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Your Guide To Online Sports Betting And Gaming In The Midwest

The sports betting environment has never been better for sports fans throughout the Midwest. In 2020, Illinois launched its first online sportsbooks. Illinois welcomed top sportsbook brands like DraftKings, FanDuel, BetRivers, PointsBet, and William Hill. More are on the way in 2021.

Illinois joins its neighbors Indiana and Iowa, each with its own burgeoning online sports betting market. There are more than a dozen sportsbooks operating between the two states.

Not to be out down, Michigan will be launching a trifecta of online gambling products in 2021. This will provide Michigan players access to online sports betting, online casinos, and online poker.

Midwest Sharp Recommended Betting Apps

Stay safe: Play at legal and licensed online sportsbooks and casino apps.


Midwest Sharp only recommends licensed online gambling apps in Illinois, Indiana, Iowa, and Michigan. Each app is licensed by its respective state government authority.

Illinois Sports Betting

The Land of Lincoln expanded its legislation to welcome more forms of online gaming. In addition to a robust land-based gaming presence, Illinois embraced online sports betting in 2020. In 2020, five Illinois online sports betting sites launched. More will follow.

Right now, Illinois residents can enjoy online horse race betting, online sports betting, and sweepstakes casinos.

Sports betting was the most recent form of online gaming to arrive in The Prairie State. Governor J.B. Pritzker signed a new bill last year that allowed for six new land-based casinos to come to the state while also legalizing sports betting.

Since then, retail sportsbooks have popped up in the state, and BetRivers launched the first online sportsbook. FanDuel and DraftKings, two industry leaders, joined the fray shortly after with their own online offerings. Australian sportsbook operator PointsBet launched an online offering on September 12. William Hill entered the market on September 15. Other major players are expected to carve out an audience in Illinois in 2021 as the state continues to embrace online sports betting.

For now, sports betting and land-based expansion appear to be the state’s focus. No word yet on whether Illinois will legalize online casino gaming.

Other Midwest States With Legal Online Gambling

Illinois Sports Gambling: Important Dates

  • November 19, 2020: The state closed Illinois casinos in an attempt to control the pandemic
  • November 16, 2020: Mobile registration extended until December 12th.
  • October 16, 2020: Mobile Illinois sports betting is extended until November 14th.
  • September 18, 2020: Governor Pritzker extends online sports betting registration through October 17.
  • September 15, 2020: William Hill launches online sports betting.
  • September 12, 2020: PointsBet launches Illinois’ fourth online sportsbook.
  • August 21, 2020: Governor Pritzker re-issues executive order, once again suspending in-person registration requirement through September 19, allowing bettors to sign up online.
  • July 26, 2020: Governor Pritzker’s suspension of the in-person registration requirement expires. In-person requirement resumes for Illinois sportsbook registrants.
  • June 18, 2020: BetRivers launched the first online sportsbook app in Illinois.
  • June 4, 2020: Governor J.B. Pritzker lifted in-person registration requirements for online sports betting, which was eventually reinstated.
  • March 9, 2020: Rivers Casino in Des Plaines opened its retail sportsbook.
  • December 2019: Licensing process for Illinois sportsbooks began.
  • June 2019: Governor Pritzker signed Senate Bill 690, enacting the new Illinois gambling laws. The bill authorized sports betting in Illinois and allowed for six new casinos to be constructed in the state.
  • 2012: Illinois enacted a new law allowing online lottery sales.
  • 2009: The Video Gaming Act went into effect, which allowed restaurants, bars, truck stops, and other retail locations to place VLTs on-premises.
  • 1991: Argosy Casino Alton opened, becoming the first riverboat casino to open in the state following a 1990 law allowing riverboat gaming in Illinois.
  • 1974: Illinois Lottery launched.
  • 1927: Illinois legalized pari-mutuel horse race wagering.

Midwest Online Gambling Overview

Illinois borders five states. The region surrounding the Land of Lincoln represents various stances toward online gambling. Among its neighbors, Illinois is one of the more progressive states with regard to its gambling laws. Although not a direct neighbor, Michigan is also near Illinois. It is set to be one of the most progressive states by legalizing online casinos and sports betting.

