
Cheap Flights from Seattle to Chicago
Cheap Flights from Seattle to Chicago
Looking for cheap flights from Seattle to Chicago? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Seattle to Chicago vary by season, cabin, and date, but available award flights can start around 10,000 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Seattle to Chicago for specific travel dates.
2026-11-26
SEA - ORD
Economy | Non stop
From 10,000 Pts + $5.6

2026-12-02
SEA - ORD
Economy | Non stop | 9+ left
From 10,000 Pts + $5.6

2026-12-05
SEA - ORD
Economy | Non stop | 9+ left
From 10,000 Pts + $5.6

2026-12-08
SEA - ORD
Economy | Non stop | 9+ left
From 10,000 Pts + $5.6

2026-12-09
SEA - ORD
Economy | Non stop | 9+ left
From 10,000 Pts + $5.6

2026-12-12
SEA - ORD
Economy | Non stop | 9+ left
From 10,000 Pts + $5.6

Seattle to Chicago flight facts
Distance
1,716 mi
2,761 km in a straight line
Estimated flight time
about 4h
In the air, for the straight-line distance
Time difference
+2h
Chicago is 2 hours ahead of Seattle.
Airports in Seattle
SEA · Seattle Tacoma Intl
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Nearby airport alternatives
Flights Seattle - Milwaukee · Milwaukee is 73 mi from Chicago
Flights Seattle - South Bend · South Bend is 86 mi from Chicago
Flights Seattle - Madison · Madison is 111 mi from Chicago
Flights Vancouver - Chicago · Vancouver is 127 mi from Seattle
Flights Seattle - Champaign · Champaign is 129 mi from Chicago
Flights Portland - Chicago · Portland is 129 mi from Seattle
Premium cabin flights from Seattle to Chicago
Premium cabin
2026-11-06
SEA - ORD
First | 1 Stop | 2 left
From 25,000 Pts + $11.2

Premium cabin
2026-11-06
SEA - ORD
First | 1 Stop
From 25,000 Pts + $11.2

Premium cabin
2026-11-06
SEA - ORD
First | 1 Stop
From 25,000 Pts + $11.2

Premium cabin
2026-11-06
SEA - ORD
First | 1 Stop | 3 left
From 25,000 Pts + $11.2

Premium cabin
2026-11-07
SEA - ORD
First | 1 Stop | 1 left
From 30,000 Pts + $5.6

Premium cabin
2026-11-05
SEA - ORD
First | Non stop
From 40,500 Pts + $5.6

Selected hotels for your next stay

Chicago (United States)
Chicago Athletic Association
From 15,000 Pts or $236

Chicago (USA)
ACME Hotel Chicago, Outset Collection by Hilton
From 28,000 Pts or $75
Chicago, IL (USA)
Waldorf Astoria Chicago
From 95,000 Pts or $407
Frequently Asked Questions
The cheapest route from Seattle to Chicago depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Seattle to Chicago.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Seattle to Chicago.
Seattle and Chicago are about 1,716 miles (2,761 km) apart in a straight line.
Flying the 1,716-mile straight-line distance takes about 4h in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
Chicago is 2 hours ahead of Seattle.
Departures from Seattle: Seattle Tacoma Intl (SEA). Arrivals in Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD).
Travelers searching this route also look at other popular routes into Chicago, plus the return trip when we track it. Fares and award space change daily.
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Our mission is to provide the simplest and best
points travel planning experience. Yeah!