Cheap flights from Chicago to Oakland
Flights overview
Prices shown are for one adult in Economy class flights from Zürich to New York. This includes the cheapest Business class options where available.
Prices reflect the lowest available in the next three months, though they are subject to change and availability.
Last-minute deals apply to the cheapest weekend trips available in the next seven days, with weekend trips being flights departing between Thursday and Saturday and returning on Sunday or Monday.
Flight duration shown is based on nonstop flights or those with the fewest stops available.
Prices reflect the lowest available in the next three months, though they are subject to change and availability.
Last-minute deals apply to the cheapest weekend trips available in the next seven days, with weekend trips being flights departing between Thursday and Saturday and returning on Sunday or Monday.
Flight duration shown is based on nonstop flights or those with the fewest stops available.
Useful information for finding cheap flights from Chicago to Oakland and booking your next trip
| Cheapest round-trip flights | $260 |
Southwest
Nonstop
5 hr
Sun, Jan 11 — Tue, Jan 20
|
The cheapest round-trip flight from Chicago to Oakland is currently $260 | |
|---|---|---|---|---|
| Cheapest one-way flight | $130 |
Southwest
Nonstop
5 hr
Sat, Jan 31
|
The cheapest one-way flight from Chicago to Oakland is currently $130 | |
| Cheapest nonstop flights | $269 |
Southwest
Nonstop
5 hr
Thu, Jan 8 — Wed, Jan 14
|
The cheapest nonstop round-trip flight from Chicago to Oakland is currently $269 | |
| Last-minute weekend getaway | $402 |
Delta
1 stop
7 hr
Sat, Nov 22 — Mon, Nov 24
|
The cheapest last-minute weekend getaway from Chicago to Oakland is currently $402 | |
| Cheapest business class flights | $997 |
Alaska
1 stop
22 hr
Mon, Feb 2 — Mon, Feb 9
|
The cheapest business class round-trip flight from Chicago to Oakland is currently $997 | |
| Fastest flight | 4 hr 35 min | The fastest nonstop flight from Chicago to Oakland takes 4 hr 35 min |
|---|---|---|
| Nonstop flights | Every day | There are direct flights on this route every day. |
When is the cheapest time to fly?
Typical prices for the least expensive flights for 1-week trips from Chicago to Oakland per month. Insights are based on fares observed in the last 12 months. Current prices may differ.
The cheapest month to fly from Chicago to Oakland is typically January. The most expensive month to fly is typically November.
| January Cheapest
|
Typical prices: $145–305 |
|---|---|
| November Most expensive
|
Typical prices: $280–550 |
Popular airlines from Chicago to Oakland
Popularity is based on the number of weekly nonstop and connecting flights the airline operates. Connecting flights do not include interline routes.
Flight suggestions are based on an airline's cheapest round-trip fares from Chicago to Oakland in the next 3 months. Prices include required taxes + fees for one adult. Optional charges and bag fees may apply.
Typical prices are based on fares observed in the past year for one-week round trips with the same origin, destination, and airline.
- SouthwestNonstopfrom $260Typical price: $255–4957 weekly nonstop flightsMDW - OAK Every day3570 weekly connecting flightsMDW, ORD - OAK Every day
- Deltafrom $279Typical price: $325–830300 weekly connecting flightsMDW, ORD - OAK Every day
- Alaskafrom $279Typical price: $305–65092 weekly connecting flightsORD - OAK Every day
Popular airports near Chicago
Distance and driving time are relative to the city center. Airports are listed based on distance from Chicago center and popularity with travelers.
- Chicago O'Hare International Airport (ORD)Chicago United States 31 min 16 mi
- Chicago Midway International Airport (MDW)Chicago United States 26 min 9 mi
- Milwaukee Mitchell International Airport (MKE)Milwaukee United States 1 hr 28 min 75 mi
- Indianapolis International Airport (IND)Indianapolis United States 2 hr 58 min 165 mi
Popular airports near Oakland
Distance and driving time are relative to the city center. Airports are listed based on distance from Oakland center and popularity with travelers.
- Oakland International Airport (OAK)Oakland United States 15 min 6 mi
- San Francisco International Airport (SFO)San Francisco United States 30 min 14 mi
- San Jose Mineta International Airport (SJC)San Jose United States 48 min 35 mi
- Sacramento International Airport (SMF)Sacramento United States 1 hr 26 min 71 mi
Frequently asked questions about flying from Chicago to Oakland
When are the cheapest days to fly from Chicago to Oakland?
The cheapest flights from Chicago to Oakland are usually in January. Typical ticket prices in January range from $145 to $305.
Which airlines provide the cheapest flights from Chicago to Oakland?
The cheapest round-trip flight from Chicago to Oakland recently found on Google Flights was with Southwest from $260. The cheapest one-way flight was with Southwest from $130.
Some of the cheapest round-trip deals we found with different airlines:
Some of the cheapest round-trip deals we found with different airlines:
- The cheapest Southwest flight from Chicago to Oakland is $260, flying from Jan 11 to Jan 20.
- The cheapest Delta flight from Chicago to Oakland is $279, flying from Dec 6 to Dec 13.
- The cheapest Alaska flight from Chicago to Oakland is $279, flying from Jan 24 to Jan 31.
What are the cheapest flights from Chicago to Oakland?
