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Cheap flights from Nassau to Chicago from $198

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 2/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Nassau to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
3:35 pm - 9:39 pm
NAS
-
MDW
7h 04m
1 stop
Frontier Logo
6:00 am - 5:07 pm
MDW
-
NAS
10h 07m
1 stop
$308Frontier
Sat, Feb 28 - Sat, Mar 7
Frontier Logo
3:35 pm - 10:39 pm
NAS
-
ORD
8h 04m
1 stop
Frontier Logo
5:30 am - 5:07 pm
ORD
-
NAS
10h 37m
1 stop
$335Frontier
Sat, Feb 28 - Sat, Mar 7
Air Canada Logo
1:35 pm - 8:08 pm
NAS
-
ORD
7h 33m
1 stop
Air Canada Logo
9:55 am - 5:30 pm
ORD
-
NAS
6h 35m
1 stop
$359Air Canada
Thu, May 7 - Tue, May 12
Air Canada Logo
9:10 pm - 10:08 am
NAS
-
ORD
13h 58m
2 stops
Air Canada Logo
9:55 am - 5:30 pm
ORD
-
NAS
6h 35m
1 stop
$367Air Canada
Mon, Apr 27 - Tue, May 5
Air Canada Logo
1:35 pm - 12:08 pm
NAS
-
ORD
23h 33m
2 stops
Air Canada Logo
9:15 pm - 12:40 pm
ORD
-
NAS
38h 25m
2 stops
$372Air Canada
Thu, May 7 - Tue, May 12
Air Canada Logo
1:35 pm - 8:08 pm
NAS
-
ORD
7h 33m
1 stop
Air Canada Logo
9:55 am - 5:30 pm
ORD
-
NAS
6h 35m
1 stop
$373Air Canada
Thu, May 7 - Tue, May 12
Delta Logo
5:20 pm - 9:46 pm
NAS
-
MDW
5h 26m
1 stop
Delta Logo
6:00 am - 3:54 pm
MDW
-
NAS
8h 54m
1 stop
$527Delta
Fri, Jul 10 - Wed, Jul 15
Delta Logo
5:08 pm - 10:29 pm
NAS
-
MDW
6h 21m
1 stop
Delta Logo
6:30 am - 3:54 pm
MDW
-
NAS
8h 24m
1 stop
$541Delta
Mon, Apr 27 - Tue, May 5
Multiple Airlines Logo
6:15 pm - 8:54 am
NAS
-
MDW
15h 39m
2 stops
Multiple Airlines Logo
6:00 am - 5:40 pm
MDW
-
NAS
10h 40m
1 stop
$699Multiple Airlines
Sat, Feb 28 - Sat, Mar 7
WestJet Logo
4:40 pm - 1:05 pm
NAS
-
MDW
21h 25m
2 stops
WestJet Logo
5:00 pm - 6:40 pm
MDW
-
NAS
24h 40m
2 stops
$1,553WestJet
Sat, Feb 28 - Sat, Mar 7

United Airlines flights from Nassau to Chicago

Our best United Airlines deals on Nassau to Chicago flight tickets
United Airlines
Feb 18
NAS3:35 pmNassau Intl
4h 00m
ORD6:35 pmChicago O'Hare Intl
Feb 22
ORD6:00 amChicago O'Hare Intl
7h 32m
1 stop
NAS2:32 pmNassau Intl
$455
United Airlines
Feb 6
NAS3:35 pmNassau Intl
4h 00m
ORD6:35 pmChicago O'Hare Intl
Feb 8
ORD6:05 amChicago O'Hare Intl
7h 27m
1 stop
NAS2:32 pmNassau Intl
$460
United Airlines
Apr 27
NAS3:59 pmNassau Intl
3h 56m
ORD6:55 pmChicago O'Hare Intl
May 5
ORD6:00 amChicago O'Hare Intl
6h 33m
1 stop
NAS1:33 pmNassau Intl
$526

