$265+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
NAS — CHI
May 27 — Jun 31
Round-trip
1 adult, Economy
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Find cheap flights from Nassau to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Nassau to ChicagoExplore 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 April 27, 2026.
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 April 27, 2026.
This Expedia deal was found by Cheapflights users on 4/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/299:10 pm
NAS
- ORD
1 stop21h 40m
Air Canada
Wed 5/68:45 am
ORD
- NAS
1 stop26h 55m
Air Canada
Deal found 4/23![Air Canada logo]()
$414
This Air Canada deal was found by Cheapflights users on 4/22. 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.
Mon 4/2710:05 pm
NAS
- ORD
2 stops15h 12m
Air Canada
Tue 5/59:55 am
ORD
- NAS
1 stop6h 35m
Air Canada
Deal found 4/22![Air Canada logo]()
$424
This Air Canada deal was found by Cheapflights users on 4/23. 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 4/299:10 pm
NAS
- ORD
1 stop25h 51m
Air Canada
Tue 5/58:35 pm
ORD
- NAS
1 stop19h 55m
Air Canada
Deal found 4/23![Air Canada logo]()
$429
This Air Canada deal was found by Cheapflights users on 4/23. 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 4/299:10 pm
NAS
- ORD
2 stops14h 43m
Air Canada
Mon 5/48:35 pm
ORD
- NAS
1 stop19h 55m
Air Canada
Deal found 4/23![Air Canada logo]()
$432
This Travelocity deal was found by Cheapflights users on 4/25. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/301:15 pm
NAS
- ORD
1 stop26h 38m
Air Canada
Tue 5/59:55 am
ORD
- NAS
1 stop6h 35m
Air Canada
Deal found 4/25![Air Canada logo]()
$438
This FlightHub deal was found by Cheapflights users on 4/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/301:15 pm
NAS
- ORD
1 stop26h 38m
Air Canada
Wed 5/68:45 am
ORD
- NAS
1 stop26h 55m
Air Canada
Deal found 4/25![Air Canada logo]()
$443
This Mytrip deal was found by Cheapflights users on 4/25. 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.
Thu 4/301:15 pm
NAS
- ORD
2 stops30h 43m
Air Canada
Mon 5/43:50 pm
ORD
- NAS
1 stop24h 40m
Air Canada
Deal found 4/25![Air Canada logo]()
$448
This Delta deal was found by Cheapflights users on 4/24. 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.
Tue 7/281:16 pm
NAS
- MDW
1 stop9h 59m
Delta
Tue 8/46:05 am
MDW
- NAS
1 stop9h 34m
Delta
Deal found 4/24![Delta logo]()
$547
This Southwest deal was found by Cheapflights users on 4/24. 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 5/298:45 am
NAS
- MDW
1 stop5h 45m
Southwest
Tue 6/29:25 am
MDW
- NAS
1 stop8h 05m
Southwest
Deal found 4/24![Southwest logo]()
$556
This Southwest deal was found by Cheapflights users on 4/25. 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 8/211:10 pm
NAS
- MDW
2 stops9h 50m
Southwest
Sat 8/292:40 pm
MDW
- NAS
2 stops20h 35m
Southwest
Deal found 4/25![Southwest logo]()
$557
This Delta deal was found by Cheapflights users on 4/23. 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 8/191:13 pm
NAS
- MDW
1 stop9h 33m
Delta
Sun 8/236:00 am
MDW
- NAS
1 stop4h 48m
Delta
Deal found 4/23![Delta logo]()
$562
This Southwest deal was found by Cheapflights users on 4/24. 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.
Thu 7/162:10 pm
NAS
- MDW
1 stop8h 10m
Southwest
Mon 7/2011:00 am
MDW
- NAS
1 stop6h 30m
Southwest
Deal found 4/24![Southwest logo]()
$571
Best flights from Nassau to ChicagoDiscover carefully curated flight deals from Nassau to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 27, 2026.
Discover carefully curated flight deals from Nassau to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 27, 2026.
This United Airlines deal was found by Cheapflights users on 4/27. 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 7/103:59 pm
NAS
- ORD
Nonstop3h 56m
United Airlines
Wed 7/1510:32 am
ORD
- NAS
Nonstop3h 25m
United Airlines
Deal found 4/27![United Airlines logo]()
$541
This American Airlines deal was found by Cheapflights users on 4/25. 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.
