By Lauren Wulf

Tax Day (April 15th) can be known to many as the best of times or the worst of times. Whether you’re celebrating a big refund or crying about the money you just mailed away – the Chicago establishments below are giving you some much needed tax day relief.

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Tax Day at Timothy O’Toole’s Pub

622 N. Fairbanks Court
Chicago, IL 60611

Timothy O’Toole’s Pub will welcome guests on Tax Day, April 15th for a tax-free meal and a deal on drinks. Whether you’re rockin’ a refund, drowning your sorrows or just made the postmark deadline, O’Toole’s menu has something for everyone. The lunch, dinner and late night eats include appetizers, wraps and salads, burgers, baskets, sandwiches, entrees and dessert.

Timothy O’Toole’s will also offer cocktail specials on Tax Day: $1 discount on craft brews on draught (48 total handles); $14 pitchers of Blue Moon, Miller Lite and Coors Light; as well as $5 margaritas.

Later that night, sing your Tax Day away with karaoke at 10:30 p.m.

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Sing for Your Supper at Hard Rock Cafe Chicago

63 West Ontario St.
Chicago, IL 60654

Chicagoans can lay down their wallets and pick up the mic! On Tuesday, April 15, Hard Rock Cafe Chicago will open up its main stage to give fans a chance to “Sing for Your Supper” in efforts to provide some fun and free Tax Day relief.

During this lunchtime event (noon to 2 p.m.), guests who perform a complete song on Hard Rock Cafe’s live music stage in front of the entire restaurant will receive a free entrée from Hard Rock’s new menu.

Singers can choose from a selection of new menu items, including the Grilled Vegetable Sandwich, Arugula Salad with Shaved Marinated Chicken or Fiesta Burger (or Veggie Burger) as their free meal.

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4-Star Restaurant Group Tax Day Refund

4-Star Restaurant Group would like to give its guests a break in lieu of Tax Day. Stop by any 4-Star restaurant in Chicago or the Suburbs (listed below) on Tuesday, April 15th and get some needed relief over a tax free meal and/or drinks! All 4-Star restaurants will pick up the tax amount from each bill, all day and night long. Eat that IRS!

4-Star Locations:

Crosby’s Kitchen
3455 N. Southport Ave., Chicago

Frasca Pizzeria and Wine Bar
3358 North Paulina, Chicago

Dunlays (2 locations)
3137 W. Logan Blvd, Chicago
2600 N. Clark St., Chicago

D.O.C. Wine Bar (2 locations)
2602 N Clark, Chicago
326 Yorktown Center, Lombard

The Smoke Daddy
1804 W. Division St, Chicago

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Relax With No Tax At Hotel Monaco

225 N Wabash Ave
Chicago, IL 60601

Hotel Monaco Chicago is running a ‘Relax with No Tax’ promotion all month long. Imbibe, Relax and Save (IRS)! Put your tax return to good use with their tax break package including:

• IMBIBE: $25 beverage credit at South Water Kitchen
• RELAX: $50 in-room spa credit during your stay
• SAVE: No occupancy or lodging taxes on your room rate

Book online or call 866-610-0081 and mention rate code NOTAX. Rates are subject to availability, blackout dates may apply. Valid for stays April 1-30, 2014. Subject to availability. Must reserve the NOTAX rate code to qualify for the above inclusions.

Lauren Wulf, CBS Chicago

Lauren Wulf writes about living in Chicago on a budget on her website, A Poor Girl’s Guide Chicago.