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Business Class Flight Deals from New York Laguardia Airport to Chicago from $264

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Top flight deals from leading airlines:

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... and +100s more

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Free cancellation for many rates

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If a VIP member finds a better price elsewhere, we'll refund up to 200% of the difference

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Stops

  • Nonstop
    from $520
  • Up to 1 stop
    $513

Airlines

  • American Airlines
    $513

Cabin Class

  • First
    $513

Departure Airports

  • New York John F Kennedy Airport
    $691
  • New York LaGuardia Airport
    $513
  • Newark Liberty Airport
    $513

Arrival Airports

  • Chicago O Hare Airport
    $513

Layover Airports

  • Charlotte Douglas International Airport
    $513

Best Price. GUARANTEED.

Exclusively for Priceline Members
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On average save $240 per traveler
American Airlines Logo
American Airlines

05/29/25

LGA
2h 33m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
4h 50m
CLT

06/05/25

EWR
$513
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 46m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 29m
Direct

06/05/25

EWR
$520
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 33m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 29m
Direct

06/05/25

EWR
$520
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 33m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 7m
Direct

06/05/25

EWR
$546
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 46m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 7m
Direct

06/05/25

EWR
$546
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 33m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 2m
Direct

06/05/25

LGA
$570
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 46m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 2m
Direct

06/05/25

LGA
$570
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 33m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 17m
Direct

06/05/25

EWR
$576
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 33m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 11m
Direct

06/05/25

EWR
$576
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 46m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 17m
Direct

06/05/25

EWR
$576
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 46m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 11m
Direct

06/05/25

EWR
$576
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 46m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 16m
Direct

06/05/25

LGA
$587
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 33m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 16m
Direct

06/05/25

LGA
$587
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 33m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 8m
Direct

06/05/25

LGA
$610
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 46m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 8m
Direct

06/05/25

LGA
$610
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 33m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 7m
Direct

06/05/25

LGA
$610
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 46m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 10m
Direct

06/05/25

LGA
$610
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 46m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 7m
Direct

06/05/25

LGA
$610
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 33m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 10m
Direct

06/05/25

LGA
$610
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 33m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 15m
Direct

06/05/25

EWR
$628
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 46m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 15m
Direct

06/05/25

EWR
$628
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 33m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 21m
Direct

06/05/25

JFK
$691
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

LGA
2h 46m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/05/25

ORD
2h 21m
Direct

06/05/25

JFK
$691
Free cancellation within 83 hours of booking

Top Deals on flights Business Class from New York Laguardia Airport to Chicago

New York City, US (NYC) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

LGA
2h 33m
Direct

May 29

ORD

as low as

$264

New York City, US (NYC) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

LGA
2h 46m
Direct

May 29

ORD

as low as

$264

New York City, US (NYC) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

LGA
6h 19m
PIT

May 29

ORD

as low as

$275

New York City, US (NYC) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

LGA
3h 53m
PIT

May 29

ORD

as low as

$298

New York City, US (NYC) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

LGA
5h 7m
RDU

May 29

ORD

as low as

$303

New York City, US (NYC) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

LGA
5h 25m
BOS

May 29

ORD

as low as

$356

New York City, US (NYC) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

LGA
5h 53m
BOS

May 29

ORD

as low as

$427

New York City, US (NYC) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

LGA
5h 44m
DTW

May 29

ORD

as low as

$624

New York City, US (NYC) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

LGA
4h 14m
DTW

May 29

ORD

as low as

$624

New York City, US (NYC) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

LGA
2h 35m
Direct

May 29

ORD

as low as

$688

New York City, US (NYC) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

LGA
2h 40m
Direct

May 29

ORD

as low as

$688

New York City, US (NYC) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

LGA
2h 46m
Direct

May 29

ORD

as low as

$688