intl - ORD Chicago O'Hare Intl

NASORD

Nassau Intl

Mon 9/21

6:30 pm-10:15 am

2 stops16h 45m

Chicago O'Hare Intl

Fri 9/25

9:50 am-5:30 pm

1 stop6h 40m

$351

NassauChicago

NAS Nassau Intl - ORD Chicago O'Hare Intl

NASORD

Nassau Intl

Fri 9/25

6:30 pm-7:48 pm

1 stop26h 18m

Chicago O'Hare Intl

Sun 9/27

7:09 am-5:30 pm

1 stop9h 21m

$355

NassauChicago

NAS Nassau Intl - ORD Chicago O'Hare Intl

NASORD

Nassau Intl

Sat 10/3

6:30 pm-7:48 pm

1 stop26h 18m

Chicago O'Hare Intl

Mon 10/5

7:09 am-5:30 pm

1 stop9h 21m

$355

NassauChicago

NAS Nassau Intl - ORD Chicago O'Hare Intl

NASORD

Nassau Intl

Thu 10/8

2:20 pm-7:44 am

2 stops18h 24m

Chicago O'Hare Intl

Wed 10/21

8:40 pm-1:25 pm

2 stops15h 45m

$358

NassauChicago

NAS Nassau Intl - ORD Chicago O'Hare Intl

NASORD

Nassau Intl

Thu 9/10

3:54 pm-11:08 pm

1 stop8h 14m

Chicago O'Hare Intl

Mon 9/14

6:00 am-4:00 pm

1 stop9h 00m

$363

NassauChicago

NAS Nassau Intl - ORD Chicago O'Hare Intl

NASORD

Nassau Intl

Wed 9/9

2:34 pm-12:33 am

1 stop10h 59m

Chicago O'Hare Intl

Mon 9/14

6:29 am-1:38 pm

1 stop6h 09m

$506

NassauChicago

NAS Nassau Intl - ORD Chicago O'Hare Intl

NASORD

Nassau Intl

Wed 9/9

2:34 pm-7:38 pm

1 stop6h 04m

Chicago O'Hare Intl

Mon 9/14

8:59 am-5:55 pm

2 stops7h 56m

$510
Quickest round-trip

NassauChicago

NAS Nassau Intl - ORD Chicago O'Hare Intl

NASORD

Nassau Intl

Mon 11/23

12:55 pm-10:18 pm

1 stop10h 23m

Chicago O'Hare Intl

Sat 11/28

10:26 am-2:58 pm

Nonstop3h 32m

$641

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 February is, on average, the cheapest month to fly to Chicago from Nassau, with most prices found around $452. If you’re not able to fly to Chicago in February, then August is your next best option. Flight prices from Nassau to Chicago during August average around $471.

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 Tuesday when prices can be found for as low as $424. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Nassau to Chicago for around $696.

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 $495. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $643.

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 to Chicago flights?

There are 3 cabin classes available to choose from on Nassau 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?

No. A direct flight is the cheapest option for a flight between Nassau to Chicago.

How have Nassau to Chicago flight prices changed over time?

As of August 2026, prices for Nassau to Chicago flights are approximately 1% cheaper 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

$253

Fastest flight time

3h 56m

Direct flights

Mon, Tue, Wed, Thu and Sat

Airports in Chicago

3 airports
The best one-way flight to Chicago from Nassau in the past 72 hours is $253. The best round-trip flight deal from Nassau to Chicago found on momondo in the last 72 hours is $315.
The fastest flight from Nassau to Chicago takes 3h 56m
Direct flights go from Nassau to Chicago on Monday, Tuesday, Wednesday, Thursday and Saturday. 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

Frequently asked questions about flying from Nassau to Chicago

  • 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 56m.

  • 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 $352Free CancellationRating
7.1
11,875 reviews
Search American Airlines flights
United AirlinesPriceFrom $434Free CancellationRating
7.4
10,081 reviews
Search United Airlines flights

  • United Airlines Flights From Nassau to Chicago

    Across 6 United Airlines flights from Nassau to Chicago this week, the average price was $505, with the best United Airlines deals starting from $434 round-trip. 10,081 users have rated United Airlines on momondo, with an average score of 7.4/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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