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* All fares above were last found on: Sun 15/06/2025 at 7:32 AM EST. Fares are one way or round trip as indicated above. Fares incl. all fuel surcharges, taxes & fees and our service fees. Displayed fares are based on historical data, are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions.
Flying from Denver (DEN) to Chicago (ORD/MDW) is one of the most popular domestic routes in the U.S. Whether you're traveling for business meetings, sightseeing, or a weekend getaway, AvigoFly ensures affordable and hassle-free bookings with top airlines.
Booking your Denver to Chicago flights with AvigoFly guarantees the best airfares, easy cancellations, and exclusive deals.
Traveling between Denver and Chicago is quick, convenient, and budget-friendly. With multiple daily direct flights, travelers can reach Chicago in just over two hours. Whether you're flying for business or leisure, AvigoFly offers discounted fares and flexible booking options.
● Distance: 1,002 miles
● Flight Duration: Around 2 hours 20 minutes
● Airlines: United, Southwest, American Airlines, Frontier, Delta
● Airports: Denver International Airport (DEN) & Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW)
● Best Time to Book: 4-6 weeks in advance for the lowest fares
● Cheapest Travel Days: Tuesdays & Wednesdays typically offer lower fares
Flights from Denver to Chicago are frequent, with multiple direct flights available every day.
Chicago experiences four distinct seasons, making it a great destination year-round. Here's what you can expect:
● Spring (March-May): Mild temperatures (10°C - 20°C), blooming flowers, and outdoor festivals.
● Summer (June-August): Warm and humid (22°C - 30°C), perfect for sightseeing and outdoor activities.
● Fall (September-November): Crisp air (10°C - 22°C), stunning autumn foliage, and cultural events.
● Winter (December-February): Cold and snowy (0°C - 10°C), ideal for holiday celebrations and ice skating.
Chicago is packed with world-famous attractions that cater to all types of travelers.
● Millennium Park: Home to the iconic Cloud Gate ("The Bean") sculpture.
● Willis Tower Skydeck: Get breathtaking views of the city skyline.
● Navy Pier: A lively waterfront destination with entertainment, dining, and boat tours.
● Art Institute of Chicago: One of the most renowned art museums in the world.
● Museum of Science and Industry: A fun and interactive experience for visitors.
Chicago blends history, diversity, and modern city life, making it a unique and exciting destination.
● Food Scene: Try Chicago-style deep-dish pizza, hot dogs, and gourmet dining.
● Festivals: Enjoy music festivals, food expos, and cultural celebrations.
● Outdoor Adventures: Explore Lake Michigan beaches, biking trails, and scenic waterfronts.
● Shopping & Entertainment: Visit Magnificent Mile, Wicker Park, and vibrant nightlife spots.
1. Plan in Advance – Flights are cheaper 4-6 weeks before departure.
2. Choose Budget Airlines – Frontier & Southwest often offer lower fares.
3. Opt for Flexible Dates – Midweek flights typically cost less.
4. Check Alternative Airports – Midway (MDW) may have discounted tickets.
5. Use AvigoFly’s Fare Finder – Get exclusive airfare deals and book smarter.
Chicago has two major airports: O'Hare (ORD) and Midway (MDW). O'Hare is ideal for international flights, while Midway is best for domestic travel and budget-friendly options.
United, Southwest, American Airlines, Frontier, and Delta all offer direct flights.
Millennium Park, Willis Tower Skydeck, Navy Pier, Art Institute of Chicago, and Museum of Science and Industry.
Taxis, shuttle services, rental cars, and public transport (CTA trains and buses) are available.
Hotels offer shuttle services, plus taxis and rideshare apps like Uber & Lyft.
Chicago has four seasons: warm summers, cold winters, mild springs, and crisp autumns.
Lake Michigan boat tours, biking along the Chicago Riverwalk, and exploring Lincoln Park.
Downtown Chicago for tourists, Wicker Park for a local vibe, and River North for nightlife.
Museums (Art Institute of Chicago, Field Museum), theater performances, and historical tours.
Subway, taxis, rideshare apps, and public buses make it easy to get around the city.
Ticket prices vary, but budget airlines offer fares starting at $49 for one-way trips.
Spring and fall offer the best weather, while winter is great for holiday festivities.
Magnificent Mile for luxury brands, Wicker Park for boutique stores, and Chicago Premium Outlets for discounts.
Lou Malnati’s for deep-dish pizza, Portillo’s for hot dogs, and Alinea for fine dining.