Tue 7/712:29 pm
NAS
- ORD
Nonstop3h 51m
American Airlines
Sun 7/126:40 am
ORD
- NAS
1 stop6h 20m
American Airlines
Deal found 4/25![American Airlines logo]()
$546
This Delta deal was found by Cheapflights users on 4/27. 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.
Tue 7/71:16 pm
NAS
- ORD
2 stops8h 15m
Delta
Sun 7/125:30 am
ORD
- NAS
1 stop7h 31m
Delta
Deal found 4/27![Delta logo]()
$547
This Southwest deal was found by Cheapflights users on 4/25. 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 8/211:10 pm
NAS
- MDW
1 stop9h 20m
Southwest
Sat 8/296:15 pm
MDW
- NAS
2 stops17h 00m
Southwest
Deal found 4/25![Southwest logo]()
$557
This United Airlines deal was found by Cheapflights users on 4/24. 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.
Thu 7/163:59 pm
NAS
- ORD
Nonstop3h 56m
United Airlines
Mon 7/209:40 pm
ORD
- NAS
1 stop17h 16m
United Airlines
Deal found 4/24![United Airlines logo]()
$541
This Delta deal was found by Cheapflights users on 4/23. 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 8/191:13 pm
NAS
- ORD
2 stops8h 11m
Delta
Sun 8/235:30 am
ORD
- NAS
1 stop5h 18m
Delta
Deal found 4/23![Delta logo]()
$547
This Southwest deal was found by Cheapflights users on 4/24. 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 5/292:10 pm
NAS
- MDW
2 stops9h 10m
Southwest
Tue 6/28:05 am
MDW
- NAS
2 stops9h 25m
Southwest
Deal found 4/24![Southwest logo]()
$560
This Delta deal was found by Cheapflights users on 4/23. 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 8/191:13 pm
NAS
- MDW
1 stop9h 33m
Delta
Sun 8/236:00 am
MDW
- NAS
1 stop4h 48m
Delta
Deal found 4/23![Delta logo]()
$562
This Southwest deal was found by Cheapflights users on 4/24. 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.
Thu 7/162:10 pm
NAS
- MDW
1 stop8h 10m
Southwest
Mon 7/209:00 am
MDW
- NAS
2 stops8h 30m
Southwest
Deal found 4/24![Southwest logo]()
$575
This Southwest deal was found by Cheapflights users on 4/24. 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.
Mon 6/88:45 am
NAS
- MDW
1 stop6h 55m
Southwest
Mon 6/157:15 am
MDW
- NAS
2 stops10h 15m
Southwest
Deal found 4/24![Southwest logo]()
$602
This Delta deal was found by Cheapflights users on 4/26. 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.
Fri 7/103:26 pm
NAS
- MDW
1 stop7h 49m
Delta
Wed 7/156:00 am
MDW
- NAS
1 stop4h 51m
Delta
Deal found 4/26![Delta logo]()
$709
This Southwest deal was found by Cheapflights users on 4/26. 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.
Wed 6/108:45 am
NAS
- MDW
1 stop7h 30m
Southwest
Wed 6/179:10 am
MDW
- NAS
2 stops8h 20m
Southwest
Deal found 4/26![Southwest logo]()
$679
This Southwest deal was found by Cheapflights users on 4/23. 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.
Sun 6/78:45 am
NAS
- MDW
2 stops8h 30m
Southwest
Sun 6/148:05 am
MDW
- NAS
2 stops9h 25m
Southwest
Deal found 4/23![Southwest logo]()
$680
Last-minute flights from Nassau to ChicagoDiscover last-minute flight deals from Nassau to Chicago. Data last updated April 27, 2026 and is based on user searches.
Discover last-minute flight deals from Nassau to Chicago. Data last updated April 27, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 4/22. 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.
Mon 4/2710:05 pm
NAS
- ORD
2 stops15h 12m
Air Canada
Tue 5/59:55 am
ORD
- NAS
1 stop6h 35m
Air Canada
Deal found 4/22![Air Canada logo]()
$424
This Delta deal was found by Cheapflights users on 4/23. 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.
