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Cheap flights from Nassau to Chicago from $249

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
2:05 pm - 2:52 pmNAS  Nassau Intl-ORD Chicago O'Hare Intl
25h 47m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
12:50 pm - 11:30 amORD  Chicago O'Hare Intl-NAS Nassau Intl
21h 40m1 stop Toronto Pearson Intl
$392Air Canada
Fri, Dec 4 - Fri, Dec 11
Air Canada Logo
2:05 pm - 11:07 amNAS  Nassau Intl-ORD Chicago O'Hare Intl
22h 02m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
8:40 pm - 8:25 pmORD  Chicago O'Hare Intl-NAS Nassau Intl
22h 45m1 stop Toronto Pearson Intl
$392Air Canada
Tue, Dec 1 - Fri, Dec 4
Multiple Airlines Logo
4:00 pm - 12:50 amNAS  Nassau Intl-ORD Chicago O'Hare Intl
9h 50m1 stop Fort Lauderdale
Multiple Airlines Logo
8:25 am - 10:30 amORD  Chicago O'Hare Intl-NAS Nassau Intl
25h 05m1 stop Fort Lauderdale
$397Multiple Airlines
Wed, Jan 13 - Thu, Jan 21
Multiple Airlines Logo
4:00 pm - 12:50 amNAS  Nassau Intl-ORD Chicago O'Hare Intl
9h 50m1 stop Fort Lauderdale
Multiple Airlines Logo
8:25 am - 7:15 pmORD  Chicago O'Hare Intl-NAS Nassau Intl
9h 50m1 stop Fort Lauderdale
$397Multiple Airlines
Wed, Jan 13 - Fri, Jan 22
American Airlines Logo
12:32 pm - 3:30 pmNAS  Nassau Intl-ORD Chicago O'Hare Intl
3h 58mnonstop
American Airlines Logo
7:08 am - 11:28 amORD  Chicago O'Hare Intl-NAS Nassau Intl
3h 20mnonstop
$632American Airlines
Fri, Dec 18 - Thu, Dec 31
American Airlines Logo
1:49 pm - 4:39 pmNAS  Nassau Intl-ORD Chicago O'Hare Intl
3h 50mnonstop
American Airlines Logo
8:32 am - 12:59 pmORD  Chicago O'Hare Intl-NAS Nassau Intl
3h 27mnonstop
$632American Airlines
Sat, Jan 16 - Sat, Jan 23
United Airlines Logo
3:35 pm - 6:35 pmNAS  Nassau Intl-ORD Chicago O'Hare Intl
4h 00mnonstop
United Airlines Logo
7:56 pm - 11:49 amORD  Chicago O'Hare Intl-NAS Nassau Intl
14h 53m1 stop Newark
$632United Airlines
Tue, Jan 19 - Sun, Jan 24
United Airlines Logo
3:35 pm - 6:35 pmNAS  Nassau Intl-ORD Chicago O'Hare Intl
4h 00mnonstop
United Airlines Logo
7:05 am - 2:27 pmORD  Chicago O'Hare Intl-NAS Nassau Intl
6h 22m1 stop Newark
$632United Airlines
Thu, Jan 14 - Mon, Jan 25
United Airlines Logo
3:35 pm - 6:35 pmNAS  Nassau Intl-ORD Chicago O'Hare Intl
4h 00mnonstop
United Airlines Logo
10:50 am - 3:22 pmORD  Chicago O'Hare Intl-NAS Nassau Intl
3h 32mnonstop
$632United Airlines
Fri, Jan 15 - Sun, Jan 24
American Airlines Logo
1:49 pm - 4:39 pmNAS  Nassau Intl-ORD Chicago O'Hare Intl
3h 50mnonstop
American Airlines Logo
6:30 am - 1:16 pmORD  Chicago O'Hare Intl-NAS Nassau Intl
5h 46m1 stop Charlotte Douglas
$636American Airlines
Sat, Jan 16 - Sat, Jan 23

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Air Canada flights from Nassau to Chicago

Our best Air Canada deals on Nassau to Chicago flight tickets
Air Canada
Dec 1
NAS2:05 pmNassau Intl
22h 02m
1 stop
ORD11:07 amChicago O'Hare Intl
Dec 4
ORD8:40 pmChicago O'Hare Intl
22h 45m
1 stop
NAS8:25 pmNassau Intl
$392
Air Canada
Dec 3
NAS9:25 pmNassau Intl
21h 18m
1 stop
ORD5:43 pmChicago O'Hare Intl
Dec 6
ORD7:05 amChicago O'Hare Intl
29h 10m
1 stop
NAS1:15 pmNassau Intl
$404
Air Canada
Nov 23
NAS9:25 pmNassau Intl
13h 19m
1 stop
ORD9:44 amChicago O'Hare Intl
Nov 28
ORD5:58 pmChicago O'Hare Intl
18h 17m
2 stops
NAS1:15 pmNassau Intl
$408

