$110 Cheap flight deals from Palm Beach (PBI) to Chicago (CHI)

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This Weekend's Flight Deals from Palm Beach to Chicago

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.

Sat, May 10 - Wed, May 14
PBI
Palm Beach Intl.
MDW
Midway Intl.
$301 Roundtrip, found 2 days ago
$301
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, May 10 from Palm Beach Intl. to Midway Intl., returning Wed, May 14, priced at $301 found 2 days ago
Fri, May 9 - Mon, May 19
PBI
Palm Beach Intl.
ORD
O'Hare Intl.
$309 Roundtrip, found 1 day ago
$309
Roundtrip
found 1 day ago
Select United flight, departing Fri, May 9 from Palm Beach Intl. to O'Hare Intl., returning Mon, May 19, priced at $309 found 1 day ago

Airfares from $110 One Way, $199 Round Trip from Palm Beach to Chicago

Prices starting at $199 for return flights and $110 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Jul 1 - Wed, Jul 9
PBI
West Palm Beach
ORD
Chicago
$199 Roundtrip, found 2 days ago
$199
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Jul 1 from West Palm Beach to Chicago, returning Wed, Jul 9, priced at $199 found 2 days ago
Tue, Jul 1 - Wed, Jul 9
PBI
West Palm Beach
ORD
Chicago
$209 Roundtrip, found 2 days ago
$209
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Jul 1 from West Palm Beach to Chicago, returning Wed, Jul 9, priced at $209 found 2 days ago
Fri, Jun 27 - Wed, Jul 2
PBI
West Palm Beach
ORD
Chicago
$213 Roundtrip, found 3 days ago
$213
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Jun 27 from West Palm Beach to Chicago, returning Wed, Jul 2, priced at $213 found 3 days ago
Tue, Jul 1 - Sun, Jul 6
PBI
West Palm Beach
ORD
Chicago
$214 Roundtrip, found 2 days ago
$214
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Jul 1 from West Palm Beach to Chicago, returning Sun, Jul 6, priced at $214 found 2 days ago
Wed, Sep 10 - Tue, Sep 16
PBI
West Palm Beach
ORD
Chicago
$217 Roundtrip, found 16 hours ago
$217
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Wed, Sep 10 from West Palm Beach to Chicago, returning Tue, Sep 16, priced at $217 found 16 hours ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Schiller Park, IL - Chicago O'Hare
2.0-star property

Motel 6 Schiller Park, IL - Chicago O'Hare

6.4/10 (1,501 reviews)

Jun 26 - Jun 29

3 night stay

Fort Lauderdale (FLL) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
per person
found 1 day ago
It's ok but for being a motel 6 is over priced and it doesn't have a fridge or microwave

Reviewed on Apr 20, 2024

Red Roof Inn PLUS+ Chicago - Willowbrook
2.5-star property

Red Roof Inn PLUS+ Chicago - Willowbrook

6.2/10 (1,006 reviews)

Jun 26 - Jun 29

3 night stay

Fort Lauderdale (FLL) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
per person
found 1 day ago
Not sure what the "plus" in Red room is but of the many Red Roofs Ive stayed at, this one lacked alot. The rooms could have been cleaner. The towl rack was hanging , the beds were in desperate need of replacing, the exterior needed some spackling and paint, and the linens and towels were dingy at best. The most annoying part was the daily shortage of towels. They would not priovide more than two towels sets for a four person room and on day 4 of my stay they had no clean towels to offer. Two reasons for renting a hotel, a comfortable place to sleep and the ability to freshen up. This location hardly offered that.

Reviewed on Mar 30, 2025

O'Hare Inn & Suites
2.0-star property

O'Hare Inn & Suites

5.8/10 (1,006 reviews)

Jun 26 - Jun 29

3 night stay

Fort Lauderdale (FLL) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
per person
found 1 day ago
Staff was very helpful, kind, professional and knowledgeable.

Reviewed on Dec 30, 2023

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Chicago first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton Chicago/Magnificent Mile Suites
3.5-star property

Hilton Chicago/Magnificent Mile Suites

8.8/10 Excellent! (2,064 reviews)

Jun 5 - Jun 7

2 night stay

Fort Lauderdale (FLL) to Chicago (ORD)

Delta • Non-stop roundtrip • FirstClass
per person
found 6 hours ago
We had a great stay and would definitely return! We liked the location—everything we needed was close by, and we felt completely safe traveling as a group of women with a child. The hotel was within walking distance to fabulous shopping and dining, which made our trip extra enjoyable. For anyone planning to explore beyond the immediate area, we highly recommend getting a bus or “L” pass. Public transportation was easy to navigate and made getting around the city a breeze. One of the highlights of our stay was the incredibly kind and welcoming bellman (we regret not getting his name!). He went out of his way to make us feel at home, and that warm hospitality really stood out. The only downside was the sleeper sofa—the mattress could definitely use an upgrade for better comfort. Overall, we had a great experience and would recommend this hotel to others.

Reviewed on Apr 24, 2025

Arlo Chicago
4.0-star property

Arlo Chicago

9.2/10 Wonderful! (1,665 reviews)

Jun 5 - Jun 7

2 night stay

Fort Lauderdale (FLL) to Chicago (ORD)

Delta • Non-stop roundtrip • FirstClass
per person
found 6 hours ago
Nice hotel. Great location. Nice room. Pictures made hotel seem like it was so much more. It was just one small hallway. Nothing more. Very disappointed with the lobby. I thought by the pictures I was getting so much more! Payed a $150 resort fee for two night. There was absolutely no resort and no resort benefits. That was purely a money grab. Didn’t even get my room cleaned each day. Nice room. Nice hotel. Just less that I thought!

Reviewed on Oct 13, 2024

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More About Flying To Chicago from Palm Beach

Route Information for Flights from Palm Beach to Chicago

Origin Airport IATA Code
PBI
Destination Airport IATA Code
CHI
Distance
1145 mi
Direct Flight Airlines
American Airlines, Qatar Airways, Alaska Airlines, Air New Zealand, United Airlines
Earliest Flight Arrival
9:00PM UTC
Latest Flight Arrival
11:33PM UTC

Palm Beach to Chicago

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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.