Cheap Flights from Chicago to Washington
Looking for cheap flights from Chicago to Washington? 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 Chicago to Washington vary by season and date, but economy flights can start around 8,500–15,000 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 Chicago to Washington for specific travel dates.
2026-05-01
ORD - DCA
Economy | Non stop | 9+ left
From 15,000 Pts + $5.6
2026-05-01
ORD - IAD
Economy | Non stop | 9+ left
From 15,000 Pts + $5.6
2026-05-01
ORD - BWI
Economy | Non stop | 9+ left
From 15,000 Pts + $5.6
2026-05-01
ORD - DCA
Economy | Non stop | 9+ left
From 15,000 Pts + $5.6
2026-05-02
ORD - DCA
Economy | Non stop | 9+ left
From 8,500 Pts + $10.1
2026-05-02
ORD - DCA
Economy | Non stop | 9+ left
From 15,000 Pts + $5.6
Premium cabin flights from Chicago to Washington
Premium cabin
2026-05-01
ORD - DCA
First | Non stop | 9+ left
From 45,700 Pts + $5.6
Premium cabin
2026-05-01
ORD - IAD
First | Non stop | 9+ left
From 45,700 Pts + $5.6
Premium cabin
2026-05-01
ORD - BWI
First | Non stop | 9+ left
From 45,900 Pts + $5.6
Premium cabin
2026-05-02
ORD - DCA
Business | Non stop
From 19,300 Pts + $5.6
Premium cabin
2026-05-02
ORD - BWI
First | Non stop | 1 left
From 30,000 Pts + $5.6
Premium cabin
2026-05-02
ORD - BWI
First | Non stop | 1 left
From 25,000 Pts + $10.2
Selected hotels for your next stay
Washington (United States)
Thompson Washington D.C.
From 12,000 Pts or $207
Baltimore (United States)
Hotel Indigo Baltimore Downtown
From 22,000 Pts or $167
Baltimore (United States)
Kimpton Hotel Monaco Baltimore
From 25,000 Pts or $178
Frequently Asked Questions
The cheapest route from Chicago to Washington 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 Chicago to Washington.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Chicago to Washington.
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Our mission is to provide the simplest and best
points travel planning experience. Yeah!
