Flight Deals from Boeing Field King County International Airport to Chicago
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Yearly Good Deal Price
Flights from Seattle to Chicago are most expensive from mid-November and early June, and cheapest in late March and late October.
When planning your flights from Seattle to Chicago, you'll find significant price variations throughout the year. The most expensive times to fly typically occur in mid-November and early June, while late March and late October represent some of the lowest fares. High season peaks show flights costing around 450 during mid-November, while low season prices can drop to about 270 in late October. Notably, the high season begins abruptly in early June and ends in mid-August. Expect a range of prices from less than 336 during low times to around 449 during peak seasons.
Best Time to Book
Book your Seattle to Chicago flight around 46 days prior for the best prices; avoid last-minute bookings to prevent steep price increases.
For travel from Seattle to Chicago, the optimal time to purchase your tickets is approximately 46 days before departure when prices are at their lowest, around $206. Booking much earlier—over 110 days out—can also yield favorable rates, but you'll see a significant jump in prices if you wait until you're less than 6 days from departure, where costs can escalate to $324 or more. Be cautious, as prices rise steadily after the 46-day mark, often exceeding initial fares by over 60%. If your travel date is approaching, it's best to secure your tickets as soon as possible to avoid the steep price increases.
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