Mon 4/273:28 pm
NAS
- MDW
1 stop8h 00m
Delta
Tue 5/56:00 am
MDW
- NAS
1 stop7h 03m
Delta
Deal found 4/23![Delta logo]()
$902
This Expedia deal was found by Cheapflights users on 4/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/299:10 pm
NAS
- ORD
1 stop21h 40m
Air Canada
Wed 5/68:45 am
ORD
- NAS
1 stop26h 55m
Air Canada
Deal found 4/23![Air Canada logo]()
$414
This Air Canada deal was found by Cheapflights users on 4/23. 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 4/299:10 pm
NAS
- ORD
1 stop17h 51m
Air Canada
Mon 5/48:35 pm
ORD
- NAS
1 stop19h 55m
Air Canada
Deal found 4/23![Air Canada logo]()
$429
This Air Canada deal was found by Cheapflights users on 4/23. 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 4/299:10 pm
NAS
- ORD
2 stops22h 48m
Air Canada
Tue 5/56:03 pm
ORD
- NAS
2 stops22h 27m
Air Canada
Deal found 4/23![Air Canada logo]()
$442
This Travelocity deal was found by Cheapflights users on 4/25. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/301:15 pm
NAS
- ORD
1 stop26h 38m
Air Canada
Tue 5/59:55 am
ORD
- NAS
1 stop6h 35m
Air Canada
Deal found 4/25![Air Canada logo]()
$438
This FlightHub deal was found by Cheapflights users on 4/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/301:15 pm
NAS
- ORD
1 stop26h 38m
Air Canada
Wed 5/68:45 am
ORD
- NAS
1 stop26h 55m
Air Canada
Deal found 4/25![Air Canada logo]()
$443
This Air Canada deal was found by Cheapflights users on 4/25. 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.
Thu 4/301:15 pm
NAS
- ORD
1 stop26h 38m
Air Canada
Thu 5/79:55 am
ORD
- NAS
1 stop6h 35m
Air Canada
Deal found 4/25![Air Canada logo]()
$448
This Trip.com deal was found by Cheapflights users on 4/24. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1511:30 am
NAS
- MDW
2 stops11h 32m
Multiple Airlines
Tue 5/196:00 am
MDW
- NAS
2 stops12h 15m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$572
This Southwest deal was found by Cheapflights users on 4/25. 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 5/158:45 am
NAS
- MDW
1 stop5h 45m
Southwest
Tue 5/199:25 am
MDW
- NAS
1 stop8h 05m
Southwest
Deal found 4/25![Southwest logo]()
$619
This Southwest deal was found by Cheapflights users on 4/24. 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 5/298:45 am
NAS
- MDW
1 stop5h 45m
Southwest
Tue 6/29:25 am
MDW
- NAS
1 stop8h 05m
Southwest
Deal found 4/24![Southwest logo]()
$556
One-way flights from Nassau to ChicagoSearch for one-way flight options from Nassau to Chicago. Find affordable one-way fares based on user searches. Data last updated April 27, 2026.
Search for one-way flight options from Nassau to Chicago. Find affordable one-way fares based on user searches. Data last updated April 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Wed 5/274:00 pm
NAS
- ORD
1 stop21h 37m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$265
This Mytrip deal was found by Cheapflights users on 4/25. 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.
Fri 5/295:30 pm
NAS
- ORD
1 stop7h 26m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Tue 5/2611:00 am
NAS
- ORD
1 stop26h 37m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Tue 5/197:45 am
NAS
- MDW
2 stops15h 17m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 8/1312:00 pm
NAS
- ORD
1 stop22h 11m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 4/24. 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.
Wed 5/2011:00 am
NAS
- ORD
1 stop26h 37m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Wed 5/277:45 am
NAS
- MDW
2 stops31h 27m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 5/2211:00 am
NAS
- ORD
1 stop26h 37m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Tue 7/214:00 pm
NAS
- ORD
1 stop21h 25m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Wed 7/225:30 pm
NAS
- ORD
1 stop19h 33m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$294
This Air Canada deal was found by Cheapflights users on 4/27. 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.
