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Oakland

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Oakland Flights as Low as $294

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

United
Thu, Apr 30 - Wed, May 13
MCO
Orlando Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$294 Roundtrip, found 5 days ago
$294
Roundtrip
found 5 days ago
Select United flight, departing Thu, Apr 30 from Orlando Intl. to University Of Illinois Urbana-Champaign Williard, returning Wed, May 13, priced at $294 found 5 days ago
American Airlines
Wed, Apr 29 - Sat, May 2
IAH
George Bush Intercontinental
CMI
University Of Illinois Urbana-Champaign Williard
$294 Roundtrip, found 5 days ago
$294
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Apr 29 from George Bush Intercontinental to University Of Illinois Urbana-Champaign Williard, returning Sat, May 2, priced at $294 found 5 days ago
American Airlines
Thu, Apr 30 - Wed, May 13
MCO
Orlando Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$294 Roundtrip, found 1 hour ago
$294
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu, Apr 30 from Orlando Intl. to University Of Illinois Urbana-Champaign Williard, returning Wed, May 13, priced at $294 found 1 hour ago
United
Thu, Apr 30 - Sat, May 2
IAH
George Bush Intercontinental
CMI
University Of Illinois Urbana-Champaign Williard
$300 Roundtrip, found 5 days ago
$300
Roundtrip
found 5 days ago
Select United flight, departing Thu, Apr 30 from George Bush Intercontinental to University Of Illinois Urbana-Champaign Williard, returning Sat, May 2, priced at $300 found 5 days ago
American Airlines
Mon, Apr 27 - Fri, May 15
ORD
O'Hare Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$305 Roundtrip, found 1 day ago
$305
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Apr 27 from O'Hare Intl. to University Of Illinois Urbana-Champaign Williard, returning Fri, May 15, priced at $305 found 1 day ago
American Airlines
Thu, Apr 30 - Wed, May 13
MCO
Orlando Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$318 Roundtrip, found 5 days ago
$318
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Apr 30 from Orlando Intl. to University Of Illinois Urbana-Champaign Williard, returning Wed, May 13, priced at $318 found 5 days ago
American Airlines
Sat, Apr 25 - Fri, May 15
ORD
O'Hare Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$320 Roundtrip, found 1 day ago
$320
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Apr 25 from O'Hare Intl. to University Of Illinois Urbana-Champaign Williard, returning Fri, May 15, priced at $320 found 1 day ago
United
Thu, Apr 30 - Wed, May 13
MCO
Orlando Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$321 Roundtrip, found 5 days ago
$321
Roundtrip
found 5 days ago
Select United flight, departing Thu, Apr 30 from Orlando Intl. to University Of Illinois Urbana-Champaign Williard, returning Wed, May 13, priced at $321 found 5 days ago
American Airlines
Thu, Apr 30 - Sat, May 2
IAH
George Bush Intercontinental
CMI
University Of Illinois Urbana-Champaign Williard
$324 Roundtrip, found 1 day ago
$324
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Apr 30 from George Bush Intercontinental to University Of Illinois Urbana-Champaign Williard, returning Sat, May 2, priced at $324 found 1 day ago
United
Thu, Apr 30 - Wed, May 13
MCO
Orlando Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$326 Roundtrip, found 5 days ago
$326
Roundtrip
found 5 days ago
Select United flight, departing Thu, Apr 30 from Orlando Intl. to University Of Illinois Urbana-Champaign Williard, returning Wed, May 13, priced at $326 found 5 days ago
United
Thu, Apr 30 - Sat, May 2
IAH
George Bush Intercontinental
CMI
University Of Illinois Urbana-Champaign Williard
$327 Roundtrip, found 5 days ago
$327
Roundtrip
found 5 days ago
Select United flight, departing Thu, Apr 30 from George Bush Intercontinental to University Of Illinois Urbana-Champaign Williard, returning Sat, May 2, priced at $327 found 5 days ago
United
Thu, Apr 30 - Wed, May 13
MCO
Orlando Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$329 Roundtrip, found 5 days ago
$329
Roundtrip
found 5 days ago
Select United flight, departing Thu, Apr 30 from Orlando Intl. to University Of Illinois Urbana-Champaign Williard, returning Wed, May 13, priced at $329 found 5 days ago
American Airlines
Thu, Apr 30 - Wed, May 13
MCO
Orlando Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$330 Roundtrip, found 1 day ago
$330
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Apr 30 from Orlando Intl. to University Of Illinois Urbana-Champaign Williard, returning Wed, May 13, priced at $330 found 1 day ago
American Airlines
Tue, Apr 14 - Sat, Apr 18
MSY
Louis Armstrong New Orleans Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$342 Roundtrip, found 1 hour ago
$342
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Apr 14 from Louis Armstrong New Orleans Intl. to University Of Illinois Urbana-Champaign Williard, returning Sat, Apr 18, priced at $342 found 1 hour ago
American Airlines
Mon, May 18 - Sat, May 30
SFO
San Francisco Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$433 Roundtrip, found 1 day ago
$433
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, May 18 from San Francisco Intl. to University Of Illinois Urbana-Champaign Williard, returning Sat, May 30, priced at $433 found 1 day ago
Etihad Airways
Tue, May 19 - Sun, Jun 14
KWI
Kuwait Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$1,248 Roundtrip, found 5 hours ago
$1,248
Roundtrip
found 5 hours ago
Select Etihad Airways flight, departing Tue, May 19 from Kuwait Intl. to University Of Illinois Urbana-Champaign Williard, returning Sun, Jun 14, priced at $1,248 found 5 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 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 $294, 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 $294 right now, why wait?

Oakland Flight Information
Destination airport
University Of Illinois Urbana-Champaign Williard
Destination airport IATA code
CMI
Roundtrip price
$294

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 ...
8.8/10 Excellent! (929 reviews)
Great place to stay at a great price! Staff is great and the hotel is very clean.

Reviewed on Apr 7, 2026

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 ...
7.6/10 Good! (616 reviews)
Very rude, inconsiderate

Reviewed on Apr 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! (776 reviews)
I was so in love with the breakfast and the cleaning

Reviewed on Apr 2, 2026

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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! (643 reviews)
Nice, clean, fresh hotel for short stays.

Reviewed on Apr 4, 2026

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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 ...
9.4/10 Exceptional! (727 reviews)
Breakfast has Bacon and that’s all we needed it to have a great stay. Kids loved the pool!

Reviewed on Apr 4, 2026

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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! (233 reviews)
Overall very good!

Reviewed on Apr 4, 2026

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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! (569 reviews)
Check in was friendly and quick, room was spacious and comfortable, breakfast was delicious. Highly recommended!!

Reviewed on Mar 16, 2026

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Best Western Heartland Inn
Suite Dreams Motel Mattoon I 57

Suite Dreams Motel Mattoon I 57

2.5 out of 5
300 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 and the clean ...
7.4/10 Good! (552 reviews)
The staff and the owners were friendly

Reviewed on Mar 21, 2026

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Suite Dreams Motel Mattoon I 57
See all 101 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.