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Oakland

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Oakland Flights as Low as $270

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

United
Sat, Nov 21 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$270 Roundtrip, found 15 hours ago
$270
Roundtrip
found 15 hours ago
Select United flight, departing Sat, Nov 21 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Tue, Dec 8, priced at $270 found 15 hours ago
United
Sat, Nov 21 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$276 Roundtrip, found 15 hours ago
$276
Roundtrip
found 15 hours ago
Select United flight, departing Sat, Nov 21 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Tue, Dec 8, priced at $276 found 15 hours ago
United
Thu, Nov 19 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$284 Roundtrip, found 3 days ago
$284
Roundtrip
found 3 days ago
Select United flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Tue, Dec 8, priced at $284 found 3 days ago
United
Thu, Nov 19 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$290 Roundtrip, found 3 days ago
$290
Roundtrip
found 3 days ago
Select United flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Tue, Dec 8, priced at $290 found 3 days ago
United
Thu, Nov 19 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$295 Roundtrip, found 3 days ago
$295
Roundtrip
found 3 days ago
Select United flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Tue, Dec 8, priced at $295 found 3 days ago
United
Thu, Nov 19 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$297 Roundtrip, found 3 days ago
$297
Roundtrip
found 3 days ago
Select United flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Tue, Dec 8, priced at $297 found 3 days ago
United
Thu, Nov 19 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$302 Roundtrip, found 3 days ago
$302
Roundtrip
found 3 days ago
Select United flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Tue, Dec 8, priced at $302 found 3 days ago
United
Thu, Nov 26 - Sun, Dec 13
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$304 Roundtrip, found 1 day ago
$304
Roundtrip
found 1 day ago
Select United flight, departing Thu, Nov 26 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Sun, Dec 13, priced at $304 found 1 day ago
American Airlines
Wed, Oct 7 - Sat, Oct 17
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$306 Roundtrip, found 6 hours ago
$306
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Wed, Oct 7 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Sat, Oct 17, priced at $306 found 6 hours ago
United
Thu, Nov 26 - Sun, Dec 13
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$309 Roundtrip, found 1 day ago
$309
Roundtrip
found 1 day ago
Select United flight, departing Thu, Nov 26 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Sun, Dec 13, priced at $309 found 1 day ago
United
Thu, Nov 19 - Fri, Dec 4
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$311 Roundtrip, found 3 days ago
$311
Roundtrip
found 3 days ago
Select United flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Fri, Dec 4, priced at $311 found 3 days ago
United
Thu, Nov 19 - Fri, Dec 4
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$313 Roundtrip, found 3 days ago
$313
Roundtrip
found 3 days ago
Select United flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Fri, Dec 4, priced at $313 found 3 days ago
United
Thu, Nov 19 - Fri, Dec 4
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$316 Roundtrip, found 3 days ago
$316
Roundtrip
found 3 days ago
Select United flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Fri, Dec 4, priced at $316 found 3 days ago
United
Thu, Nov 19 - Fri, Dec 4
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$319 Roundtrip, found 3 days ago
$319
Roundtrip
found 3 days ago
Select United flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Fri, Dec 4, priced at $319 found 3 days ago
United
Sat, Nov 21 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$322 Roundtrip, found 15 hours ago
$322
Roundtrip
found 15 hours ago
Select United flight, departing Sat, Nov 21 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Tue, Dec 8, priced at $322 found 15 hours ago
American Airlines
Tue, Sep 1 - Sat, Sep 12
ATL
Hartsfield-Jackson Atlanta Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$418 Roundtrip, found 1 day ago
$418
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 1 from Hartsfield-Jackson Atlanta Intl. to University Of Illinois Urbana-Champaign Williard, returning Sat, Sep 12, priced at $418 found 1 day ago

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 November, 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 $270, 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 $270 right now, why wait?

Oakland Flight Information
Destination airport
University Of Illinois Urbana-Champaign Williard
Destination airport IATA code
CMI
Roundtrip price
$270

Last Minute Hotel Deals in Oakland

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. ...
Get rates
Best Western Heartland Inn
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! (639 reviews)
"We booked an accessible room at this hotel, since my husband is a paraplegic. The parking was ample, and it was easy to get to our room from the parking lot, which matters to my wheelchair-bound husband. Check-in was quick. The room was comfortably clean, with only some minor details that hadn't ..."

Reviewed on Jul 16, 2026

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Baymont by Wyndham Tuscola
Super 8 by Wyndham Mattoon

Super 8 by Wyndham Mattoon

2 out of 5
205 Mcfall Rd Mattoon IL
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
7.4/10 Good! (729 reviews)
"Well it was not exactly the feeli g of clean and comfortable that I was going for it had stained blankets the floor had stains the shower had no bar to hold my rag the drain fell apart and becsme detached from the tub the shower head fell off the water was really hot I did get burnt when above all ..."

Reviewed on Jul 11, 2026

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Super 8 by Wyndham Mattoon
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 ...
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Unique Suites Hotel
Hampton Inn Paris

Hampton Inn Paris

2.5 out of 5
2006 South Main Street Paris IL
Book a stay at this business-friendly hotel in Paris. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in ...
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Hampton Inn Paris
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 ...
8.8/10 Excellent! (981 reviews)
"Shower didn't work. Staff outside smoking by front door. Manager was no where to be found. Front entrance looked like garbage. The only...I stress the only thing decent about this one week stay was the guy that watched over breakfast."

Reviewed on Jul 18, 2026

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Comfort Suites Mattoon East
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! (811 reviews)
"The pool was being refurbished."

Reviewed on Jul 15, 2026

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Holiday Inn Express & Suites Mattoon 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 ...
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Green Mill Village Hotel & Suites, BW Signature Collection
See all 53 properties in Oakland
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.