The cheapest round-trip flight from Chicago to Oakland starts at $260 from Sun, Jan 11 to Tue, Jan 20. The cheapest one-way flight starts at $130 and departs on Sat, Jan 31.
How long does it take to fly from Chicago to Oakland?
4 hr 35 min is the shortest flight time from Chicago to Oakland.
When should you fly to Oakland, United States?
Oakland is a year-round destination with a mild climate. Popular times to visit include the warmest months (May–Oct). Jack London Square is the site of many city events, including a weekly farmers’ market (Sun). Art + Soul Oakland (Aug) sees art, dance, music and kids’ events, plus food and craft vendors. The Eat Real Festival (Sep) offers cooking demonstrations, street food and live music in Jack London Square.
How do I find cheap dates to fly from Chicago to Oakland?
It's easy to use Google Flights to find the cheapest days to fly from Chicago to Oakland.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.
You can also turn on price tracking to get alerts if the price changes for a route or flight.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.
You can also turn on price tracking to get alerts if the price changes for a route or flight.
What is the best airline to fly from Chicago to Oakland?
What counts as the best airline for your flights from Chicago to Oakland really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Chicago to Oakland.
In terms of nonstop flights, Southwest is the most popular. Southwest offers 7 nonstop flights and 3,570 connecting flights per week. Southwest flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Oakland International Airport (OAK) .
Other popular airlines flying from Chicago to Oakland are:
In terms of nonstop flights, Southwest is the most popular. Southwest offers 7 nonstop flights and 3,570 connecting flights per week. Southwest flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Oakland International Airport (OAK) .
Other popular airlines flying from Chicago to Oakland are:
- Delta offers 300 connecting flights per week. Delta flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Oakland International Airport (OAK) .
- Alaska offers 92 connecting flights per week. Alaska flies from Chicago O'Hare International Airport (ORD) to Oakland International Airport (OAK) .
Which airlines provide the cheapest flights from Chicago to Oakland?
The cheapest round-trip flight from Chicago to Oakland recently found on Google Flights was with Southwest from $260. The cheapest one-way flight was with Southwest from $130.
Some of the cheapest round-trip deals we found with different airlines:
Some of the cheapest round-trip deals we found with different airlines:
- The cheapest Southwest flight from Chicago to Oakland is $260, flying from Jan 11 to Jan 20.
- The cheapest Delta flight from Chicago to Oakland is $279, flying from Dec 6 to Dec 13.
- The cheapest Alaska flight from Chicago to Oakland is $279, flying from Jan 24 to Jan 31.
Which airlines have direct flights from Chicago to Oakland?
Southwest flies direct from Chicago to Oakland.
- There are 7 Southwest direct flights from Chicago to Oakland per week. Flights are available every day.
Which airline provides the cheapest last-minute getaway flight from Chicago to Oakland?
The cheapest last-minute deal between Chicago and Oakland at price $402 is offered by Delta from Sat, Nov 22 to Mon, Nov 24.
Which airlines have direct flights from Chicago to Oakland?
Southwest flies direct from Chicago to Oakland.
- There are 7 Southwest direct flights from Chicago to Oakland per week. Flights are available every day.
When are direct flights from Chicago to Oakland available?
There are direct flights from Chicago to Oakland on a daily basis.
What are the cheapest direct flights from Chicago to Oakland?
The cheapest direct (nonstop) round-trip flights between Chicago and Oakland start at $269 from Thu, Jan 8 to Wed, Jan 14 with Southwest.
How can I find nonstop flights from Chicago to Oakland?
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Chicago to Oakland, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
What are the cheapest business class flights from Chicago to Oakland?
The cheapest business class round-trip flights between Chicago and Oakland start at $997 from Mon, Feb 2 to Mon, Feb 9 with Alaska.
What are the cheapest economy class flights from Chicago to Oakland?
The cheapest economy class round-trip flights between Chicago and Oakland start at $260 from Sun, Jan 11 to Tue, Jan 20.
How can I book business class trips from Chicago to Oakland?
To book business class trips from Chicago to Oakland, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.
You can also adjust the trip type to view one-way fares.
You can also adjust the trip type to view one-way fares.
Are there any last-minute deals from Chicago to Oakland next weekend?
The best last-minute getaway deal for the next weekend between Chicago and Oakland starts at $402 from Sat, Nov 22 to Mon, Nov 24 with Delta.
Which airline provides the cheapest last-minute getaway flight from Chicago to Oakland?
The cheapest last-minute deal between Chicago and Oakland at price $402 is offered by Delta from Sat, Nov 22 to Mon, Nov 24.
How can I find last-minute flight deals from Chicago to Oakland?
To find last-minute flight deals from Chicago to Oakland, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.
You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.
You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.
Search more flights
Popular trips from Chicago
These suggestions are based on the cheapest fares to popular destinations in the next six months.
Prices include required taxes + fees for 1 adult. Optional charges and bag fees may apply.
-
Miami$58Dec 6 — Dec 13Nonstop 3 hr 10 min Frontier
-
Los Angeles$77Dec 7 — Dec 13Nonstop 4 hr 39 min Frontier
-
Rome$467Jan 18 — Jan 241 stop 15 hr 20 min Tap Air Portugal
-
Seattle$142Dec 7 — Dec 141 stop 6 hr 53 min Frontier
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