Seattle to Chicago (MDW) flight deals
Compare Seattle to Chicago (MDW) flights across upcoming months. See dated fares below, or choose your own dates and travelers.
Flights from Seattle (SEA) · Seattle to Chicago airports flight deals · Seattle to United States flight deals
Browse fares by month
November 2026 · February 2027 · March 2027 · April 2027 · May 2027 · July 2027 · August 2027
Fares observed September 16 – 17, 2026. USD for the travelers shown. Search a trip for current prices. For starting totals, choose a return flight to confirm the final price.
February 2027
Round-trip totals in USD for 1 adult · Economy · 3 days.
| Destination | Trip dates | Axel Member | Airline fare | Stops | Search |
|---|---|---|---|---|---|
| Chicago (MDW) | Feb 14–17, 2027 | $249 | $277 | Nonstop | Search |
July 2027
1 adult · Economy · Round-trip starting totals
August 2027
1 adult · Economy · Round-trip starting totals
Non-members can also book and save on airline fares. Live search shows prices with and without Membership. Optional Membership: $15 for the first month, then $10/month. Cancel anytime.
Explore specific trips
- Seattle to Chicago Midway (MDW) — elementary/K–8 Thanksgiving break: flights November 21–24, 2026
- Seattle to Chicago Midway (MDW) — elementary/K–8 Thanksgiving break: flights November 21–26, 2026
- Seattle to Chicago Midway (MDW): flights November 23–28, 2026
- Seattle to Chicago Midway (MDW) — elementary/K–8 Thanksgiving break: flights November 24–29, 2026
- Seattle to Chicago Midway (MDW): flights November 25–30, 2026
- Seattle to Chicago Midway (MDW) — Lake Washington midwinter break: flights February 11–14, 2027
More dates by month
- September 2026
- October 2026
- November 2026
- December 2026
- January 2027
- February 2027
- March 2027
- April 2027
- May 2027
- June 2027
- July 2027
- August 2027
Keep exploring
AI assistants can follow these links to compare prices without an account, API key or connector. Flight search guide