Cheap Flights from Dallas (DFW) to Chicago (CHI)

Top tips for finding a cheap flight from Dallas to Chicago

Finding cheap tickets from Dallas to Chicago is easy with a little flexibility. Use our Whole Month search feature to scan through the calendar for the cheapest dates. You can also set up a Price Alert for your route and let us monitor the fares for you, sending notifications when prices change. If you’d rather skip layovers, select the Direct Flights search to view non-stop options that’ll save you time.

Booking your tickets early often leads to savings, but we can also find you some last-minute deals. In general, January is the best time to schedule your trip from Dallas to Chicago, with the lowest average fares across the board. Keep these strategies in mind to find the best itinerary.

Handy information about Dallas airport

Dallas, a key hub for travel within the United States, is served by several airports, each catering to different needs. Dallas Love Field is primarily a hub for domestic flights and operates from a single terminal, with reliable taxi, ride-sharing, and public transportation connections. For those flying privately or on business, Dallas Executive, Addison, and Redbird airports each provide a main terminal and are equipped for general aviation with taxi and rental car services available. Further away in Fort Worth, Alliance, and Meacham International airports focus mainly on cargo and general aviation, both operating from single terminals and supported by taxi and rental car services for ground transportation. The largest airport in the area, Dallas/Fort Worth International, features five terminals and has a comprehensive transportation system, including shuttles and public transportation, serving a wide variety of domestic and international flights with multiple carriers.

Chicago airport: good to know

Chicago caters to a broad range of air travel needs through its diverse array of airports. Chicago O'Hare International Airport, one of the world's largest airports, boasts four terminals, providing numerous ground transport options including the CTA "L" train, connecting passengers to virtually anywhere in the city. It serves a wide range of domestic and international destinations, with a dedicated terminal for international travelers.

Complementing O'Hare, Chicago Midway International Airport operates from one terminal with three concourses and ensures connectivity with various ground transportation modes, focusing primarily on domestic flights and a few international routes. For more personalized travel, both Chicago Executive and DuPage Airports offer a terminal each for private and corporate aircraft, alongside convenient transport services. Lastly, Chicago Rockford, despite its single terminal structure, supports domestic travel, particularly catering to budget-conscious passengers. Each airport, strategically located, makes accessible the vast metropolitan landscape and aligns with different travel preferences, maintaining Chicago's reputation as a significant transportation hub. Plan your airport transfer ahead of your flight from Dallas to Chicago for a stress-free trip.

Best time to fly from Dallas to Chicago

The best time to fly from Dallas to Chicago is during the spring (March to May) and fall (September to November), when the weather is pleasantly moderate, with temperatures ranging from 43°F to 68°F. During these seasons, Chicago's climate is most inviting, avoiding the intense winter cold and summer heatwaves, ensuring a more comfortable visit. Opting for a flight during these transitional periods provides a balance between enjoyable weather and the ease of exploring the city.

Reasons to visit Chicago

When planning your trip to Chicago, check out these activities and attractions the city has to offer. Tap into the energy of Lollapalooza, a celebrated music festival that draws fans and top artists alike for an unforgettable experience. Rise above the city streets at the Willis Tower Skydeck to capture expansive views from one of the tallest buildings in the world. Find a moment of tranquility as you stroll through Millennium Park and gaze upon the renowned public art and architecture. Not to be missed, The Art Institute of Chicago houses a vast collection that spans thousands of years, offering insights into humanity's creative legacy.

Add hotel bookings and car hire to your Dallas to Chicago flight

Planning your trip to Chicago is easy and convenient with Skyscanner. Find the perfect vehicle for your stay from trusted rental car brands like Budget, Europcar, and Thrifty. Accommodation choices are plentiful; choose from well-known hotels such as The Palmer House Hilton, Hyatt Regency Chicago, or InterContinental Chicago Magnificent Mile, an IHG Hotel. Skyscanner helps you organize both your travel and comfortable stay in the Windy City.