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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 16 hours ago
$270
Roundtrip
found 16 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 16 hours ago
United
Sat, Nov 21 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$276 Roundtrip, found 16 hours ago
$276
Roundtrip
found 16 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 16 hours ago
United
Thu, Nov 19 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$284 Roundtrip, found 16 hours ago
$284
Roundtrip
found 16 hours 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 16 hours ago
United
Thu, Nov 19 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$290 Roundtrip, found 16 hours ago
$290
Roundtrip
found 16 hours 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 16 hours ago
United
Thu, Nov 19 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$295 Roundtrip, found 16 hours ago
$295
Roundtrip
found 16 hours 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 16 hours ago
United
Tue, Dec 1 - Sun, Dec 13
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Select United flight, departing Tue, Dec 1 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Sun, Dec 13, priced at $297 found 1 day ago
United
Thu, Nov 19 - Fri, Dec 4
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$298 Roundtrip, found 3 days ago
$298
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 $298 found 3 days ago
United
Tue, Dec 1 - Sun, Dec 13
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$299 Roundtrip, found 1 day ago
$299
Roundtrip
found 1 day ago
Select United flight, departing Tue, Dec 1 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Sun, Dec 13, priced at $299 found 1 day ago
United
Thu, Nov 19 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$302 Roundtrip, found 16 hours ago
$302
Roundtrip
found 16 hours 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 16 hours ago
United
Thu, Nov 19 - Fri, Dec 4
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$304 Roundtrip, found 3 days ago
$304
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 $304 found 3 days ago
American Airlines
Wed, Oct 7 - Sat, Oct 17
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$306 Roundtrip, found 5 days ago
$306
Roundtrip
found 5 days 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 5 days ago
United
Thu, Nov 19 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$308 Roundtrip, found 16 hours ago
$308
Roundtrip
found 16 hours 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 $308 found 16 hours 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
Tue, Dec 1 - Sun, Dec 13
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$315 Roundtrip, found 1 day ago
$315
Roundtrip
found 1 day ago
Select United flight, departing Tue, Dec 1 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Sun, Dec 13, priced at $315 found 1 day 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
Tue, Dec 1 - Sun, Dec 13
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$317 Roundtrip, found 1 day ago
$317
Roundtrip
found 1 day ago
Select United flight, departing Tue, Dec 1 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Sun, Dec 13, priced at $317 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

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 ...
8.2/10 Very Good! (766 reviews)
"We have stayed at the hotel over the years when we go to Charleston. This year was a little different...new owners took over on the first of June. They are going through a process, but we are hoping it will be better next summer. Good luck to the new owners!"

Reviewed on Jun 30, 2026

Get rates
Unique Suites Hotel
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! (606 reviews)
"Had"

Reviewed on Jul 6, 2026

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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! (637 reviews)
"Housekeeping got off to a slow start servicing the room, but management was quick to make corrections. I would stay there again."

Reviewed on Jul 6, 2026

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Baymont by Wyndham Tuscola
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! (809 reviews)
"Staff allows us use of a meeting room, for family gatherings during evenings."

Reviewed on Jun 30, 2026

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Holiday Inn Express & Suites Mattoon by IHG
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! (971 reviews)
"Clean room"

Reviewed on Jul 4, 2026

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Comfort Suites Mattoon East
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 ...
9.6/10 Exceptional! (451 reviews)
"Very clean! Staff was super friendly !!"

Reviewed on Jun 20, 2026

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Hampton Inn Paris
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 ...
9.4/10 Exceptional! (762 reviews)
"It was clean a little dated, but it was clean. Staff was friendly. Breakfast was good. I would go back again."

Reviewed on Jul 2, 2026

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Green Mill Village Hotel & Suites, BW Signature Collection
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! (725 reviews)
"Older property; clean room; great value for your dollar."

Reviewed on Jun 28, 2026

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Super 8 by Wyndham Mattoon
See all 51 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.