Flight Deals from Dallas to Chicago from $52

When planning your trip from Dallas to Chicago, consider that flight prices vary significantly throughout the year. The most expensive travel time typically falls in early December, particularly around the second week, where prices can peak dramatically. Conversely, the most affordable flights are often found in late November and throughout August, with particularly low fares available on November 24. Overall, you can expect a high season from late November to almost mid-December, where prices can exceed $1,800, contrasted with the low season from late March to early April, featuring prices under $200.

For your trip from Dallas to Chicago, the best time to purchase your flight is around 34 days before departure when prices are at their lowest, starting around $169. Prices can rise significantly if you book earlier, reaching as high as $411, which is 143% more expensive. After 34 days, expect a steady increase in fares, with a sharp rise within 13 days of departure, where prices can soar from around $225 to as high as $483. Therefore, if you are within 34 days of your departure, it's advisable to book immediately to avoid inflated last-minute costs.