cheap air tickets Denver to Chicago Flights

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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.

Denver to Chicago Flights

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.

Cheap Flights from Denver to Chicago 

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.

Flight Details 

● 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.

Weather in Chicago 

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.

Best Attractions in Chicago 

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.

Culture & Lifestyle in Chicago 

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.

How to Book Cheap Flights from Denver to Chicago 

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.

Frequently Asked Questions (FAQs for Denver to Chicago Flights Travelers)

Q1: What airports are near Chicago, and which one should I choose?

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.

Q2: Which airlines fly from Denver to Chicago?

United, Southwest, American Airlines, Frontier, and Delta all offer direct flights.

Q3: What are the top tourist attractions in Chicago?

Millennium Park, Willis Tower Skydeck, Navy Pier, Art Institute of Chicago, and Museum of Science and Industry.

Q4: How do I get from the airport to downtown Chicago?

Taxis, shuttle services, rental cars, and public transport (CTA trains and buses) are available.

Q5: How do I get to the airport from Chicago?

Hotels offer shuttle services, plus taxis and rideshare apps like Uber & Lyft.

Q6: What is the weather like in Chicago throughout the year?

Chicago has four seasons: warm summers, cold winters, mild springs, and crisp autumns.

Q7: What are the best outdoor activities in Chicago?

Lake Michigan boat tours, biking along the Chicago Riverwalk, and exploring Lincoln Park.

Q8: What are the best neighborhoods to stay in Chicago?

Downtown Chicago for tourists, Wicker Park for a local vibe, and River North for nightlife.

Q9: What are Chicago’s best cultural activities?

Museums (Art Institute of Chicago, Field Museum), theater performances, and historical tours.

Q10: What are the best transportation options in Chicago?

Subway, taxis, rideshare apps, and public buses make it easy to get around the city.

Q11: How much does a flight from Denver to Chicago cost?

Ticket prices vary, but budget airlines offer fares starting at $49 for one-way trips.

Q12: What is the best time to visit Chicago?

Spring and fall offer the best weather, while winter is great for holiday festivities.

Q13: What are the best shopping areas in Chicago?

Magnificent Mile for luxury brands, Wicker Park for boutique stores, and Chicago Premium Outlets for discounts.

Q14: What are the best food spots in Chicago?

Lou Malnati’s for deep-dish pizza, Portillo’s for hot dogs, and Alinea for fine dining.