Discover affordable flights from Richmond to Chicago with prices starting from $345. Book your journey today!
Richmond
RIC
→
Chicago
MDW
11/04/2025 – 11/11/2025
Cheap flight deals from Richmond to Chicago
Average price start from:
i
$304
Round-trip flights from Richmond to Chicago starting at $304. Book now for the best deals!
One-way from:
i
$95
One-way flights from Richmond to Chicago starting at $95. Great for flexible travel!
Cheapest day:
i
Wednesday
Wednesday is the cheapest day to fly from Richmond to Chicago. Save more by booking on this day!
Cheapest In:
i
$56
Jun 2025
Jun 2025 is the cheapest month to fly from Richmond to Chicago with prices starting at $56.
Find flight deals from Richmond to Chicago
Cheapest flights from Richmond to Chicago
ONEWAY FLIGHTS
LAST MINUTE
CHEAP FLIGHTS
BEST FLIGHTS
Explore the cheapest oneway flights from Richmond to Chicago spotted daily.
RIC
Richmond
RIC - Richmond • 2025-11-04 • 09:00
Unknown
60 min
MDW
Unknown City
$95
Non-stop • 60 min
RIC
Richmond
RIC - Richmond • 2025-11-04 • 09:00
Unknown
60 min
MDW
Unknown City
$129
Non-stop • 60 min
RIC
Richmond
RIC - Richmond • 2025-11-04 • 09:00
Unknown
60 min
MDW
Unknown City
$142
Non-stop • 60 min
RIC
Richmond
RIC - Richmond • 2025-11-04 • 09:00
Unknown
60 min
MDW
Unknown City
$150
Non-stop • 60 min
Price Trends & Analysis
Weekly Price Trends
Optimal pricing available on Wednesday for flights to Chicago.
Monthly Price Trends
Best time to book flights from Richmond to Chicago is during August.
Weather & Climate Information
Temperature
Chicago experiences a humid continental climate, with winter temperatures averaging between 18°F to 34°F and summer temperatures ranging from 70°F to 85°F. The best times for comfortable travel are late spring (May to June) and early fall (September to October), when temperatures are mild and humidity is lower.
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 months also feature vibrant festivals like the Chicago Blues Festival and the Chicago Gourmet, providing a rich cultural experience without the summer crowds.
Airlines at MDW
Traveling from Richmond to Chicago has never been more convenient, thanks to several reputable airlines offering seamless connectivity between these vibrant cities. Airlines such as Southwest Airlines, Delta Air Lines, Allegiant Air provide regular flights, ensuring travelers have flexible options to suit their schedules.
Typically, the flight duration is around 10-15 hours, depending on layovers and the chosen route. Most flights from Richmond to Chicago include one stopover, often in major hubs, allowing for a comfortable transition. For those seeking to explore Chicago, booking with these airlines ensures a smooth travel experience, complete with modern amenities and excellent service.
Places to Visit in Chicago
Chicago, the Windy City, is a vibrant tapestry of stunning architecture and rich history, where the iconic skyline dances along the shores of Lake Michigan. Visitors can immerse themselves in a cultural feast, from the masterpieces at the Art Institute to the soulful rhythms of jazz and blues in historic clubs. With its mouthwatering deep-dish pizza, bustling markets, and welcoming neighborhoods, Chicago promises an unforgettable adventure filled with urban charm and a spirit that invites exploration at every turn.
About Chicago
Explore the wonders of Chicago on your journey from Richmond. 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 Richmond to Chicago
Traveling from Richmond to Chicago has never been more convenient, thanks to several reputable airlines offering seamless connectivity between these vibrant cities. Airlines such as Southwest Airlines, Delta Air Lines, Allegiant Air provide regular flights, ensuring travelers have flexible options to suit their schedules.
Typically, the flight duration is around 10-15 hours, depending on layovers and the chosen route. Most flights from Richmond to Chicago include one stopover, often in major hubs, allowing for a comfortable transition. For those seeking to explore Chicago, booking with these airlines ensures a smooth travel experience, complete with modern amenities and excellent service.
Hotels in Chicago
Explore excellent hotel options near MDW Airport for your Chicago visit. These hotels near Chicago airport combine convenience with comfort, making them perfect for both short layovers and extended stays. Check for special offers and airport shuttle services.
Hotel
Category: Standard
Comfortable accommodations with modern amenities.
Location: Near airport
Hotel ID:
About Chicago
Explore the wonders of Chicago on your journey from Richmond. 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
Chicago, the Windy City, is a vibrant tapestry of stunning architecture and rich history, where the iconic skyline dances along the shores of Lake Michigan. Visitors can immerse themselves in a cultural feast, from the masterpieces at the Art Institute to the soulful rhythms of jazz and blues in historic clubs. With its mouthwatering deep-dish pizza, bustling markets, and welcoming neighborhoods, Chicago promises an unforgettable adventure filled with urban charm and a spirit that invites exploration at every turn.
Hotels in Chicago
Explore excellent hotel options near MDW Airport for your Chicago visit. These hotels near Chicago airport combine convenience with comfort, making them perfect for both short layovers and extended stays. Check for special offers and airport shuttle services.
Hotel
Category: Standard
Comfortable accommodations with modern amenities.
Location: Near airport
Hotel ID:
Airlines Flying from Richmond to Chicago
Traveling from Richmond to Chicago has never been more convenient, thanks to several reputable airlines offering seamless connectivity between these vibrant cities. Airlines such as Southwest Airlines, Delta Air Lines, Allegiant Air provide regular flights, ensuring travelers have flexible options to suit their schedules.
Typically, the flight duration is around 10-15 hours, depending on layovers and the chosen route. Most flights from Richmond to Chicago include one stopover, often in major hubs, allowing for a comfortable transition. For those seeking to explore Chicago, booking with these airlines ensures a smooth travel experience, complete with modern amenities and excellent service.
Frequently Asked Questions
What's the best deal for flights from Richmond to Chicago?
The lowest fare available is $95. Maximize savings by booking during August and selecting Wednesday flights.
How many hours does it take to fly from Richmond to Chicago?
Flight duration typically ranges around 10-15 hours, with most flights including one stopover for optimal route efficiency.
Which carriers fly between Richmond and Chicago?
Major airlines serving this route include Southwest Airlines, Delta Air Lines, Allegiant Air. 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 August can provide additional savings opportunities.
Are there convenient hotels near MDW Airport?
Yes, MDW 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.
flight
Helps you find the cheapest flight deals to any destination with ease.
Browse through the best hotels and find exclusive deals.
Disclaimer & TCPA Consent — By providing your phone number, you consent to receive calls and text messages (including automated or pre-recorded messages) from AirlinesMap.com, its affiliates, and partners at the number provided. Message and data rates may apply. You can opt out anytime by replying “STOP” or calling (888) 319-6206.AirlinesMap.com is an independent travel information platform and is not affiliated with any airline. Flight data, fares, and schedules are provided by third-party sources and may change without notice. AirlinesMap.com does not guarantee accuracy or availability and does not handle bookings directly. Use of this site signifies your agreement to these terms.