background

Flight Deals from Reagan Washington National Airport to Dupage Airport

Bundle + Save

Bundle + Save

Incredible Deals

Save up to 50% on select flights with Priceline

Bundle & Save

Save an average of $240 per person when bundling your flight and hotel together with Priceline

Best Price Guarantee

If a VIP member finds a better price elsewhere, we'll refund up to 200% of the difference

Help 24/7

We’re always here for you - reach us 24 hours a day, 7 days a week

Yearly Good Deal Price

Peak prices occur in mid-October, while late February offers the lowest fares.

When flying from Washington to Chicago, you can expect significant price variations throughout the year. The most expensive time to fly is in mid-October, marked by a peak price that reaches up to the highest range, while late February offers some of the lowest fares, dropping below the lower range. High season typically spans from late summer through early winter with prices fluctuating between the medium to high ranges, while the low season occurs in late winter and early fall, with price variations between the low and medium ranges.

Best Time to Book

Book your flight from Washington to Chicago 15-20 days in advance for the best prices; avoid booking within 8 days of departure due to rapid price increases.

If you're planning to travel from Washington to Chicago, the best time to book your flight is between 15 and 20 days before departure, where prices tend to be lowest around 19 days prior, often in the range of $184. Booking earlier can lead to significantly higher prices, potentially reaching $329, which is considerably more expensive. While prices remain relatively stable from 20 to 15 days before departure, waiting beyond 8 days can lead to rapid price increases up to around $292. To maximize savings and ensure a good selection, consider booking within the recommended window or even 69 to 88 days in advance, avoiding the last-minute rush when prices soar.

Flights to Dupage Airport

Top Destinations
Origins
Return flights