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 $300

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

American Airlines
Sat, Nov 21 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$300 Roundtrip, found 6 days ago
$300
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Nov 21 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Tue, Dec 8, priced at $300 found 6 days ago
American Airlines
Wed, Nov 18 - Sat, Dec 5
IAH
George Bush Intercontinental
CMI
University Of Illinois Urbana-Champaign Williard
$300 Roundtrip, found 6 days ago
$300
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Nov 18 from George Bush Intercontinental to University Of Illinois Urbana-Champaign Williard, returning Sat, Dec 5, priced at $300 found 6 days ago
American Airlines
Wed, Nov 25 - Sat, Dec 12
IAH
George Bush Intercontinental
CMI
University Of Illinois Urbana-Champaign Williard
$336 Roundtrip, found 6 days ago
$336
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Nov 25 from George Bush Intercontinental to University Of Illinois Urbana-Champaign Williard, returning Sat, Dec 12, priced at $336 found 6 days ago
American Airlines
Sat, Nov 21 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$342 Roundtrip, found 6 days ago
$342
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Nov 21 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Tue, Dec 8, priced at $342 found 6 days ago
American Airlines
Sat, Nov 21 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$348 Roundtrip, found 6 days ago
$348
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Nov 21 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Tue, Dec 8, priced at $348 found 6 days ago
American Airlines
Wed, Nov 25 - Sat, Dec 12
IAH
George Bush Intercontinental
CMI
University Of Illinois Urbana-Champaign Williard
$353 Roundtrip, found 6 days ago
$353
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Nov 25 from George Bush Intercontinental to University Of Illinois Urbana-Champaign Williard, returning Sat, Dec 12, priced at $353 found 6 days ago
American Airlines
Sat, Nov 21 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$360 Roundtrip, found 6 days ago
$360
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Nov 21 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Tue, Dec 8, priced at $360 found 6 days ago
American Airlines
Wed, Nov 25 - Sat, Dec 12
IAH
George Bush Intercontinental
CMI
University Of Illinois Urbana-Champaign Williard
$372 Roundtrip, found 6 days ago
$372
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Nov 25 from George Bush Intercontinental to University Of Illinois Urbana-Champaign Williard, returning Sat, Dec 12, priced at $372 found 6 days ago
American Airlines
Fri, Nov 20 - Sat, Dec 5
IAH
George Bush Intercontinental
CMI
University Of Illinois Urbana-Champaign Williard
$375 Roundtrip, found 6 days ago
$375
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Nov 20 from George Bush Intercontinental to University Of Illinois Urbana-Champaign Williard, returning Sat, Dec 5, priced at $375 found 6 days ago
American Airlines
Wed, Nov 18 - Sat, Dec 5
IAH
George Bush Intercontinental
CMI
University Of Illinois Urbana-Champaign Williard
$379 Roundtrip, found 6 days ago
$379
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Nov 18 from George Bush Intercontinental to University Of Illinois Urbana-Champaign Williard, returning Sat, Dec 5, priced at $379 found 6 days ago
American Airlines
Sat, Oct 24 - Sat, Nov 7
IAH
George Bush Intercontinental
CMI
University Of Illinois Urbana-Champaign Williard
$381 Roundtrip, found 6 days ago
$381
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Oct 24 from George Bush Intercontinental to University Of Illinois Urbana-Champaign Williard, returning Sat, Nov 7, priced at $381 found 6 days ago
American Airlines
Sat, Nov 21 - Fri, Jan 1
RDU
Raleigh - Durham Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$382 Roundtrip, found 6 days ago
$382
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Nov 21 from Raleigh - Durham Intl. to University Of Illinois Urbana-Champaign Williard, returning Fri, Jan 1, priced at $382 found 6 days ago
American Airlines
Tue, Dec 29 - Tue, Jan 12
LAX
Los Angeles Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$430 Roundtrip, found 6 days ago
$430
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Dec 29 from Los Angeles Intl. to University Of Illinois Urbana-Champaign Williard, returning Tue, Jan 12, priced at $430 found 6 days ago
American Airlines
Tue, Oct 27 - Sat, Oct 31
DFW
Dallas-Fort Worth Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$496 Roundtrip, found 6 days ago
$496
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Oct 27 from Dallas-Fort Worth Intl. to University Of Illinois Urbana-Champaign Williard, returning Sat, Oct 31, priced at $496 found 6 days ago
American Airlines
Sat, Oct 24 - Wed, Oct 28
SAN
San Diego Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$522 Roundtrip, found 6 days ago
$522
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Oct 24 from San Diego Intl. to University Of Illinois Urbana-Champaign Williard, returning Wed, Oct 28, priced at $522 found 6 days ago
American Airlines
Tue, Oct 20 - Mon, Oct 26
ATL
Hartsfield-Jackson Atlanta Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$613 Roundtrip, found 2 hours ago
$613
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Oct 20 from Hartsfield-Jackson Atlanta Intl. to University Of Illinois Urbana-Champaign Williard, returning Mon, Oct 26, priced at $613 found 2 hours 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 $300, 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 $300 right now, why wait?

Oakland Flight Information
Destination airport
University Of Illinois Urbana-Champaign Williard
Destination airport IATA code
CMI
Roundtrip price
$300

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 ...
Get rates
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 ...
7.8/10 Good! (678 reviews)
"I felt the place was exceptionally clean. The staff was very friendly. I had no problems or issues with my room. I thought the breakfast could’ve been improved. I would absolutely stay here again."

Reviewed on Oct 18, 2026

Get rates
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. ...
Get rates
Holiday Inn Express & Suites Mattoon by IHG
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! (483 reviews)
"Room was clean upon arrival. Staff were WONDERFUL. Pet was treated respectfully. Bed mattress was firm, but not hard firm but was able to sleep well. Had to use my own pillow. Coffee on last day was weaker than previous day."

Reviewed on Oct 16, 2026

Get rates
Hampton Inn Paris
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! (795 reviews)
"Bugs in the room, light bulbs burnt out, chain missing on door, TV not working, restaurant closed, breakfast service each morning was bagels and coffee. Called front desk multiple times for assistance and phone just rang. Would have left and went to another hotel but had a wedding that weekend abs ..."

Reviewed on Oct 18, 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. ...
Get rates
Best Western Heartland Inn
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! (280 reviews)
"Wonderful stay. The only disappointment was that there were only tea pods in the room. I love my morning coffee! Upon leaving I notified the front desk and was told there was coffee available in the breakfast room even though it was very early. 5:30 am. I was able to get a good caffeine fix without ..."

Reviewed on Oct 18, 2026

Get rates
Hilton Garden Inn Mattoon, Il
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 ...
Get rates
Green Mill Village Hotel & Suites, BW Signature Collection
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.