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Cheap OAK to ORD Flights

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Oakland to Chicago route information

Origin Airport Oakland Intl.
Destination Airport O'Hare Intl.
Airlines Serving Alaska Airlines, American Airlines, Delta, JetBlue Airways, Spirit Airlines
Flight Price $134
Distance 1,831 mi



Cheap OAK to ORD Flights

  • How many flights are there per day from Oakland to Chicago?

    The number of flight times varies by day of the week, but on average, OAK to ORD sees only one option. That is lower than the national average of nine.
  • What is the cheapest day to fly to Chicago?

    If you are needing to save money, look at Oct 19th. As of Oct 14th, it's showing the cheapest ticket at $143. That is 48% below the average price for this route, so you can spend that extra cash on some souvenirs.
  • How much is a plane ticket to Chicago (ORD) from Oakland (OAK)?

    Prices vary from $143 to $1,657. Booking in advance can usually help you get the cheapest rate. Prices tend to be cheaper the further out you book.
  • What is the cheapest day to fly?

    The cheapest day to fly from Oakland to Chicago is on Saturday. So, if you would like to save a little money on your next trip look for flights on Saturday.
  • How long does it take to fly from Oakland to Chicago?

    Spirit Airlines currently holds the shortest travel time with four hours and 12 minutes. For example, you would arrive in Chicago at 3:22 PM CDT if you left Oakland at 9:10 AM PDT. Remember, there is a time change of two hours.
  • How much time do people spend in Chicago?

    The average time spent sightseeing in Chicago by passengers from Oakland is five days. However long you decide to stay, give yourself plenty of time to see what makes Chicago fantastic.
  • What is the cheapest airline flying from Oakland to Chicago?

    Spirit Airlines is your best flying friend for finding that coveted low fare. They're offering fares as low as $143, while prices for similar flights can cost as much as $1,657.

Oakland to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Oakland to Chicago will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at, we’ll pair you up with OAK to ORD flights that won’t make your bank account wince. Ready to temporarily leave behind Oakland for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to ORD with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Package Disclaimer

*Savings amount equal to 100% when flight + hotel are booked together. Prices based on searches conducted by fellow shoppers within the past 24 hours. There is no guarantee that these prices will be in effect at the time of your search. Vacation package savings are based on comparison to prices on of the same components booked separately. Savings vary based on origin/destination, length of trip, stay dates and travel partners, and aren't available on all packages.