$29 Cheap flight deals from Chicago (CHI) to Wellington (PBI)
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This Weekend's Flight Deals from Chicago to Wellington
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.
ORD
O'Hare Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$207 Roundtrip, found 5 hours ago
$207
Roundtrip
found 5 hours ago
MDW
Midway Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
ORD
O'Hare Intl.
PBI
Palm Beach Intl.
$254 Roundtrip, found 2 days ago
$254
Roundtrip
found 2 days ago
RFD
Greater Rockford
PBI
Palm Beach Intl.
$311 Roundtrip, found 2 days ago
$311
Roundtrip
found 2 days ago
Airfares from $29 One Way, $58 Round Trip from Chicago to Wellington
Prices starting at $58 for return flights and $29 for one-way flights to Wellington were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
ORD
Chicago
FLL
Fort Lauderdale
$58 Roundtrip, found 6 hours ago
$58
Roundtrip
found 6 hours ago
ORD
Chicago
FLL
Fort Lauderdale
$68 Roundtrip, found 23 hours ago
$68
Roundtrip
found 23 hours ago
MDW
Chicago
FLL
Fort Lauderdale
$128 Roundtrip, found 2 days ago
$128
Roundtrip
found 2 days ago
ORD
Chicago
PBI
West Palm Beach
$141 Roundtrip, found 1 day ago
$141
Roundtrip
found 1 day ago
RFD
Rockford
FLL
Fort Lauderdale
$148 Roundtrip, found 6 days ago
$148
Roundtrip
found 6 days ago
Wellington economy flight packages
Price found within the past 48 hours. Click for updated prices.
2.5-star property
Oak Tree Hotel
9.6/10 Exceptional! (460 reviews)
Feb 12 - Feb 15
3 night stay
Chicago (CHI) to West Palm Beach (PBI)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $658, price is now $442 per person
$442
per person
found 4 hours ago
Old hotel refurbished recently. Interesting room decor. Comfortable bed thick towels and lots of hot water.
Reviewed on Mar 25, 2025
2.0-star property
Super 8 by Wyndham Lantana West Palm Beach
6.8/10 (41 reviews)
Feb 13 - Feb 17
4 night stay
Chicago (CHI) to Fort Lauderdale (FLL)
Frontier Airlines • Coach
Fort Lauderdale (FLL) to Chicago (CHI)
Southwest Airlines • Coach
Save 100% on your flight
Price was $771, price is now $467 per person
$467
per person
found 18 hours ago
3.5-star property
Marriott Hutchinson Island Beach Resort, Golf & Marina
8.2/10 Very Good! (356 reviews)
Jan 28 - Feb 1
4 night stay
Chicago (CHI) to West Palm Beach (PBI)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $798, price is now $533 per person
$533
per person
found 1 day ago
The room was clean and big. What staff we came in contact with, were friendly. When checking in, I was asked if I wanted pool side or golf side, I said golf, but what we ended up with was the street side. Wasn’t crazy about that, the fire station across the street was on it. LOL if there is a next time, I will be more specific. The resort lacks simple amenities, like complementary coffee. All in all, we enjoyed our stay.
Reviewed on Dec 26, 2025
Wellington packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
2.0-star property
Motel 6 Dania Beach
4.4/10 (1,187 reviews)
Feb 14 - Feb 17
3 night stay
Chicago (CHI) to Fort Lauderdale (FLL)
Delta • Non-stop roundtrip • PremiumEconomy
Price was $734, price is now $698 per person
$698
per person
found 1 day ago
The staff was friendly, personable, and helpful. The room was comfortable. The bathroom was very clean and the shower had lots of very hot water!
Reviewed on Dec 3, 2025
2.5-star property
Holiday Inn Express & Suites Fort Lauderdale Airport South by IHG
8.6/10 Excellent! (3,255 reviews)
Feb 14 - Feb 17
3 night stay
Chicago (CHI) to Fort Lauderdale (FLL)
Delta • Non-stop roundtrip • PremiumEconomy
Price was $939, price is now $812 per person
$812
per person
found 1 day ago
Staff was excellent !! Location is great , room is comfortable. Stayed 1 night and it met all expectations. The English lady at the front desk was outstanding, made the whole experience worth it .
Didnt use shuttles but, they were offered
Reviewed on Dec 8, 2025
3.5-star property
Hillsboro Beach Resort by Kasa
8.4/10 Very Good! (1,823 reviews)
Feb 14 - Feb 17
3 night stay
Chicago (CHI) to Fort Lauderdale (FLL)
Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,397, price is now $1,320 per person
$1,320
per person
found 1 day ago
Staff was amazing. Location is unbeatable
Reviewed on Dec 16, 2025
Wellington first class flight packages
Price found within the past 48 hours. Click for updated prices.
2.0-star property
Motel 6 Dania Beach
4.4/10 (1,187 reviews)
Feb 12 - Feb 15
3 night stay
Chicago (CHI) to Fort Lauderdale (FLL)
Delta • Non-stop roundtrip • FirstClass
Price was $1,235, price is now $1,189 per person
$1,189
per person
found 1 day ago
The staff was friendly, personable, and helpful. The room was comfortable. The bathroom was very clean and the shower had lots of very hot water!
Reviewed on Dec 3, 2025
More About Flying To Wellington from Chicago
Route Information for Flights from Chicago to Wellington
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | PBI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Wellington
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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.