Michigan Online Gambling

Although not an exact neighbor in a traditional sense, Michigan lies just across the lake from Chicago and is an easy drive from the city. Michigan took a big step in 2019 by legalizing both online casino gambling (including online poker) and online sports betting. The official launch of online gambling is expected in early 2021. In the meantime, bettors can access retail casinos and retail sportsbooks in Michigan.

We anticipate BetRivers, DraftKings, and FanDuel will be the first to launch in Michigan. Each sportsbook has already announced pre-launch bonus offers for new players.

Check out our Complete Guide To Michigan Online Gambling

Indiana Sports Betting

Indiana has 15 casinos, some land-based, and some riverboat properties. As far as online gambling goes, The Hoosier State had a headstart on Illinois, launching online sports betting in October 2019. With land-based gambling, pari-mutuel wagering (both on property and online), and online sports betting, Indiana’s gaming laws are similar to its neighbor’s and sports bettors have access to a wide variety of bonus offers.

One key difference: Indiana made Daily Fantasy Sports legal in 2016. Illinois still has yet to do so. Illinois is still dealing with the fallout of a 2015 opinion from then-attorney general Lisa Madigan declaring DFS sites illegal. Illinois still has no legislation in place explicitly allowing or prohibiting DFS.

See our complete Guide to Indiana Sports Betting.

Iowa Sports Betting

Across the Mississippi, Iowa borders Illinois to the west. Iowa allows sports betting both on-property and online, though users have to register at a casino in-person before they can bet via the internet. That restriction will lift in 2021, however.

In 2021, Iowa players will be able to download sports betting apps and start betting from home. This includes the opportunity for new players to claim sports betting bonuses.

The Hawkeye State has 10 casinos, too, giving Illinois a run for its money with a strong gambling presence.

See our Complete Guide To Indiana Online Sports Betting And Gambling.


Status Of Online Gambling In Other States


Wisconsin only allows tribal land-based casinos. There are no commercial properties in the state. When it comes to online gambling, the landscape in Illinois’ northern neighbor is sparse. Online gambling is illegal, and a recent attempt in 2017 to change that stance failed.


The Show-Me State won’t actually show you all that much when it comes to gambling. Riverboat casinos are legal, and Missouri has more than a dozen of them. Online gambling is neither prohibited nor allowed by Missouri law, and there have been no recent moves to change that. Online gambling in the state remains legally risky.

Sports fans in the St. Louis area, though, can access Illinois sportsbooks if they travel across the border. Or, they can visit DraftKings at Casino Queen in East St. Louis.


Illinois’ southernmost neighbor, Kentucky has a conservative gambling outlook. The state only allows online betting on horse races or lottery games. There are no casinos–land-based or online–in Kentucky. That looks unlikely to change any time soon. Kentucky gamblers can enjoy horse race wagering at one of the state’s six race tracks.

Legal Gambling In Illinois: A Brief History

Gambling came to The Prairie State in 1927 with the advent of pari-mutuel horse race wagering, an institution that still thrives at Illinois’ three racetracks.

Decades later in 1990, Illinois expanded its gambling options further. It was the second state after Iowa to legalize riverboat casinos. The state still has riverboat casino properties. although some are moving on land.

Since then, Illinois has made numerous changes to its laws that provide new play opportunities for gamblers in the state. The Illinois Lottery, started in 1974, started to sell online lottery tickets in 2012. A few years prior, the state enacted the Video Gaming Act, which allowed certain retail properties to offer Video Lottery Terminals (VLTs). The terminals have the same look and feel of a slot machine, but players can play multiple different games on the machines. They use lottery math models instead of traditional slot game mathematics.

2019 brought another seismic shift to Illinois gambling law when Pritzker authorized sports betting. Early 2020 saw the state’s first sportsbook launch.

Illinois Gambling FAQ

Is it legal to gamble at casinos in Illinois?

Yes. Illinois has a number of land-based and riverboat casinos. Gambling at these locations is completely legal for anyone 21 or above.

The state also allows Video Lottery Terminals, which look like slot machines but use lottery math models, in certain retail locations.

A recent bill authorized the construction of six new casinos in Illinois, so the state could soon see an unprecedented boost in land-based gaming options.

How old do I have to be to gamble at casinos in Illinois?

