Cheap First Class Flights from New York to Chicago
NYC — CHI
Nov 13 — Nov 201
Round-trip
1 adult, First
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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
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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 First 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 14, 2026.
Top Rated Airline | American Airlines |
|---|---|
No. of Airlines | 4 |
Arrival Airport | Chicago O'Hare Intl Airport |
Find First Class flight deals from New York to Chicago
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Cheapest first class flights to ChicagoExplore the most affordable first class flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on October 14, 2026.
Explore the most affordable first class flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on October 14, 2026.
This KAYAK deal was found by Cheapflights users on 10/14. 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 11/107:30 am -
Nonstop2h 57m
Wed 11/116:00 am -
Nonstop2h 24m
Deal found 10/14![Delta logo]()
$379
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/1310:50 am -
Nonstop2h 46m
Thu 1/1410:40 am -
Nonstop2h 24m
Deal found 10/10![Delta logo]()
$401
This Delta deal was found by Cheapflights users on 10/12. 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 11/37:35 pm -
Nonstop3h 08m
Sat 11/76:10 am -
Nonstop2h 17m
Deal found 10/12![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 10/13. 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 11/47:35 pm -
Nonstop3h 08m
Fri 11/66:00 pm -
Nonstop2h 40m
Deal found 10/13![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 10/14. 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.
Sat 11/73:10 pm -
1 stop6h 28m
Wed 11/116:00 am -
Nonstop2h 24m
Deal found 10/14![Delta logo]()
$429
This Delta deal was found by Cheapflights users on 10/14. 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 11/47:35 pm -
Nonstop3h 08m
Thu 11/56:10 am -
Nonstop2h 17m
Deal found 10/14![Delta logo]()
$433
Best first class flights to ChicagoDiscover carefully curated first 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 14, 2026.
Discover carefully curated first 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 14, 2026.
This Delta deal was found by Cheapflights users on 10/11. 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.
Sat 11/73:10 pm -
1 stop6h 28m
Wed 11/111:35 pm -
Nonstop2h 22m
Deal found 10/11![Delta logo]()
$429
This American Airlines deal was found by Cheapflights users on 10/11. 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 11/216:07 am -
Nonstop2h 53m
Sun 11/225:57 pm -
1 stop4h 32m
Deal found 10/11![American Airlines logo]()
$702
This United Airlines deal was found by Cheapflights users on 10/11. 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.
Wed 11/412:07 pm -
Nonstop2h 47m
Mon 11/97:45 pm -
Nonstop2h 19m
Deal found 10/11![United Airlines logo]()
$717
This Delta deal was found by Cheapflights users on 10/11. 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 11/117:30 am -
Nonstop2h 57m
Sat 11/145:30 am -
1 stop5h 47m
Deal found 10/11![Delta logo]()
$429
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3110:55 am -
Nonstop2h 51m
Mon 11/25:29 pm -
1 stop3h 58m
Deal found 10/10![Delta logo]()
$443
This Delta deal was found by Cheapflights users on 10/13. 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.
Thu 11/1212:59 pm -
1 stop6h 31m
Tue 11/1710:30 am -
Nonstop2h 16m
Deal found 10/13![Delta logo]()
$443
This KAYAK deal was found by Cheapflights users on 10/14. 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 11/117:35 pm -
Nonstop3h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Delta logo]()
$190
This American Airlines deal was found by Cheapflights users on 10/14. 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 10/202:20 pm -
Nonstop2h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![American Airlines logo]()
$306
This KAYAK deal was found by Cheapflights users on 10/12. 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 12/17:36 pm -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Delta logo]()
$201
This KAYAK deal was found by Cheapflights users on 10/13. 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 11/194:39 pm -
1 stop4h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Delta logo]()
$210
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/107:30 am -
Nonstop2h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Delta logo]()
$210
This Delta deal was found by Cheapflights users on 10/11. 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 11/177:30 am -
Nonstop2h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Delta logo]()
$210
One-way first class flights to ChicagoSearch for one-way first class flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
Search for one-way first class flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
This KAYAK deal was found by Cheapflights users on 10/14. 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 11/117:35 pm -
Nonstop3h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Delta logo]()
$190
This KAYAK deal was found by Cheapflights users on 10/11. 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.
