
Popular airlines from Oakland Intl. Airport (OAK) to Chicago O'Hare Intl. Airport (ORD)
- Alaska Airlines
Alaska Airlines
- Spirit Airlines
Spirit Airlines
- Southwest Airlines
Southwest Airlines
- Delta
Delta
- Hawaiian Airlines
Hawaiian Airlines
- Plan, book, fly with confidence
trending down icon Be in the knowGet alerts if flight prices drop or rise*bex rewards loyalty icon Book smarterSave up to 30% on select hotels after you book a flight*payments icon
Find the cheapest month to fly from Oakland (OAK) to Chicago (ORD)
February is typically the cheapest month to fly
From RM 427 - RM 1,483 per traveller.
Graph displaying average flight prices per month
Origin airport | Oakland Intl. |
Destination airport | O'Hare Intl. |
Distance | 2929 km |
Perfect flights from Oakland to Chicago
Your Journey from Oakland to Chicago
Start your unforgettable journey with Expedia. Our broad selection of flights from Oakland to Chicago caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
Choosing Your Ideal Flight
With Expedia, you have access to a wide range of airlines, including . Our selection of flights from Oakland Intl. to O'Hare Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from airlines, you're bound to find the perfect flight.
Maximizing Value with Oakland to Chicago Flights
Experience the joy of finding cheap flights from Oakland Intl. to O'Hare Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares and roundtrip prices *.
Pre-Flight Essentials
Ensure a smooth journey from Oakland to Chicago with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
Experience the Vibrant Chicago
Picture yourself stepping off the plane in Chicago and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
Added Convenience on Your Oakland to Chicago Flight
Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Oakland to Chicago.
Beyond the Flight – Exploring Chicago
With Expedia, your adventure extends beyond the flight. Explore Chicago at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
Book Your Flight from Oakland to Chicago with Confidence
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Oakland to Chicago with confidence. Book your travel arrangements with Expedia today.
*Note: Prices may vary based on availability and are subject to change.
Frequently asked questions
Explore a world of travel with Expedia
- Trending Routes
- Top Flights Destinations
- More Carriers
- Cheap Flights from Other Airports
- Expedia's Latest Trends
Top Routes from Oakland
Top Routes to Chicago
- Kota Kinabalu to Chicago (BKI - ORD)
- Kuala Lumpur to Chicago (KUL - ORD)
- Johor Bahru to Chicago (JHB - ORD)
- Paris to Chicago (CDG - ORD)
- New York to Chicago (LGA - ORD)
- Boston to Chicago (BOS - ORD)
- Seoul to Chicago (GMP - ORD)
- Chennai to Chicago (MAA - ORD)
- New York to Chicago (JFK - ORD)
- Abu Dhabi to Chicago (AUH - ORD)
- Seoul to Chicago (ICN - ORD)
- London to Chicago (LHR - ORD)
Top Flight Destinations
- Flights to Las Vegas
- Flights to New York
- Flights to Orlando
- Flights to Chicago
- Flights to San Diego
- Flights to Panama City Beach
- Flights to Los Angeles
- Flights to Miami
- Flights to Boston
- Flights to Atlantic City
- Flights to Pigeon Forge
- Flights to Atlanta
- Flights to San Francisco
- Flights to Seattle
- Flights to Houston
- Flights to Honolulu
- Flights to San Antonio
More Carriers
- San Carlos Airport (SQL)
- Norman Y. Mineta San Jose Intl. Airport (SJC)
- Modesto City - County Airport (MOD)
- Sacramento Intl. Airport (SMF)
- Salinas Municipal Airport (SNS)
- Monterey Peninsula Airport (MRY)
- Merced Municipal Airport (MCE)
- Yuba County Airport (MYV)
- Mesa Del Rey Airport (KIC)
- Mariposa-Yosemite Airport (RMY)
Expedia's Latest Trends
Flights
- Flights from Sepang (KUL) to Los Angeles (LAX)
- Flights from George Town (PEN) to San Francisco (SFO)
- Flights from Singapore (SIN) to San Francisco (SFO)
- Flights from Los Angeles (LAX) to Phoenix (PHX)
- Flights from Los Angeles (LAX) to Sepang (KUL)
- Flights from Los Angeles (LAX) to Portland (PDX)
- Flights from George Town (PEN) to Los Angeles (LAX)
- Flights from Los Angeles (LAX) to Greenland (JAV)
- Flights from San Francisco (SFO) to Los Angeles (LAX)
- Flights from Kota Kinabalu (BKI) to Los Angeles (LAX)
- Flights from San Francisco (SFO) to George Town (PEN)
- Flights from Narita (NRT) to Los Angeles (LAX)
- Flights from Las Vegas (LAS) to Los Angeles (LAX)
- Flights from Los Angeles (LAX) to New York (JFK)
- Flights from NYC-All Airports to Los Angeles Intl.
- Flights from Kota Kinabalu (BKI) to San Francisco (SFO)
- Flights from Las Vegas (LAS) to San Francisco (SFO)
- Flights from Los Angeles (LAX) to Denver (DEN)
- Flights from San Francisco (SFO) to Sepang (KUL)
- Flights from Sepang (KUL) to San Francisco (SFO)
- Flights from Dallas (DFW) to Los Angeles (LAX)
- Flights from Kuching (KCH) to Los Angeles (LAX)
- Flights from Sepang (KUL) to San Diego (SAN)
- Flights from Buenos Aires (EZE) to Los Angeles (LAX)
- Flights from Los Angeles (LAX) to San Francisco (SFO)
- Flights from Incheon (ICN) to Los Angeles (LAX)
- Flights from Fresno (FAT) to Greenland (JAV)
- Flights from San Francisco (SFO) to New York (JFK)
- Flights from Singapore (SIN) to Los Angeles (LAX)
- Flights from San Francisco (SFO) to Las Vegas (LAS)
*Available to Expedia members.