Find cheap flight tickets from Sarasota (SRQ) to Chicago (ORD). Cheapest fare starts from $370.
Sarasota
SRQ
→
Chicago
ORD
10/16/2025 – 10/23/2025
Cheap flight deals from Sarasota to Chicago
Average price start from:
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$62
Round-trip flights from Sarasota to Chicago starting at $62. Book now for the best deals!
One-way from:
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Single journey flights from Sarasota to Chicago available from $great deals.
Cheapest day:
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Thursday
Thursday is the cheapest day to fly from Sarasota to Chicago. Save more by booking on this day!
Cheapest In:
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$32
Jan 2025
Jan 2025 is the cheapest month to fly from Sarasota to Chicago with prices starting at $32.
Find flight deals from Sarasota to Chicago
Cheapest flights from Sarasota to Chicago
ONEWAY FLIGHTS
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Explore the cheapest oneway flights from Sarasota to Chicago spotted daily.
SRQ
Sarasota
SRQ - Sarasota • 2025-10-16 • 09:00
Unknown
60 min
ORD
Unknown City
$67
Non-stop • 60 min
SRQ
Sarasota
SRQ - Sarasota • 2025-10-16 • 09:00
Unknown
60 min
ORD
Unknown City
$99
Non-stop • 60 min
SRQ
Sarasota
SRQ - Sarasota • 2025-10-16 • 09:00
Unknown
60 min
ORD
Unknown City
$106
Non-stop • 60 min
SRQ
Sarasota
SRQ - Sarasota • 2025-10-16 • 09:00
Unknown
60 min
ORD
Unknown City
$109
Non-stop • 60 min
SRQ
Sarasota
SRQ - Sarasota • 2025-10-16 • 09:00
Unknown
60 min
ORD
Unknown City
$119
Non-stop • 60 min
SRQ
Sarasota
SRQ - Sarasota • 2025-10-16 • 09:00
Unknown
60 min
ORD
Unknown City
$134
Non-stop • 60 min
SRQ
Sarasota
SRQ - Sarasota • 2025-10-16 • 09:00
Unknown
60 min
ORD
Unknown City
$157
Non-stop • 60 min
SRQ
Sarasota
SRQ - Sarasota • 2025-10-16 • 09:00
Unknown
60 min
ORD
Unknown City
$167
Non-stop • 60 min
Price Trends & Analysis
Weekly Price Trends
If your flying dates are flexible, consider flying to Chicago on a Thursday.
Monthly Price Trends
The cheapest month for flights from Sarasota to Chicago is April.
Weather & Climate Information
Temperature
Chicago experiences a humid continental climate, with hot summers averaging 70-85°F (21-29°C) and cold winters ranging from 15-30°F (-9 to -1°C). The best times for comfortable travel are late spring (May) and early autumn (September-October), when temperatures are mild and precipitation is relatively low.
Rainfall
The best time to visit Chicago is during late spring (May to early June) or early fall (September to October) when temperatures are mild and pleasant for exploring. These periods also feature vibrant local events like the Chicago Blues Festival and the Chicago Gourmet, providing a rich cultural experience without the summer crowds.
Airlines at Chicago
Discover excellent flight options from Sarasota to Chicago with top airlines including Frontier Airlines, American Airlines, Delta Air Lines, United Airlines. These carriers offer reliable service and comfortable connections between these popular destinations.
The average flight time is approximately 10-15 hours, with most routes featuring one stopover for optimal pricing and convenience. When planning your journey from Sarasota to Chicago, these airlines provide excellent connectivity and modern aircraft for a pleasant travel experience.
Places to Visit in Chicago
Chicago, the Windy City, dazzles with its stunning skyline and vibrant neighborhoods that pulse with art and innovation. Home to iconic landmarks like the Art Institute and the historic Navy Pier, visitors can immerse themselves in rich cultural experiences, from world-class theater to mouthwatering deep-dish pizza. Strolling along the picturesque waterfront or exploring the diverse streets of Pilsen and Wicker Park, you'll discover a city alive with energy, where every corner reveals a new story waiting to be told.
About Chicago
Discover the beauty of Chicago when flying from Sarasota. This captivating city combines rich heritage with contemporary charm, offering something special for every traveler. Plan your visit during off-peak periods for optimal savings and a more relaxed experience.
Airlines Flying from Sarasota to Chicago
Discover excellent flight options from Sarasota to Chicago with top airlines including Frontier Airlines, American Airlines, Delta Air Lines, United Airlines. These carriers offer reliable service and comfortable connections between these popular destinations.
The average flight time is approximately 10-15 hours, with most routes featuring one stopover for optimal pricing and convenience. When planning your journey from Sarasota to Chicago, these airlines provide excellent connectivity and modern aircraft for a pleasant travel experience.
Hotels in Chicago
For your visit to Chicago, choose hotels near ORD Airport for maximum convenience. Many accommodations offer complimentary airport shuttle services.
About Chicago
Discover the beauty of Chicago when flying from Sarasota. This captivating city combines rich heritage with contemporary charm, offering something special for every traveler. Plan your visit during off-peak periods for optimal savings and a more relaxed experience.
Places to Visit in Chicago
Chicago, the Windy City, dazzles with its stunning skyline and vibrant neighborhoods that pulse with art and innovation. Home to iconic landmarks like the Art Institute and the historic Navy Pier, visitors can immerse themselves in rich cultural experiences, from world-class theater to mouthwatering deep-dish pizza. Strolling along the picturesque waterfront or exploring the diverse streets of Pilsen and Wicker Park, you'll discover a city alive with energy, where every corner reveals a new story waiting to be told.
Hotels in Chicago
For your visit to Chicago, choose hotels near ORD Airport for maximum convenience. Many accommodations offer complimentary airport shuttle services.
Airlines Flying from Sarasota to Chicago
Discover excellent flight options from Sarasota to Chicago with top airlines including Frontier Airlines, American Airlines, Delta Air Lines, United Airlines. These carriers offer reliable service and comfortable connections between these popular destinations.
The average flight time is approximately 10-15 hours, with most routes featuring one stopover for optimal pricing and convenience. When planning your journey from Sarasota to Chicago, these airlines provide excellent connectivity and modern aircraft for a pleasant travel experience.
Frequently Asked Questions
What's the best deal for flights from Sarasota to Chicago?
The lowest fare available is $62. Maximize savings by booking during April and selecting Thursday flights.
How many hours does it take to fly from Sarasota to Chicago?
Flight duration typically ranges around 10-15 hours, with most flights including one stopover for optimal route efficiency.
Which carriers fly between Sarasota and Chicago?
Major airlines serving this route include Frontier Airlines, American Airlines, Delta Air Lines. Each offers different schedules and amenities to suit various travel preferences.
What's the ideal booking window for this route?
Book 2-3 months in advance for the best prices. Traveling during April can provide additional savings opportunities.
Are there convenient hotels near ORD Airport?
Yes, ORD Airport is surrounded by hotels offering shuttle services and modern amenities for travelers.
Why should I visit Chicago?
Chicago offers an incredible mix of cultural experiences and modern attractions. Plan your visit during pleasant weather months for the most enjoyable experience.
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