January is a strategic month to travel from Chicago (All Airports) (CHIA) to Washington (All Airports) (WASA) — fares usually dip after the December holidays but rise around Martin Luther King Jr. Day weekend. Business travel resumes in mid-January, so early-week flights often cost less while Mondays and Fridays may be pricier. Expect typical nonstop flight durations between 1 hour 45 minutes and 2 hours; factor extra time for winter operations such as de-icing. Nearby major cities accessed from CHIA include Milwaukee, Indianapolis and Detroit, while travelers arriving at WASA commonly continue to Baltimore, Arlington and Alexandria. For best results, set fare alerts, compare departures from O'Hare and Midway, and book refundable or flexible tickets if you travel during potential snowstorms. Book cheap flights now and compare nonstop and connecting options to secure the best January itinerary.
January arrivals to Washington (All Airports) (WASA) from Chicago (All Airports) (CHIA) require planning for winter conditions and varied airport access. Reagan National (DCA) offers the quickest Metro access to downtown and major attractions, Dulles (IAD) has improved Silver Line rail connections and BWI connects via Amtrak/MARC for northern destinations. Weather-related delays are possible during cold snaps and snow; check flight status and local transit advisories before arriving. Nearby cities commonly reached from WASA include Baltimore, Alexandria, Annapolis and Richmond. Book local ground transport in advance for MLK weekend or conference travel and compare arrival airports to save on transfers and time.