Flights from Seattle, WA to Chicago, IL
Compare prices from 500+ airlines and find the best deals on flights from SEA to MDW.*Prices shown are estimated based on historical data.
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About Flights from Seattle, WA to Chicago, IL
Looking for cheap flights from Seattle, WA (SEA) to Chicago, IL (MDW)? You've come to the right place. Fly2Any compares prices from over 500 airlines to help you find the best deals on this popular route.
Flight Information
Flights from SEA to MDW typically take around 13h 13m. The flight covers a distance of 6337 miles. Multiple airlines operate this route, including Air France, Japan Airlines, Spirit Airlines.
Best Time to Book
For the best prices on SEA to MDW flights, we recommend booking 2-3 months in advance. Prices tend to be lowest for mid-week departures (Tuesday and Wednesday). Use our Price Calendar feature to compare prices across different dates and find the cheapest options.
Airlines on This Route
Several major airlines serve the Seattle, WA to Chicago, IL route, including:
- Air France (AF)
- Japan Airlines (JL)
- Spirit Airlines (NK)
Frequently Asked Questions - SEA to MDW Flights
How long is the flight from Seattle, WA to Chicago, IL?
Direct flights from Seattle, WA (SEA) to Chicago, IL (MDW) take approximately 13h 13m. Connecting flights may add 2-4 hours depending on layover location. For the fastest journey, look for nonstop flights which are typically available on this popular route.
When is the best time to book SEA to MDW flights?
For the best prices on SEA to MDW flights, book 6-8 weeks in advance for domestic routes or 2-4 months ahead for international travel. Domestic flights are typically 20-40% cheaper in off-peak months. Peak season months (July, August) have higher prices, while January and February typically offer the best deals.
What are the cheapest days to fly from Seattle, WA to Chicago, IL?
Tuesday and Wednesday departures are typically 15-25% cheaper than weekend flights on the SEA to MDW route. Saturday is usually the most expensive day to fly. For additional savings, consider red-eye flights or early morning departures, which often have lower fares and less crowded airports.
Which airlines fly from SEA to MDW?
Major carriers on this route include Alaska Airlines, Delta, and other domestic and international airlines. Seattle-Tacoma is Alaska Airlines main hub with strong connections to West Coast and Asian destinations.
What should I know about flying from Seattle, WA airport?
Seattle-Tacoma is Alaska Airlines main hub with strong connections to West Coast and Asian destinations. Book flights that depart mid-morning or early afternoon for the smoothest experience - these times typically have shorter security lines and fewer delays.
What is the cheapest month to fly from Seattle, WA to Chicago, IL?
The cheapest months to fly from SEA to MDW are typically January, February, September. Domestic flights are typically 20-40% cheaper in off-peak months. Avoid peak travel periods like July and August when prices can be 30-50% higher. Use Fly2Any's price alerts to get notified when fares drop.
What is the baggage allowance for SEA to MDW flights?
Baggage allowances vary by airline and fare class. Most full-service carriers include one checked bag (up to 50 lbs) on this route. Budget carriers may charge $25-$60 for checked bags. All airlines allow one personal item free. Compare total costs including baggage fees when booking to get the best deal.
Are there direct flights from Seattle, WA to Chicago, IL?
Yes, several airlines offer nonstop flights from SEA to MDW. Direct flights take approximately 13h 13m. If you're flexible with your schedule, connecting flights through major hubs like ATL or ORD may offer lower prices.

