Search Cheap Flights to
Oakland

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Oakland Flights as Low as $415

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

United
American Airlines
American Airlines
American Airlines
American Airlines
American Airlines
American Airlines
American Airlines
American Airlines
American Airlines
American Airlines
United
American Airlines
American Airlines
American Airlines
American Airlines

Cheap Flights to Oakland

Fall in love at first flight with your vacation to Oakland by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Oakland on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Oakland, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Oakland

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Oakland with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CMI airport.

What is the cheapest month to fly to Oakland?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Oakland are in April, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Oakland?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Oakland.

What airport is best to fly into Oakland?

When you’re planning your trip to Oakland, convenience is the name of the game. Luckily, Oakland University Of Illinois Urbana-Champaign Williard Airport is nearby so you can deplane and get going on checking off everything on your Oakland must-do list.

How much are flights to Oakland?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Oakland on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $415, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Oakland?

The trick to saving a stack of cash on your flight to Oakland? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $415 right now, why wait?

Oakland Flight Information
Destination airport
University Of Illinois Urbana-Champaign Williard
Destination airport IATA code
CMI
Roundtrip price
$415

Last Minute Hotel Deals in Oakland

Comfort Suites Mattoon East

Comfort Suites Mattoon East

2.5 out of 5
1408 Broadway Ave E Mattoon IL
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Comfort Suites Mattoon East
Baymont by Wyndham Tuscola

Baymont by Wyndham Tuscola

2.5 out of 5
1006 Southline Road Tuscola IL
Book a stay at this business-friendly motel in Tuscola. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (613 reviews)
Clean enough

Reviewed on Mar 15, 2026

Baymont by Wyndham Tuscola
Unique Suites Hotel

Unique Suites Hotel

2.5 out of 5
920 W Lincoln Ave Charleston IL
Book a stay at this business-friendly hotel in Charleston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (734 reviews)
There was not much variety at breakfast, hardly saw anyone else eating. Sweeper had not been run in our room cheese on floor, no toilet paper in room had to run someone down to get it. We had a storm first night and rain blew in and carpet got wet on edges.

Reviewed on Mar 13, 2026

Unique Suites Hotel
Holiday Inn Express & Suites Mattoon by IHG

Holiday Inn Express & Suites Mattoon by IHG

2.5 out of 5
121 Swords Dr Mattoon IL
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (770 reviews)
Lots of problems with hotel. Pool was out of order. Tv didn’t work in room, tiles broken in bathroom

Reviewed on Mar 10, 2026

Holiday Inn Express & Suites Mattoon by IHG
Holiday Inn Express Tuscola by IHG

Holiday Inn Express Tuscola by IHG

2.5 out of 5
1201 Tuscola Blvd Tuscola IL
Book a stay at this business-friendly hotel in Tuscola. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff in ...
9/10 Wonderful! (634 reviews)
Clean room, nice staff, overall liked staying here!

Reviewed on Mar 19, 2026

Holiday Inn Express Tuscola by IHG
Green Mill Village Hotel & Suites, BW Signature Collection

Green Mill Village Hotel & Suites, BW Signature Collection

2.5 out of 5
917 Green Mill Road Arcola IL
Book a stay at this business-friendly hotel in Arcola. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Green Mill Village Hotel & Suites, BW Signature Collection
Hilton Garden Inn Mattoon,  Il

Hilton Garden Inn Mattoon, Il

3 out of 5
100 Coles Centre Parkway Mattoon IL
Stay at this hotel in Mattoon. Enjoy free parking, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (228 reviews)
Beautiful area

Reviewed on Mar 20, 2026

Hilton Garden Inn Mattoon, Il
Best Western Heartland Inn

Best Western Heartland Inn

2.5 out of 5
1416 Broadway Avenue East Mattoon IL
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (566 reviews)
Check in was friendly and quick, room was spacious and comfortable, breakfast was delicious. Highly recommended!!

Reviewed on Mar 16, 2026

Best Western Heartland Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.