Book it to Chicago on JetBlue from $49*.

Popular JetBlue flights to Chicago.

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*Fares shown reflect recent availability (collected within 24 hours), subject to change at any time. Fares are one-way and reflect lowest available fare (which may be Blue Basic). Fares do not include baggage fees or optional services and additional restrictions apply.

More everyday low fares to Chicago.

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More everyday low fares to Chicago.
From
To
Fare Type
Dates
Price
Boston (BOS)Chicago (ORD)one-way Apr 11

from

$49
New York (JFK)Chicago (ORD)one-way May 25

from

$79
Buffalo (BUF)Chicago (ORD)one-way May 28

from

$114
Raleigh/Durham (RDU)Chicago (ORD)one-way May 10

from

$117
Fort Lauderdale (FLL)Chicago (ORD)one-way Apr 30

from

$118
Miami (MIA)Chicago (ORD)one-way Apr 30

from

$119
Orlando (MCO)Chicago (ORD)one-way May 7

from

$124
Washington, D.C. (DCA)Chicago (ORD)one-way May 20

from

$133
Philadelphia (PHL)Chicago (ORD)one-way May 14

from

$141
West Palm Beach (PBI)Chicago (ORD)one-way Oct 8

from

$145

*Fares shown reflect recent availability (collected within 24 hours), subject to change at any time. Fares are one-way and reflect lowest available fare (which may be Blue Basic). Fares do not include baggage fees or optional services and additional restrictions apply.

Love at first flight.

JetBlue combines award-winning service and comfort with everyday low fares. The core JetBlue experience gives you the most legroom in coach, free high-speed Wi-Fi for every traveler (and on every plane!), free live TV and movies at every seat, free brand-name snacks and drinks—and it’s all included in the fare.

When you book direct on jetblue.com or the JetBlue app, you’re guaranteed to get our best fares. Plus, it’s easier to manage your booking if your travel plans change (we’ve got your back when the unexpected happens). Whether you’re just looking for a cheap flight or a vacation package that bundles flights with hotel, cruise, car &/or activities, booking directly with us gives you deals and discounts you won’t find anywhere else, more flexibility, and you’ll earn bonus TrueBlue points toward future award travel, as well as tiles toward valuable Perks You Pick®.

You can use TrueBlue points to book on jetblue.com or the JetBlue app. And if you’re short on points (or cash), you can also use your TrueBlue points (as few as 500 points!) toward a Cash + Points booking. It’s like getting a discount.