Find Flights Tickets and Deals on JetBlue to Chicago from $85
expand_more
1 Traveler
expand_moreexpand_more
today
today
Cheap Flight Tickets to Chicago
flight_takeoff
flight_land
$
New York (JFK)to
Chicago (ORD)Depart 05/28/2026
from
$94
Seen: 2 hrs ago
one-way
Core
Boston (BOS)to
Chicago (ORD)Depart 06/03/2026
from
$94
Seen: 3 hrs ago
one-way
Core
Fort Lauderdale (FLL)to
Chicago (ORD)Depart 05/28/2026
from
$197
Seen: 5 hrs ago
one-way
Core
San Juan (SJU)to
Chicago (ORD)Depart 05/29/2026
from
$289
Seen: 9 hrs ago
one-way
Core
Orlando (MCO)to
Chicago (ORD)Depart 06/10/2026
from
$222
Seen: 7 hrs ago
one-way
Core
Los Angeles (LAX)to
Chicago (ORD)Depart 05/27/2026
from
$300
Seen: 9 hrs ago
one-way
Core
San Francisco (SFO)to
Chicago (ORD)Depart 05/27/2026
from
$301
Seen: 22 hrs ago
one-way
Core
Tampa (TPA)to
Chicago (ORD)Depart 05/15/2026
from
$567
Seen: 13 hrs ago
one-way
Core
Las Vegas (LAS)to
Chicago (ORD)Depart 05/26/2026
from
$402
Seen: 1 hour ago
one-way
Core
Washington, D.C. (DCA)to
Chicago (ORD)Depart 05/18/2026
from
$313
Seen: 7 hrs ago
one-way
Core
West Palm Beach (PBI)to
Chicago (ORD)Depart 05/29/2026
from
$354
Seen: 14 hrs ago
one-way
Core
Santo Domingo (SDQ)to
Chicago (ORD)Depart 05/16/2026
from
$449
Seen: 15 hrs ago
one-way
Core
Phoenix (PHX)to
Chicago (ORD)Depart 05/12/2026
from
$481
Seen: 18 hrs ago
one-way
Core
Kingston (KIN)to
Chicago (ORD)Depart 05/28/2026
from
$419
Seen: 4 hrs ago
one-way
Core
Raleigh/Durham (RDU)to
Chicago (ORD)Depart 05/22/2026
from
$385
Seen: 8 hrs ago
one-way
Core
Houston (IAH)to
Chicago (ORD)Depart 06/10/2026
from
$281
Seen: 9 hrs ago
one-way
Core
San Diego (SAN)to
Chicago (ORD)Depart 05/27/2026
from
$247
Seen: 48 minutes ago
one-way
Core
Philadelphia (PHL)to
Chicago (ORD)Depart 05/22/2026
from
$387
Seen: 7 hrs ago
one-way
Core
Atlanta (ATL)to
Chicago (ORD)Depart 05/24/2026
from
$522
Seen: 17 hrs ago
one-way
Core
Richmond (RIC)to
Chicago (ORD)Depart 05/30/2026
from
$257
Seen: 12 hrs ago
one-way
Core
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.
Best Cheap Flights to Chicago by Popularity
flight_takeoff
flight_land
$
From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Fort Lauderdale (FLL) | Chicago (ORD) | one-way / Core | Depart 07/15/2026 | from $85 Seen: 22 hrs ago |
| New York (JFK) | Chicago (ORD) | one-way / Core | Depart 06/13/2026 | from $94 Seen: 10 hrs ago |
| Boston (BOS) | Chicago (ORD) | one-way / Core | Depart 06/22/2026 | from $103 Seen: 6 hrs ago |
| Orlando (MCO) | Chicago (ORD) | one-way / Core | Depart 07/21/2026 | from $138 Seen: 11 hrs ago |
| Buffalo (BUF) | Chicago (ORD) | one-way / Core | Depart 07/15/2026 | from $172 Seen: 5 hrs ago |
| Cancún (CUN) | Chicago (ORD) | one-way / Core | Depart 08/25/2026 | from $172 Seen: 2 hrs ago |
| Philadelphia (PHL) | Chicago (ORD) | one-way / Core | Depart 07/09/2026 | from $196 Seen: 8 hrs ago |
| Washington, D.C. (DCA) | Chicago (ORD) | one-way / Core | Depart 07/11/2026 | from $202 Seen: 7 hrs ago |
| Montego Bay (MBJ) | Chicago (ORD) | one-way / Core | Depart 07/23/2026 | from $204 Seen: 6 hrs ago |
| San Juan (SJU) | Chicago (ORD) | one-way / Core | Depart 07/14/2026 | from $206 Seen: 7 hrs ago |
| Santo Domingo (SDQ) | Chicago (ORD) | one-way / Core | Depart 09/02/2026 | from $207 Seen: 3 hrs ago |
| Aruba (AUA) | Chicago (ORD) | one-way / Core | Depart 08/26/2026 | from $208 Seen: 19 minutes ago |
| Atlanta (ATL) | Chicago (ORD) | one-way / Core | Depart 06/16/2026 | from $217 Seen: 10 hrs ago |
| Fort Myers (RSW) | Chicago (ORD) | one-way / Core | Depart 09/22/2026 | from $261 Seen: 6 hrs ago |
| Nassau (NAS) | Chicago (ORD) | one-way / Core | Depart 12/07/2026 | from $262 Seen: 4 minutes ago |
| San José, Costa Rica (SJO) | Chicago (ORD) | one-way / Core | Depart 08/26/2026 | from $271 Seen: 5 hrs ago |
| Guayaquil (GYE) | Chicago (ORD) | one-way / Core | Depart 07/27/2026 | from $273 Seen: 8 hrs ago |
| West Palm Beach (PBI) | Chicago (ORD) | one-way / Core | Depart 06/17/2026 | from $285 Seen: 10 hrs ago |
| Cartagena (CTG) | Chicago (ORD) | one-way / Core | Depart 08/13/2026 | from $288 Seen: 5 hrs ago |
| Houston (IAH) | Chicago (ORD) | one-way / Core | Depart 06/11/2026 | from $292 Seen: 10 hrs ago |
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.
Discover the best flights to Chicago
This is a test custom assets
\nThe following variables should be replaced:Â
\n    \"Origin.City\" - {{Origin.City}}      \"Origin.City.AirportCode\" - {{Origin.City.AirportCode}}      \"Origin.City.AirportName\" - {{Origin.City.AirportName}}      \"Destination.City\" - {{Destination.City}} Chicago     \"Destination.City.AirportCode\" - {{Destination.City.AirportCode}} ORD     \"Destination.City.AirportName\" - {{Destination.City.AirportName}} O'Hare International Airport     \"Origin.Country\" - {{Origin.Country}}     \"Destination.Country\" - {{Destination.Country}} United States     \"Airline.Name\" - {{Airline.Name}} JetBlue     \"current.year\" - 2026 2026     \"from.Origin.City\" - {{from.Origin.City}}     \"from.Origin.Country\" - {{from.Origin.Country}}      \"to.Destination.City\" - {{to.Destination.City}} Chicago     \"to.Destination.Country\" - {{to.Destination.Country}} the United States
"