Cheap Business Class Flights from New York to Chicago
NYC — CHI
Nov 9 — Nov 161
Round-trip
1 adult, Business
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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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Essential info for Business Class flights from New York to Chicago
Find the latest flights to Chicago in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 7,457,451 searches and data were last updated on October 10, 2026.
Top Rated Airline | American Airlines |
|---|---|
No. of Airlines | 4 |
Arrival Airport | Chicago O'Hare Intl Airport |
Find Business Class flight deals from New York to Chicago
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Cheapest business class flights to ChicagoExplore the most affordable business class flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on October 10, 2026.
Explore the most affordable business class flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on October 10, 2026.
This KAYAK deal was found by Cheapflights users on 10/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:31 am -
Nonstop2h 49m
Tue 10/278:07 pm -
Nonstop2h 22m
Deal found 10/8![American Airlines logo]()
$500
This KAYAK deal was found by Cheapflights users on 10/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/245:31 am -
Nonstop2h 49m
Thu 10/2910:05 am -
Nonstop2h 25m
Deal found 10/8![American Airlines logo]()
$533
This KAYAK deal was found by Cheapflights users on 10/9. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:31 am -
Nonstop2h 49m
Fri 10/238:07 pm -
Nonstop2h 22m
Deal found 10/9![American Airlines logo]()
$544
This Expedia deal was found by Cheapflights users on 10/8. 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 11/1111:00 pm -
1 stop11h 00m
Mon 11/1610:19 am -
1 stop10h 34m
Deal found 10/8![Frontier logo]()
$551
This KAYAK deal was found by Cheapflights users on 10/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:55 am -
Nonstop2h 49m
Tue 10/138:07 pm -
Nonstop2h 22m
Deal found 10/8![American Airlines logo]()
$555
This Orbitz deal was found by Cheapflights users on 10/7. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/46:30 am -
1 stop13h 00m
Fri 11/67:49 pm -
1 stop11h 45m
Deal found 10/7![Frontier logo]()
$565
Best business class flights to ChicagoDiscover carefully curated business class flight deals to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 10, 2026.
Discover carefully curated business class flight deals to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 10, 2026.
This KAYAK deal was found by Cheapflights users on 10/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:31 am -
Nonstop2h 49m
Tue 10/278:07 pm -
Nonstop2h 22m
Deal found 10/8![American Airlines logo]()
$500
This Orbitz deal was found by Cheapflights users on 10/7. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/46:30 am -
1 stop13h 00m
Fri 11/67:49 pm -
1 stop11h 45m
Deal found 10/7![Frontier logo]()
$565
This KAYAK deal was found by Cheapflights users on 10/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/245:31 am -
Nonstop2h 49m
Thu 10/2910:05 am -
Nonstop2h 25m
Deal found 10/8![American Airlines logo]()
$533
This Expedia deal was found by Cheapflights users on 10/8. 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 11/119:29 am -
1 stop9h 18m
Mon 11/166:08 am -
1 stop12h 27m
Deal found 10/8![Frontier logo]()
$566
This KAYAK deal was found by Cheapflights users on 10/9. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/275:31 am -
Nonstop2h 49m
Wed 10/286:43 am -
Nonstop2h 23m
Deal found 10/9![American Airlines logo]()
$541
This Orbitz deal was found by Cheapflights users on 10/7. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/46:30 am -
1 stop12h 17m
Fri 11/66:08 am -
1 stop12h 27m
Deal found 10/7![Frontier logo]()
$566
This Cheapflightsfares deal was found by Cheapflights users on 10/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:30 am -
1 stop7h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$218
This KAYAK deal was found by Cheapflights users on 10/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:31 am -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![American Airlines logo]()
$278
This Cheapflightsfares deal was found by Cheapflights users on 10/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:29 am -
1 stop9h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Frontier logo]()
$223
This Cheapflightsfares deal was found by Cheapflights users on 10/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1211:35 am -
1 stop8h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Frontier logo]()
$247
This American Airlines deal was found by Cheapflights users on 10/7. 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.
Sat 11/216:34 am -
Nonstop3h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![American Airlines logo]()
$284
This American Airlines deal was found by Cheapflights users on 10/10. 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.
Wed 12/25:20 am -
Nonstop3h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![American Airlines logo]()
$284
One-way business class flights to ChicagoSearch for one-way business class flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated October 10, 2026.