JetBlue flights from Nassau to Chicago

Our best JetBlue deals on Nassau to Chicago flight tickets
JetBlue
Jan 15
NAS12:00 pmNassau Intl
7h 55m
1 stop
ORD6:55 pmChicago O'Hare Intl
Jan 26
ORD7:00 amChicago O'Hare Intl
9h 24m
1 stop
NAS5:24 pmNassau Intl
$591
JetBlue
Nov 14
NAS12:21 pmNassau Intl
12h 15m
1 stop
ORD11:36 pmChicago O'Hare Intl
Nov 18
ORD7:00 amChicago O'Hare Intl
5h 51m
1 stop
NAS1:51 pmNassau Intl
$715
JetBlue
Nov 12
NAS12:21 pmNassau Intl
12h 15m
1 stop
ORD11:36 pmChicago O'Hare Intl
Nov 23
ORD7:00 amChicago O'Hare Intl
9h 25m
1 stop
NAS5:25 pmNassau Intl
$775

momondo Fare Finder

 
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

Fri 12/4

2:05 pm-2:52 pm

1 stop25h 47m

Chicago O'Hare Intl

Fri 12/11

12:50 pm-11:30 am

1 stop21h 40m

$392

NassauChicago

NAS Nassau Intl - ORD Chicago O'Hare Intl

NASORD

Nassau Intl

Tue 12/1

2:05 pm-11:07 am

1 stop22h 02m

Chicago O'Hare Intl

Fri 12/4

8:40 pm-8:25 pm

1 stop22h 45m

$392

NassauChicago

NAS Nassau Intl - ORD Chicago O'Hare Intl

NASORD

Nassau Intl

Wed 1/13

4:00 pm-12:50 am

1 stop9h 50m

Chicago O'Hare Intl

Thu 1/21

8:25 am-10:30 am

1 stop25h 05m

$397

NassauChicago

NAS Nassau Intl - ORD Chicago O'Hare Intl

NASORD

Nassau Intl

Wed 1/13

4:00 pm-12:50 am

1 stop9h 50m

Chicago O'Hare Intl

Fri 1/22

8:25 am-7:15 pm

1 stop9h 50m

$397

NassauChicago

NAS Nassau Intl - ORD Chicago O'Hare Intl

NASORD

Nassau Intl

Fri 12/18

12:32 pm-3:30 pm

Nonstop3h 58m

Chicago O'Hare Intl

Thu 12/31

7:08 am-11:28 am

Nonstop3h 20m

$632
Quickest round-trip

NassauChicago

NAS Nassau Intl - ORD Chicago O'Hare Intl

NASORD

Nassau Intl

Sat 1/16

1:49 pm-4:39 pm

Nonstop3h 50m

Chicago O'Hare Intl

Sat 1/23

8:32 am-12:59 pm

Nonstop3h 27m

$632

NassauChicago

NAS Nassau Intl - ORD Chicago O'Hare Intl

NASORD

Nassau Intl

Tue 1/19

3:35 pm-6:35 pm

Nonstop4h 00m

Chicago O'Hare Intl

Sun 1/24

7:56 pm-11:49 am

1 stop14h 53m

$632

NassauChicago

NAS Nassau Intl - ORD Chicago O'Hare Intl

NASORD

Nassau Intl

Thu 1/14

3:35 pm-6:35 pm

Nonstop4h 00m

Chicago O'Hare Intl

Mon 1/25

7:05 am-2:27 pm

1 stop6h 22m

$632

NassauChicago

NAS Nassau Intl - ORD Chicago O'Hare Intl

NASORD

Nassau Intl

Fri 1/15

3:35 pm-6:35 pm

Nonstop4h 00m

Chicago O'Hare Intl

Sun 1/24

10:50 am-3:22 pm

Nonstop3h 32m

$632

NassauChicago

NAS Nassau Intl - ORD Chicago O'Hare Intl

NASORD

Nassau Intl

Sat 1/16

1:49 pm-4:39 pm

Nonstop3h 50m

Chicago O'Hare Intl

Sat 1/23

6:30 am-1:16 pm

1 stop5h 46m

$636

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 typical price of a round-trip flight between Nassau and Chicago?

Prices are currently low for flights on this route.

Typical prices usually range from $405 to $586.
The lowest price recently found on this route was $392.

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Nassau, with most prices found around $400. If you’re not able to fly to Chicago in October, then February is your next best option. Flight prices from Nassau to Chicago during February average around $452.

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 $412. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Nassau to Chicago for around $620.

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 $501. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $630.

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 November 2026, prices for Nassau to Chicago flights are approximately 21% 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

$249

Fastest flight time

3h 56m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sun

Airports in Chicago

3 airports
The best one-way flight to Chicago from Nassau in the past 72 hours is $249. The best round-trip flight deal from Nassau to Chicago found on momondo in the last 72 hours is $392.
The fastest flight from Nassau to Chicago takes 3h 56m
Direct flights go from Nassau to Chicago on Monday, Tuesday, Wednesday, Thursday, Friday and Sunday. The only airline offering direct flights is American Airlines.
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
7.0
12,225 reviews
Search American Airlines flights
United AirlinesPriceFrom $434Free CancellationRating
7.3
10,475 reviews
Search United Airlines flights

  • United Airlines Flights From Nassau to Chicago

    Across 1 United Airlines flight from Nassau to Chicago this week, the average price was $583, with the best United Airlines deals starting from $434 round-trip. 10,475 users have rated United Airlines on momondo, with an average score of 7.3/10.

Traveling to a place near Chicago?

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

Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport