Complete travel information for your December journey
December brings peak holiday travel, seasonal events, and occasional winter storms. Travelers leaving Chicago (All Airports) (CHIA) should expect higher fares around December 20–26 and should book 6–10 weeks ahead. Compare nonstop flights from O'Hare (ORD) to Reagan National (DCA), Dulles (IAD), and Baltimore-Washington (BWI), and consider Midway (MDW) for budget carriers. For faster airport transfers, take the Blue Line to ORD, rideshare to MDW, or pre-book parking. Use flexible-date search and price alerts for cheap December fares, and opt for morning flights to minimize weather-related cancellations.
Chicago (All Airports) (CHIA) is served primarily via O'Hare International (ORD) and Midway (MDW); both offer multiple daily flights to Washington-area airports. In December, ORD typically has more nonstop options and earlier morning flights, while MDW can offer lower fares for budget carriers—book early to secure holiday schedules.
For December travel, especially around winter holidays (mid-December through New Year’s), book 6–10 weeks in advance to find competitive fares and preferred schedules. Monitor fares and set price alerts; last-minute deals are rare during the holiday season and fares often spike the week of travel.
Yes—budget-conscious travelers can find lower-priced flights on less-busy weekdays (Tuesdays and Wednesdays) and by flying outside peak holiday dates. Use flexible-date search, consider early-morning or red-eye options, and compare ORD and MDW departures plus DCA, IAD, and BWI arrivals to maximize cheap flight options.
December brings a higher chance of snow and ice delays at Chicago airports, particularly at O'Hare (ORD) due to traffic volume. Allow extra connection time, choose morning flights where possible, and check airline notifications; many carriers proactively rebook passengers when major winter storms are forecast.
From Chicago (All Airports) (CHIA) you also connect easily to nearby destinations like Milwaukee, Indianapolis, Detroit, Madison, and St. Louis—use multi-city or open-jaw itineraries to combine trips. Many travelers fly from Chicago to Washington and continue on to Baltimore, Richmond, or Philadelphia via short connecting flights or ground transport.
In December, reserve long-term parking and plan extra time for shuttle transfers, snow clearing, and holiday traffic. Use park-and-ride options, ride-hailing services, or express trains to O'Hare to avoid parking surcharges, and check airport websites for real-time lot availability and winter shuttle schedules.
December arrivals to Washington (All Airports) (WASA) require planning around holiday events and potential winter weather. DCA is ideal for direct downtown access during December festivities, while IAD often offers more flight options and sometimes lower fares. BWI is a great alternative for budget travelers and quick access to Baltimore holiday markets. Book ground transportation in advance, monitor WMATA and shuttle advisories, and factor extra time for bags and holiday traffic.
Choose Reagan National (DCA) for the fastest access to downtown Washington, Dulles (IAD) for a wider range of international connections and sometimes cheaper fares, or BWI for low-cost carrier options and easy access to Baltimore. In December, consider connection times, ground transportation (Metro vs. shuttle), and traffic on the Beltway when selecting the best airport for your arrival.
December can bring holiday traffic and occasional snowfall that affects road travel; Metro and regional trains (WMATA, MARC, VRE) typically maintain schedules but may experience delays. Allow extra time for transfers, consider pre-booked shuttles or rideshares, and check transit alerts—arriving earlier in the day reduces risk of missing connections due to weather.
The busiest arrival days are typically the peak holiday travel windows: the days just before Christmas (Dec 20–24) and just after New Year’s Day (Dec 27–31). If you can travel earlier in December or midweek, you'll likely avoid the worst crowds and find better fares.
December in Washington is filled with seasonal events like the National Christmas Tree lighting, the Downtown Holiday Market, seasonal concerts at the Kennedy Center, and museum holiday exhibits. These draw visitors and can increase traffic near Reagan National (DCA) and downtown, so schedule additional transfer time if attending major events. Consider visiting nearby Annapolis and Baltimore holiday markets for less-crowded experiences.
The best times to fly in December are midweek (Tuesday–Wednesday) and early mornings. These slots typically offer lower fares and fewer weather-related delays. If you must travel over the holidays, aim to depart before December 20th or after December 27th to avoid the busiest periods and premium fares.
Direct nonstop flights between Chicago and Washington are usually faster and reduce the risk of missed connections during December storms. Connecting flights can be cheaper, especially on low-cost carriers or when using MDW and BWI, but they increase vulnerability to delays. For December travel, prioritize nonstop flights if your schedule is tight; if you need to save money, allow longer connection buffers.
Major carriers like American, United, and Delta typically provide multiple daily nonstops from ORD to DCA/IAD and have robust winter operations and rebooking policies. Southwest often serves MDW→BWI/DCA with attractive checked-bag policies and competitive fares but fewer nonstops. Low-cost carriers can offer the cheapest tickets from MDW to BWI, but factor in baggage and change fees. For December travel, prioritize carriers with strong irregular operations teams and flexible rebooking policies.
Prepare for winter travel by packing layers, carrying essential medications and chargers in your carry-on, and checking weather forecasts 72 hours before departure. Opt for refundable or flexible fares if traveling near major holiday dates, confirm ground-transfers in advance, and arrive at the airport earlier than usual due to increased security lines and holiday crowds. Travel insurance or airline waivers can provide extra protection against storm-related cancellations in December.
Nonstop flight time between Chicago and the Washington area is generally 1 hour 45 minutes to 2 hours depending on winds and routing. ORD↔DCA/IAD/BWI typically offer multiple daily nonstop options; MDW tends to have fewer nonstop flights and more budget-carrier schedules with possible connections. In December, airlines may add or reduce frequencies based on holiday demand—expect more evening and red-eye options around the holidays to accommodate increased passenger loads.
To find cheap flights in December, use these tactics: be flexible with dates (midweek travel tends to be cheaper), compare all three Washington airports (DCA, IAD, BWI) and both Chicago airports (ORD, MDW), set fare alerts, and consider early-morning or red-eye departures. Low-cost carriers often serve MDW→BWI routes at discounted prices, while legacy carriers may run promotions for ORD→DCA. Use multi-airport search queries and book 6–10 weeks in advance to lock in the best holiday airfare.
Yes—holiday events like the National Christmas Tree lighting, downtown holiday markets, and seasonal concerts can increase traffic downtown, affecting arrivals at DCA and IAD. If attending events, allow extra ground-transport time, or arrive earlier in the day to avoid event-related congestion.
From Washington (All Airports) (WASA) you can quickly access Baltimore, Annapolis, Arlington, Alexandria, and Richmond. December travelers often combine Washington sightseeing with nearby holiday markets and historic tours in Annapolis or Baltimore—use regional rail or short car transfers to reach these destinations.
For domestic flights from Chicago, standard domestic baggage rules apply; however, heavier holiday luggage and gifts can push you into oversized fees, so weigh bags ahead of time. If connecting to international flights at Dulles, allow extra time for transfer, and review airline baggage policies—carry essential items in a carry-on to avoid delays in the event of weather-related disruptions.