Search for one-way business class flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated October 10, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 10/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:30 am -
1 stop7h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$218
This Cheapflightsfares deal was found by Cheapflights users on 10/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:29 am -
1 stop9h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Frontier logo]()
$223
This KAYAK deal was found by Cheapflights users on 10/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:55 am -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![American Airlines logo]()
$238
This Cheapflightsfares deal was found by Cheapflights users on 10/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1211:35 am -
1 stop8h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Frontier logo]()
$247
This Cheapflightsfares deal was found by Cheapflights users on 10/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:00 am -
1 stop27h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Frontier logo]()
$260
This Cheapflightsfares deal was found by Cheapflights users on 10/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:30 am -
1 stop19h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$269
Quickest business class flights to ChicagoExplore quickest business class flight options to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated October 10, 2026.
Explore quickest business class flight options to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated October 10, 2026.
This KAYAK deal was found by Cheapflights users on 10/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:16 pm -
Nonstop2h 44m
Fri 10/236:59 am -
1 stop7h 30m
Deal found 10/8![American Airlines logo]()
$685
This KAYAK deal was found by Cheapflights users on 10/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:31 am -
Nonstop2h 49m
Tue 10/278:07 pm -
Nonstop2h 22m
Deal found 10/8![American Airlines logo]()
$500
This KAYAK deal was found by Cheapflights users on 10/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/245:31 am -
Nonstop2h 49m
Thu 10/2910:05 am -
Nonstop2h 25m
Deal found 10/8![American Airlines logo]()
$533
This KAYAK deal was found by Cheapflights users on 10/9. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:31 am -
Nonstop2h 49m
Fri 10/238:07 pm -
Nonstop2h 22m
Deal found 10/9![American Airlines logo]()
$544
This KAYAK deal was found by Cheapflights users on 10/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:55 am -
Nonstop2h 49m
Tue 10/138:07 pm -
Nonstop2h 22m
Deal found 10/8![American Airlines logo]()
$555
This American Airlines deal was found by Cheapflights users on 10/5. 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.
Thu 10/296:55 am -
Nonstop2h 49m
Mon 11/26:45 am -
Nonstop2h 19m
Deal found 10/5![American Airlines logo]()
$578
This American Airlines deal was found by Cheapflights users on 10/9. 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.
Mon 10/2610:29 am -
Nonstop2h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![American Airlines logo]()
$339
This KAYAK deal was found by Cheapflights users on 10/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:55 am -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![American Airlines logo]()
$238
This KAYAK deal was found by Cheapflights users on 10/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:31 am -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![American Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 10/9. 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.
Mon 10/266:55 am -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![American Airlines logo]()
$307
This KAYAK deal was found by Cheapflights users on 10/9. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:55 am -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![American Airlines logo]()
$314
This American Airlines deal was found by Cheapflights users on 10/9. 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.
Sun 10/256:55 am -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![American Airlines logo]()
$329
Travel insights for business class flights from New York to Chicago
Get recent, data-driven insights about business class flights from New York to Chicago including ideal travel times, pricing trends, and more.
Prices
Airlines
Which month is the cheapest to fly Business Class from New York to Chicago?
For Business Class flights the cheapest month to fly the route is February. The most expensive months are July and June.
Which day of the week is best to fly business class from New York to Chicago?
For the lowest prices, departures on Thursday are best. Try to avoid leaving on a Sunday, as it's usually the most expensive day. For your return flight, Monday is the cheapest day to fly and Sunday is the most expensive.
Top business class airline flying to Chicago
Explore the top four business class airlines operating flights to Chicago. Find out more about these airlines and their offerings, including amenities, in-flight services, and customer reviews. In the last 7 days, Cheapflights users made a total of 7,457,451 searches and data was last updated on October 10, 2026.
| Airline | Rating | First Class | Price | |
|---|---|---|---|---|
| PriceFrom $664 | First Class | Rating 7.8 | Reviews 1 / 10 I liked the comfort of the seats. The portion of the snack they passed out could have been bigger, was a tiny little 1/2 oz bag of chips and you could only pick one snack. |
Frequently Asked Questions about New York to Chicago Business Class flights
Find answers to common questions related to Business Class tickets for flights to Chicago. Get information on booking, amenities, upgrade options, and more. This FAQ section was last updated on October 10, 2026.
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