Fri 11/67:35 pm -
Nonstop3h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Delta logo]()
$194
This KAYAK deal was found by Cheapflights users on 10/13. 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 11/197:30 am -
Nonstop2h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Delta logo]()
$201
This KAYAK deal was found by Cheapflights users on 10/13. 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 11/118:30 pm -
Nonstop2h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Delta logo]()
$207
This Delta deal was found by Cheapflights users on 10/11. 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 11/107:30 am -
Nonstop2h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Delta logo]()
$210
This KAYAK deal was found by Cheapflights users on 10/11. 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.
Fri 11/68:35 pm -
Nonstop2h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Delta logo]()
$210
Quickest first class flights to ChicagoExplore quickest first class flight options to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated October 14, 2026.
Explore quickest first class flight options to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated October 14, 2026.
This Delta deal was found by Cheapflights users on 10/13. 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 11/66:00 am -
Nonstop2h 36m
Sun 11/86:15 am -
Nonstop2h 12m
Deal found 10/13![Delta logo]()
$542
This KAYAK deal was found by Cheapflights users on 10/12. 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 10/266:00 am -
Nonstop2h 36m
Mon 10/262:30 pm -
Nonstop2h 21m
Deal found 10/12![Delta logo]()
$567
This Delta deal was found by Cheapflights users on 10/13. 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.
Thu 11/126:05 am -
Nonstop2h 37m
Sat 11/147:00 am -
Nonstop2h 17m
Deal found 10/13![Delta logo]()
$522
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/138:30 am -
Nonstop2h 41m
Thu 1/1410:35 am -
Nonstop2h 18m
Deal found 10/10![Delta logo]()
$448
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:20 am -
Nonstop2h 42m
Thu 11/56:00 am -
Nonstop2h 12m
Deal found 10/10![Delta logo]()
$547
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/278:35 pm -
Nonstop2h 42m
Sat 10/315:40 pm -
Nonstop2h 19m
Deal found 10/10![Delta logo]()
$571
This KAYAK deal was found by Cheapflights users on 10/12. 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 10/226:00 am -
Nonstop2h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Delta logo]()
$238
This Delta deal was found by Cheapflights users on 10/14. 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.
Thu 10/296:00 am -
Nonstop2h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 10/12. 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.
Thu 11/126:05 am -
Nonstop2h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Delta logo]()
$274
This KAYAK deal was found by Cheapflights users on 10/11. 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.
Fri 11/68:35 pm -
Nonstop2h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Delta logo]()
$210
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:35 pm -
Nonstop2h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Delta logo]()
$298
This KAYAK deal was found by Cheapflights users on 10/13. 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 10/216:59 pm -
Nonstop2h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Delta logo]()
$245
Travel insights for first class flights from New York to Chicago
Get recent, data-driven insights about first class flights from New York to Chicago including ideal travel times, pricing trends, and more.
Prices
Airlines
Which month is the cheapest to fly First Class from New York to Chicago?
For First Class flights the cheapest month to fly the route is January. The most expensive months are July and June.
Which day of the week is best to fly first class from New York to Chicago?
For the lowest prices, departures on Tuesday are best. Try to avoid leaving on a Monday, 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 first class airline flying to Chicago
Explore the top four first 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 14, 2026.
| Airline | Rating | First Class | Price | |
|---|---|---|---|---|
| PriceFrom $263 | 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 First Class flights
Find answers to common questions related to First Class tickets for flights to Chicago. Get information on booking, amenities, upgrade options, and more. This FAQ section was last updated on October 14, 2026.
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