$106 Cheap flight deals from Chicago (CHI) to Lakewood Ranch (SRQ)

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This Weekend's Flight Deals from Chicago to Lakewood Ranch

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, Nov 15 - Wed, Nov 19
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$548 Roundtrip, found 9 hours ago
$548
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Sat, Nov 15 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Wed, Nov 19, priced at $548 found 9 hours ago
Sat, Nov 15 - Mon, Nov 17
MDW
Midway Intl.
SRQ
Sarasota-Bradenton Intl.
$765 Roundtrip, found 3 days ago
$765
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Nov 15 from Midway Intl. to Sarasota-Bradenton Intl., returning Mon, Nov 17, priced at $765 found 3 days ago

Airfares from $106 One Way, $211 Round Trip from Chicago to Lakewood Ranch

Prices starting at $211 for return flights and $106 for one-way flights to Lakewood Ranch were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Feb 5 - Tue, Feb 10
ORD
Chicago
SRQ
Sarasota
$211 Roundtrip, found 1 day ago
$211
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Feb 5 from Chicago to Sarasota, returning Tue, Feb 10, priced at $211 found 1 day ago
Mon, Dec 8 - Fri, Dec 12
ORD
Chicago
SRQ
Sarasota
$214 Roundtrip, found 1 day ago
$214
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Dec 8 from Chicago to Sarasota, returning Fri, Dec 12, priced at $214 found 1 day ago
Mon, Jan 26 - Thu, Jan 29
ORD
Chicago
SRQ
Sarasota
$293 Roundtrip, found 2 days ago
$293
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Jan 26 from Chicago to Sarasota, returning Thu, Jan 29, priced at $293 found 2 days ago
Thu, Jan 8 - Tue, Jan 13
MDW
Chicago
SRQ
Sarasota
$315 Roundtrip, found 1 day ago
$315
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Jan 8 from Chicago to Sarasota, returning Tue, Jan 13, priced at $315 found 1 day ago
Sat, Feb 14 - Wed, Mar 4
ORD
Chicago
SRQ
Sarasota
$316 Roundtrip, found 3 days ago
$316
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Feb 14 from Chicago to Sarasota, returning Wed, Mar 4, priced at $316 found 3 days ago

Lakewood Ranch economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Westin Tampa Bay
4.0-star property

The Westin Tampa Bay

8.4/10 Very Good! (1,026 reviews)

Dec 24 - Dec 27

3 night stay

Chicago (CHI) to Sarasota (SRQ)

Southwest Airlines • Non-stop • Coach

Sarasota (SRQ) to Chicago (CHI)

Frontier Airlines • Non-stop • Coach
Price was $497, price is now $343 per person
$343
per person
found 1 day ago
The hotel does not have a pool at this time it's under construction, which also causes quite a bit of noise throughout the day.

Reviewed on Nov 10, 2025

The Avalon Club
4.0-star property

The Avalon Club

9.4/10 Exceptional! (466 reviews)

Dec 19 - Dec 23

4 night stay

Chicago (CHI) to Tampa (TPA)

Spirit Airlines • Coach

Tampa (TPA) to Chicago (CHI)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,651, price is now $1,030 per person
$1,030
per person
found 1 day ago
You can walk to different restaurants. The only bad thing is that the bed in the master bedroom was not in good condition and the metal base was broken. I had to move to another room within the same unit.

Reviewed on Aug 17, 2025

The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5-star property

The Residences at Siesta Key Beach by Hyatt Vacation Club

9.6/10 Exceptional! (292 reviews)

Dec 21 - Dec 26

5 night stay

Chicago (CHI) to Sarasota (SRQ)

American Airlines • Non-stop • Coach

Sarasota (SRQ) to Chicago (CHI)

Sun Country Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,794, price is now $1,765 per person
$1,765
per person
found 1 day ago
We had a fantastic vacation at the Hyatt. The rooms are immaculate and have everything you need for your vacation. Beach staff was wonderful with daily umbrella service and the continental breakfast was very convenient. We look forward to returning!

Reviewed on May 10, 2025

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More About Flying To Lakewood Ranch from Chicago

Route Information for Flights from Chicago to Lakewood Ranch

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

Chicago to Lakewood Ranch

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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.