21. Anyone 21 or older can gamble at a casino in Illinois.

Other gambling forms have lower age restrictions in the Prairie State. The lottery and pari-mutuel horse race wagering, in-person or online, are open to anyone 18 or above.

Is it legal to gamble online in Illinois?

Yes and no. It depends on the type of gambling. Online sports betting, lottery games, and pari-mutuel wagering are all completely legal in Illinois.

Of those formats, sports betting is the most recent to make its way to The Land of Lincoln. BetRivers launched the first online sportsbook in Illinois in June 2020. DraftKings followed in August. FanDuel, William Hill, and PointsBet have also launched online sportsbooks in Illinois.

Online casinos and poker rooms remain prohibited in Illinois.

Is online sports betting legal in Illinois?

Yes. The state authorized online sports betting in 2019, and the licensing process began later that year.

June 2020 marked the first online sportsbook launch in Illinois. BetRivers was first out of the gate. FanDuel And DraftKings launched before the end of the summer while PointsBet and William Hill followed closely with September launches.

Governor Pritzker lifted the in-person registration requirement, allowing bettors to sign-up without visiting a casino property. This requirement was quickly reinstated, then once again suspended. Currently, you can sign up for a sportsbook account online without visiting a casino property to confirm your registration through December 12, 2020.

Major operators such as Barstool, Golden Nugget, FOX Bet, and others are expected to launch in Illinois soon. Illinois bettors can choose a variety of sports to bet on in the state and will have access to a variety of sports betting bonuses.

Is there an Illinois lottery?

Yes. Illinois launched its lottery in 1974. Since then, the organization expanded its reach by authorizing Video Lottery Terminals to be placed in certain retail businesses. Also, 2012 brought the legalization of online lottery sales in Illinois.

Illinois Lottery players can participate in major jackpot games like Powerball and Mega Millions in addition to instant games and daily draw games.

Can I play lottery games online in Illinois?

Yes. Illinois legalized online lottery in 2012, and it remains one of the very few states to have authorized internet lottery sales.

Players can participate on the Illinois Lottery website or app, available for iOS and Android. The online lottery allows players to purchase tickets and instantly deposit winnings up to $600.

Is it safe to gamble at casinos in Illinois?

Yes. The Illinois Gaming Board oversees all gambling activity in the state. Casinos must adhere to strict regulations and policies to operate in Illinois.

The licensing process to operate a casino in Illinois is arduous and taxing, requiring companies to meet high expectations before they’re allowed to open.

Do I have to pay taxes if I win?

Yes. You must report gambling winnings as income tax in Illinois if you are a resident at the time of your win, but only if the winnings exceed a certain amount. If you win more than $1000 at a casino or from a lottery game, you will be charged income tax on those winnings. You also must pay Federal income tax on any gambling winnings, either online or at a land-based casino.

Does it make sense to join a casino's loyalty program?

Yes, especially if you’re a frequent player.

Loyalty programs are designed to get you to play more, but that doesn’t mean there’s no benefit to you. If you visit the casino often–or even just a few times a year–you can accumulate points every time you play. This can get you some great rewards like meal discounts, free spins on slot machines, and giveaway entries.

Generally, it’s beneficial to join a casinos’ rewards program to make full use of special offers that come with the program.

Who owns the casinos in Illinois?

Churchill Downs owns Rivers Casino in Des Plaines, while minority owner Rush Street operates the property. Caesars owns Harrah’s Joliet and Metropolis, plus the Grand Victoria Casino in Elgin via Caesars’ merger with Eldorado Resorts.

Penn National Gaming owns Aurora and Joliet’s Hollywood Casino properties. Par-A-Dice is owned by Boyd Gaming, Jumer’s Casino and Hotel is owned by Delaware North.

Casino Queen, located in East St. Louis, is Illinois’ only employee-owned casino.

Is it legal to bet on sports in Chicago?

Yes. Betting from Chicago is now live. Although there are no casinos or retail sportsbooks in the city limits, once a bettor registers with an online sportsbook, they can bet from anywhere in Illinois. This includes betting from home in Chicago.

PointsBet launched its retail sportsbook at Hawthorne Race Course, the closest retail sportsbook to downtown Chicago.