Air Canada flights from Nassau to Chicago

Our best Air Canada deals on Nassau to Chicago flight tickets
Air Canada
Jan 22
NAS1:15 pmNassau Intl
26h 40m
1 stop
ORD2:55 pmChicago O'Hare Intl
Jan 26
ORD3:35 pmChicago O'Hare Intl
19h 50m
1 stop
NAS12:25 pmNassau Intl
$354
Air Canada
May 7
NAS1:35 pmNassau Intl
7h 33m
1 stop
ORD8:08 pmChicago O'Hare Intl
May 12
ORD9:55 amChicago O'Hare Intl
6h 35m
1 stop
NAS5:30 pmNassau Intl
$359
Air Canada
Jan 22
NAS9:10 pmNassau Intl
18h 45m
2 stops
ORD2:55 pmChicago O'Hare Intl
Jan 26
ORD3:35 pmChicago O'Hare Intl
19h 50m
1 stop
NAS12:25 pmNassau Intl
$362

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 January 15, 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

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sat 2/28

3:35 pm-9:39 pm

1 stop7h 04m

Chicago Midway

Sat 3/7

6:00 am-5:07 pm

1 stop10h 07m

$308

NassauChicago

NAS - ORD

NASORD

Nassau Intl

Sat 2/28

3:35 pm-10:39 pm

1 stop8h 04m

Chicago O'Hare Intl

Sat 3/7

5:30 am-5:07 pm

1 stop10h 37m

$335

NassauChicago

NAS - ORD

NASORD

Nassau Intl

Thu 5/7

1:35 pm-8:08 pm

1 stop7h 33m

Chicago O'Hare Intl

Tue 5/12

9:55 am-5:30 pm

1 stop6h 35m

$359

NassauChicago

NAS - ORD

NASORD

Nassau Intl

Mon 4/27

9:10 pm-10:08 am

2 stops13h 58m

Chicago O'Hare Intl

Tue 5/5

9:55 am-5:30 pm

1 stop6h 35m

$367

NassauChicago

NAS - ORD

NASORD

Nassau Intl

Thu 5/7

1:35 pm-12:08 pm

2 stops23h 33m

Chicago O'Hare Intl

Tue 5/12

9:15 pm-12:40 pm

2 stops38h 25m

$372

NassauChicago

NAS - ORD

NASORD

Nassau Intl

Thu 5/7

1:35 pm-8:08 pm

1 stop7h 33m

Chicago O'Hare Intl

Tue 5/12

9:55 am-5:30 pm

1 stop6h 35m

$373

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Fri 7/10

5:20 pm-9:46 pm

1 stop5h 26m

Chicago Midway

Wed 7/15

6:00 am-3:54 pm

1 stop8h 54m

$527

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Mon 4/27

5:08 pm-10:29 pm

1 stop6h 21m

Chicago Midway

Tue 5/5

6:30 am-3:54 pm

1 stop8h 24m

$541

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sat 2/28

6:15 pm-8:54 am

2 stops15h 39m

Chicago Midway

Sat 3/7

6:00 am-5:40 pm

1 stop10h 40m

$699

NassauChicago

NAS - MDW

NASMDW

Nassau Intl

Sat 2/28

4:40 pm-1:05 pm

2 stops21h 25m

Chicago Midway

Sat 3/7

5:00 pm-6:40 pm

2 stops24h 40m

$1,553

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 January is, on average, the cheapest month to fly to Chicago from Nassau, with most prices found around $347. If you’re not able to fly to Chicago in January, then April is your next best option. Flight prices from Nassau to Chicago during April average around $446.

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 Wednesday when prices can be found for as low as $434. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Nassau to Chicago for around $679.

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 $492. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $669.

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 Intl to Chicago flights?

There are 3 cabin classes available to choose from on Nassau Intl 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 January 2026, prices for Nassau to Chicago flights are approximately 45% more expensive 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

$341

Fastest flight time

3h 56m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Nassau in the past 72 hours is $341. The best round-trip flight deal from Nassau to Chicago found on momondo in the last 72 hours is $362.
The fastest flight from Nassau to Chicago takes 3h 56m
Direct flights go from Nassau to Chicago every day.
There are 3 airports in Chicago. From Nassau there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

  • 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 $415Free CancellationRating
7.2
11,136 reviews
Search American Airlines flights
United AirlinesPriceFrom $494Free CancellationRating
7.4
9,164 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 $550, with the best United Airlines deals starting from $494 round-trip. 9,164 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
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
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