Tue 5/266:30 pm
NAS
- ORD
1 stop15h 30m
Air Canada
Deal found 4/27![Air Canada logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Tue 5/267:45 am
NAS
- MDW
2 stops28h 24m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$299
Find 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 April 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $432 (Kiwi.com) |
One-way from | $265 (Kiwi.com) |
Popular in | May |
Cheapest in | January |
Average price | $459 |
Good round-trip deal | $474 or less |
Good one-way deal | $312 or less |
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 April 27, 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
Cheapest round-trip
Quickest round-trip
NassauChicago
NAS - ORD
NASORD
Nassau Intl
Fri 7/10
3:59 pm-6:55 pm
Nonstop3h 56m
Chicago O'Hare Intl
Wed 7/15
10:32 am-2:57 pm
Nonstop3h 25m
$541
NassauChicago
NAS - ORD
NASORD
Nassau Intl
Thu 7/16
3:59 pm-6:55 pm
Nonstop3h 56m
Chicago O'Hare Intl
Mon 7/20
9:40 pm-3:56 pm
1 stop17h 16m
$541
NassauChicago
NAS - ORD
NASORD
Nassau Intl
Tue 7/7
12:29 pm-3:20 pm
Nonstop3h 51m
Chicago O'Hare Intl
Sun 7/12
6:40 am-2:00 pm
1 stop6h 20m
$546
NassauChicago
NAS - ORD
NASORD
Nassau Intl
Tue 7/7
1:16 pm-8:31 pm
2 stops8h 15m
Chicago O'Hare Intl
Sun 7/12
5:30 am-2:01 pm
1 stop7h 31m
$547
NassauChicago
NAS - ORD
NASORD
Nassau Intl
Wed 8/19
1:13 pm-8:24 pm
2 stops8h 11m
Chicago O'Hare Intl
Sun 8/23
5:30 am-11:48 am
1 stop5h 18m
$547
NassauChicago
NAS - MDW
NASMDW
Nassau Intl
Fri 8/21
1:10 pm-9:30 pm
1 stop9h 20m
Chicago Midway
Sat 8/29
6:15 pm-12:15 pm
2 stops17h 00m
$557
NassauChicago
NAS - MDW
NASMDW
Nassau Intl
Fri 5/29
2:10 pm-10:20 pm
2 stops9h 10m
Chicago Midway
Tue 6/2
8:05 am-6:30 pm
2 stops9h 25m
$560
NassauChicago
NAS - MDW
NASMDW
Nassau Intl
Wed 8/19
1:13 pm-9:46 pm
1 stop9h 33m
Chicago Midway
Sun 8/23
6:00 am-11:48 am
1 stop4h 48m
$562
NassauChicago
NAS - MDW
NASMDW
Nassau Intl
Thu 7/16
2:10 pm-9:20 pm
1 stop8h 10m
Chicago Midway
Mon 7/20
9:00 am-6:30 pm
2 stops8h 30m
$575
NassauChicago
NAS - MDW
NASMDW
Nassau Intl
Mon 6/8
8:45 am-2:40 pm
1 stop6h 55m
Chicago Midway
Mon 6/15
7:15 am-6:30 pm
2 stops10h 15m
$602
Showing 1-10 of 31 resultsSorted by cheapest first
- 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 FlightHub the most. FlightHub 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.
NAS-CHI
NAS-ORD
NAS-MDW
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
NAS-CHI
NAS-ORD
NAS-MDW
What is the cheapest month to book a flight from Nassau to Chicago?
Currently, December is the cheapest month in which you can book a flight from Nassau to Chicago (average of $209). Flying from Nassau to Chicago in June is currently the most expensive (average of $524). 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.
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 April 27, 2026.
When flying from Nassau to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from Nassau to Chicago
Explore weekly flight availability from Nassau to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 27, 2026.
The most flights from NAS to CHI are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).
How much does it cost to fly round-trip from Nassau to Chicago?
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 April 27, 2026.
Read reviews from past customers who have flown Delta,United Airlines, andAmerican 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.
Crew
8.5
Overall
7.9
Comfort
7.9
Food
7.2
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Overall
7.9
Comfort
7.9
Food
7.2
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Overall
7.9
Comfort
7.9
Food
7.2
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Overall
7.9
Comfort
7.9
Food
7.2
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 27, 2026.
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Nassau and Chicago flights
Browse other Nassau and Chicago flight options. Last updated on April 27, 2026.
Other flights from Nassau
Browse through other flights departing from Nassau. Flights are based on user searches made on Cheapflights and were last updated on April 27, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 April 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$415 | Average$550 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$435 | Average$505 | FlexibilityNo cancel fee | On-time69% |