American · $$ · River North
American Express Gold Card + inKind
TrueBlue Dining pays TrueBlue points at these restaurants on top of whatever your card earns. Join once, link a card, and pay with it — values below are what each card earns here. Top neighborhoods: West Loop (41), Logan Square (25), and Loop (20).
512 restaurants
American · $$ · River North
American Express Gold Card + inKind
American · $$ · Loop
American Express Gold Card + inKind
American · $$ · Lake View
American Express Gold Card + inKind
American · $$ · Wrigleyville
American Express Gold Card + inKind
Pizza · $$$ · West Loop
American Express Gold Card + inKind
Mexican · $$$ · West Loop
American Express Gold Card + inKind
American · $$ · Evanston
American Express Gold Card + inKind
American · $$ · Gold Coast
American Express Gold Card + inKind
Burgers · $$ · South Loop
American Express Gold Card + inKind
Indian · $$$ · Downtown
American Express Gold Card + inKind
American · $$ · West Town
American Express Gold Card + inKind
Asian · $$ · Near North Side
American Express Gold Card + inKind
American · $$$ · Evanston
American Express Gold Card + inKind
Asian · $$ · Loop
American Express Gold Card + inKind
Bar/Club/Lounge · Gold Coast
American Express Gold Card + inKind
Bar/Club/Lounge · $$ · Gold Coast
American Express Gold Card + inKind
Halal · $$ · Loop
American Express Gold Card + inKind
Bar/Club/Lounge · $$$ · Gold Coast
American Express Gold Card + inKind
Bar/Pub Fare · $$ · Wrigleyville
American Express Gold Card + inKind
European · $$ · River North
American Express Gold Card + inKind
European · $$$ · Fulton River District
American Express Gold Card + inKind
Indian · $$$ · La Grange
American Express Gold Card + inKind
Indian · $$$ · Wicker Park
American Express Gold Card + inKind
Italian · $$$ · West Skokie
American Express Gold Card + inKind
Ranked by what each card earns at restaurants per dollar at our point valuations — before any dining program or credit.

American Express Gold Card
$325 annual fee
≈$6.00 on a $100 dinner
Perks at 23 restaurants hereCard details
Chase Sapphire Reserve
$795 annual fee
≈$5.40 on a $100 dinner
Card details
Chase Sapphire Preferred Card
$95 annual fee
≈$5.40 on a $100 dinner
Card detailsDining programs pay on top of your card. Join one, link a card, and every meal at a participating restaurant earns twice.
Some restaurant addresses, phone numbers, websites and cuisines come from Overture Maps Foundation open data (Meta and Microsoft, CDLA Permissive 2.0; Foursquare, Apache 2.0; AllThePlaces, CC0 1.0). Overture attribution Some neighbourhoods come from Who's On First boundaries (CC-BY 4.0). Who's On First licenses
Editorial disclosure: CardRewards.ai is an independent comparison service. Card data comes from issuers' published terms; catalog last published October 11, 2026, and each card page shows when its terms were last checked. Card issuers do not influence our rankings or content.