$69 Cheap flight deals from Chicago (CHI) to Jupiter (PBI)

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This Weekend's Flight Deals from Chicago to Jupiter

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Jan 18 - Mon, Jan 26
MDW
Midway Intl.
PBI
Palm Beach Intl.
$276 Roundtrip, found 17 hours ago
$276
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Sun, Jan 18 from Midway Intl. to Palm Beach Intl., returning Mon, Jan 26, priced at $276 found 17 hours ago
Sat, Jan 17 - Sun, Jan 18
ORD
O'Hare Intl.
PBI
Palm Beach Intl.
$395 Roundtrip, found 2 hours ago
$395
Roundtrip
found 2 hours ago
Select United flight, departing Sat, Jan 17 from O'Hare Intl. to Palm Beach Intl., returning Sun, Jan 18, priced at $395 found 2 hours ago
Fri, Jan 16 - Sun, Jan 18
RFD
Greater Rockford
PBI
Palm Beach Intl.
$660 Roundtrip, found 4 days ago
$660
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Jan 16 from Greater Rockford to Palm Beach Intl., returning Sun, Jan 18, priced at $660 found 4 days ago

Airfares from $69 One Way, $149 Round Trip from Chicago to Jupiter

Prices starting at $149 for return flights and $69 for one-way flights to Jupiter were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jan 31 - Mon, Feb 2
ORD
Chicago
PBI
West Palm Beach
$149 Roundtrip, found 6 days ago
$149
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Jan 31 from Chicago to West Palm Beach, returning Mon, Feb 2, priced at $149 found 6 days ago
Sat, Jan 24 - Mon, Jan 26
MDW
Chicago
PBI
West Palm Beach
$150 Roundtrip, found 3 days ago
$150
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Jan 24 from Chicago to West Palm Beach, returning Mon, Jan 26, priced at $150 found 3 days ago
Sat, Jan 24 - Mon, Jan 26
ORD
Chicago
PBI
West Palm Beach
$156 Roundtrip, found 1 day ago
$156
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jan 24 from Chicago to West Palm Beach, returning Mon, Jan 26, priced at $156 found 1 day ago
Mon, Feb 16 - Wed, Feb 25
ORD
Chicago
PBI
West Palm Beach
$158 Roundtrip, found 1 hour ago
$158
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Mon, Feb 16 from Chicago to West Palm Beach, returning Wed, Feb 25, priced at $158 found 1 hour ago
Wed, Feb 18 - Wed, Feb 25
ORD
Chicago
PBI
West Palm Beach
$190 Roundtrip, found 5 days ago
$190
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Feb 18 from Chicago to West Palm Beach, returning Wed, Feb 25, priced at $190 found 5 days ago

Jupiter economy flight packages

Price found within the past 48 hours. Click for updated prices.
Oak Tree Hotel
2.5-star property

Oak Tree Hotel

9.6/10 Exceptional! (460 reviews)

Feb 21 - Feb 28

7 night stay

Chicago (CHI) to West Palm Beach (PBI)

Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,171, price is now $661 per person
$661
per person
found 23 hours ago
Old hotel refurbished recently. Interesting room decor. Comfortable bed thick towels and lots of hot water.

Reviewed on Mar 25, 2025

Palm Breeze Lux Stay - Port St. Lucie
2.0-star property

Palm Breeze Lux Stay - Port St. Lucie

No reviews

Feb 13 - Feb 20

7 night stay

Chicago (CHI) to West Palm Beach (PBI)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,412, price is now $1,569 per person
$1,569
per person
found 1 hour ago
West Palm Oasis
5.0-star property

West Palm Oasis

No reviews

Feb 24 - Mar 2

6 night stay

Chicago (ORD) to West Palm Beach (PBI)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $7,143, price is now $4,737 per person
$4,737
per person
found 14 hours ago
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Jupiter first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Jaxon
2.0-star property

The Jaxon

9/10 Wonderful! (113 reviews)

Feb 23 - Feb 26

3 night stay

Chicago (CHI) to West Palm Beach (PBI)

Delta • Non-stop roundtrip • FirstClass
Price was $1,085, price is now $796 per person
$796
per person
found 1 day ago
I have never stayed at a hotel where they did not have a front desk. I scanned a QR code to check in and I did speak to someone on the telephone, but the only worker I saw there was the cleaning lady outside when I was checking out. My room was clean and adequate. The little kitchen was really nice to have, though I really didn't use it. I only stayed for one night before an early morning scuba dive at Riviera Beach. The bed was confortable and the pillows nice. The bathroom was small but adequate. I think it would be harder if I had to share this bathroom space with someone else. The building is well kept. It looks like a renovated motel. The night I stayed there were other cars but still plenty of parking.

Reviewed on Dec 22, 2025

The Colony Hotel Palm Beach
4.0-star property

The Colony Hotel Palm Beach

9.2/10 Wonderful! (755 reviews)

Feb 23 - Feb 26

3 night stay

Chicago (CHI) to West Palm Beach (PBI)

Delta • Non-stop roundtrip • FirstClass
Price was $3,000, price is now $2,173 per person
$2,173
per person
found 1 day ago
Our stay at The Colony was amazing from start to finish. The people are all super amazing. Friendly and professional. The decor is the cutest of all time. The bed was comfortable.

Reviewed on Apr 28, 2023

Hyatt Place West Palm Beach/Downtown
3.5-star property

Hyatt Place West Palm Beach/Downtown

8.6/10 Excellent! (1,003 reviews)

Feb 23 - Feb 26

3 night stay

Chicago (CHI) to West Palm Beach (PBI)

Delta • Non-stop roundtrip • FirstClass
Price was $1,485, price is now $1,092 per person
$1,092
per person
found 1 day ago
The location of this hotel is fabulous, just a few blocks to City Place and Kravitz Center. The room was large and clean. The rooms were updated with plenty of charges for tech. The only drawback was they did not supply bottles of water in the rooms so if you wanted water, you had to go to the lobby. Also, I did not realize till after I checked, and it does not have anso if you wanted water, you had to go to the lobby. Also, I did not realize till after I checked and it does not have a pool. The stay did include breakfast, which was nice, but there wasn’t a lot of seating. Other than that I would highly recommend this hotel.

Reviewed on Oct 5, 2025

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More About Flying To Jupiter from Chicago

Route Information for Flights from Chicago to Jupiter

Origin Airport IATA Code
CHI
Destination Airport IATA Code
PBI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Jupiter

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.