Discover affordable flights from Albany to Chicago with prices starting from $364. Book your journey today!
Albany
ALB
→
Chicago
MDW
11/04/2025 – 11/11/2025
Cheap flight deals from Albany to Chicago
Average price start from:
i
$273
Round-trip flights from Albany to Chicago starting at $273. Book now for the best deals!
One-way from:
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$89
One-way flights from Albany to Chicago starting at $89. Great for flexible travel!
Cheapest day:
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Wednesday
Wednesday is the cheapest day to fly from Albany to Chicago. Save more by booking on this day!
Cheapest In:
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$176
Sep 2025
Sep 2025 is the cheapest month to fly from Albany to Chicago with prices starting at $176.
Find flight deals from Albany to Chicago
Cheapest flights from Albany to Chicago
ONEWAY FLIGHTS
LAST MINUTE
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Explore the cheapest oneway flights from Albany to Chicago spotted daily.
ALB
Albany
ALB - Albany • 2025-11-04 • 09:00
Unknown
60 min
MDW
Unknown City
$89
Non-stop • 60 min
ALB
Albany
ALB - Albany • 2025-11-04 • 09:00
Unknown
60 min
MDW
Unknown City
$99
Non-stop • 60 min
ALB
Albany
ALB - Albany • 2025-11-04 • 09:00
Unknown
60 min
MDW
Unknown City
$186
Non-stop • 60 min
Price Trends & Analysis
Weekly Price Trends
If your flying dates are flexible, consider flying to Chicago on a Wednesday.
Monthly Price Trends
The cheapest month for flights from Albany to Chicago is September.
Weather & Climate Information
Temperature
Chicago experiences a humid continental climate with cold winters (average temperatures ranging from 20°F to 30°F) and warm summers (typically 70°F to 85°F). The best times for comfortable travel are late spring (May) and early fall (September to October), when temperatures are mild and outdoor activities are enjoyable.
Rainfall
The best time to visit Chicago is during late spring (May to early June) or early fall (September to October) when the weather is mild and pleasant. These periods also feature fewer tourists, allowing you to enjoy local events like the Chicago Blues Festival and the Chicago Gourmet without the summer crowds.
Airlines at MDW
Book your journey from Albany to Chicago with leading airlines including Southwest Airlines, Delta Air Lines, Allegiant Air. These carriers provide excellent connectivity and multiple daily options for convenient travel.
The typical flight time is about 10-15 hours, with most flights featuring one stopover for better pricing and route optimization. When traveling from Albany to Chicago, these airlines ensure a smooth and comfortable experience with their modern fleet and professional service.
Places to Visit in Chicago
Discover the vibrant spirit of Chicago, where stunning architecture meets rich history along the shores of Lake Michigan. Immerse yourself in the city's cultural tapestry by exploring world-class museums like the Art Institute, savoring deep-dish pizza, and experiencing the soulful energy of live blues music in historic venues. Visitors can stroll through Millennium Park, marvel at the stunning skyline from the Chicago River, and embrace the warmth of the city's legendary hospitality, making every moment a memorable adventure.
About Chicago
Explore the wonders of Chicago on your journey from Albany. This remarkable destination blends cultural treasures with modern amenities, creating an enriching travel experience. Consider visiting during off-peak seasons for better value and fewer crowds.
Airlines Flying from Albany to Chicago
Book your journey from Albany to Chicago with leading airlines including Southwest Airlines, Delta Air Lines, Allegiant Air. These carriers provide excellent connectivity and multiple daily options for convenient travel.
The typical flight time is about 10-15 hours, with most flights featuring one stopover for better pricing and route optimization. When traveling from Albany to Chicago, these airlines ensure a smooth and comfortable experience with their modern fleet and professional service.
Hotels in Chicago
Discover top-rated hotels near MDW Airport for your stay in Chicago. These accommodations offer excellent connectivity to MDW Airport and provide modern amenities for business and leisure travelers. Book early to secure the best rates and availability.
Hotel
Category: Standard
Comfortable accommodations with modern amenities.
Location: Near airport
Hotel ID:
About Chicago
Explore the wonders of Chicago on your journey from Albany. This remarkable destination blends cultural treasures with modern amenities, creating an enriching travel experience. Consider visiting during off-peak seasons for better value and fewer crowds.
Places to Visit in Chicago
Discover the vibrant spirit of Chicago, where stunning architecture meets rich history along the shores of Lake Michigan. Immerse yourself in the city's cultural tapestry by exploring world-class museums like the Art Institute, savoring deep-dish pizza, and experiencing the soulful energy of live blues music in historic venues. Visitors can stroll through Millennium Park, marvel at the stunning skyline from the Chicago River, and embrace the warmth of the city's legendary hospitality, making every moment a memorable adventure.
Hotels in Chicago
Discover top-rated hotels near MDW Airport for your stay in Chicago. These accommodations offer excellent connectivity to MDW Airport and provide modern amenities for business and leisure travelers. Book early to secure the best rates and availability.
Hotel
Category: Standard
Comfortable accommodations with modern amenities.
Location: Near airport
Hotel ID:
Airlines Flying from Albany to Chicago
Book your journey from Albany to Chicago with leading airlines including Southwest Airlines, Delta Air Lines, Allegiant Air. These carriers provide excellent connectivity and multiple daily options for convenient travel.
The typical flight time is about 10-15 hours, with most flights featuring one stopover for better pricing and route optimization. When traveling from Albany to Chicago, these airlines ensure a smooth and comfortable experience with their modern fleet and professional service.
Frequently Asked Questions
How much does it cost to fly from Albany to Chicago?
Flight prices start from $89 for this route. Save more by booking during September and choosing Wednesday departures.
What's the flight duration from Albany to Chicago?
The typical flight time is approximately 10-15 hours, with most routes featuring one stopover for better pricing and convenience.
What airlines serve the Albany to Chicago route?
Several airlines operate flights including Southwest Airlines, Delta Air Lines, Allegiant Air. Compare schedules and prices to find the best option for your travel needs.
When should I book my flight for the best price?
For optimal savings, book 2-3 months ahead and consider traveling during September when demand is lower.
Where can I stay near MDW Airport?
There are several hotels near MDW Airport with convenient shuttle services. Many offer comfortable accommodations for both business and leisure travelers.
What makes Chicago worth visiting?
Chicago combines rich cultural heritage with modern attractions. Visit during pleasant weather months to experience the city at its best.
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