Washington DC to Chicago flights (IAD → ORD)
Looking for Washington DC to Chicago flights? Cheapest round-trip I’ve found: US$255 on Frontier, 1 stop(s), departing 2026-10-16. That’s US$19 below the typical price for this route. Cheap flights from Washington DC to Chicago change daily — I re-check this route three times a day.
Deal score: Higher than usual — cheaper than 12% of prices I’ve seen on this route.
Best months to fly Washington DC to Chicago
| Month | Cheapest seen |
|---|---|
| February | US$153 |
| October | US$158 |
| December | US$190 |
| September | US$195 |
How to book this fare
I don’t sell tickets — I track prices and point you to where to look. To book Washington DC to Chicago flights:
- Search Washington DC to Chicago on Google Flights for the dates shown above (Oct 2026) — the fare I found is usually still available there.
- Compare the same dates on metasearch sites like Skyscanner or KAYAK to confirm you’re seeing the lowest price.
- Book directly with the airline when you can — it’s often the same price and makes changes or cancellations much easier.
Fares change constantly. If the price has moved, check back — I re-check this route daily.
Other Washington DC to … flights
- Washington DC to Christchurch flights — US$1,634
- Washington DC to Perth flights — US$1,636
- Washington DC to Seoul flights — US$1,020
- Washington DC to Buenos Aires flights — US$734
- Washington DC to Tokyo Narita flights — US$1,173
- Washington DC to Sydney flights — US$1,463
- Washington DC to Sao Paulo flights — US$934
- Washington DC to Cairns flights — US$2,407
All flights to Chicago · All flights from Washington DC
Prices last checked: 2026-09-25, 6:16:55 a.m.. Prices are indicative and change quickly — confirm on the airline site before booking. See how I find these deals.