Six Copa Sudamericana knockout ties kick off Tuesday night. Here are the best parlay combinations with top odds from DraftKings.
Copa Sudamericana Parlay Picks - Tuesday 27 May 2025
Six CONMEBOL Copa Sudamericana knockout-stage fixtures land on Tuesday night UTC, giving us a rich slate to work with. The markets are live on DraftKings and there are some genuinely interesting prices to exploit. Let's break down the key matchups and build our best parlay combinations.
Match-by-Match Analysis
Sao Paulo vs CA Boston River
Sao Paulo are massive favourites at -556 on the moneyline (DraftKings), which tells you everything you need to know about the expectation gap here. CA Boston River are a Uruguayan Primera División side stepping into a tie against one of Brazil's biggest clubs on their home turf. At -556, the Sao Paulo ML is unplayable for parlay value - the juice eats you alive. The draw at +550 is interesting as a long-shot flier, but the smart play is to look elsewhere in the same match for a more digestible line. Boston River at +1200 is strictly lottery territory.
Palestino vs Deportivo Riestra
This is the most open fixture on the slate. Deportivo Riestra, the Argentine visitors, are actually installed as away favourites at +220 while Palestino (Chile) are the home side at +125. That is a rare and fascinating market - when the home side is priced as an underdog against a team from a stronger footballing nation, it demands attention. A Riestra win at +220 represents genuine value; the implied probability sits around 31% but the quality gap between Argentine and Chilean club football historically justifies pricing Riestra even shorter than this. This leg is flagged as a value bet.
Millonarios vs O'Higgins
Colombian giants Millonarios host Chilean side O'Higgins and are favoured at -164. That is a reasonable price for a home favourite in a knockout tie, and Millonarios playing at El Campin in Bogota always adds atmosphere and pressure for visiting sides. O'Higgins at +425 feels too long given they have earned their place in this stage. The draw at +275 offers some intrigue but we side with Millonarios here.
Grêmio vs Montevideo City Torque
Grêmio are priced at -204 at home in Porto Alegre against Uruguayan outfit Montevideo City Torque. Brazilian sides historically dominate in Copa Sudamericana home ties and Grêmio's Arena do Gremio is a fortress in continental competition. Torque at +500 is a bold underdog play. The -204 on Grêmio is workable as a parlay leg if you are building a short ticket.
San Lorenzo vs Recoleta FC
San Lorenzo at -263 host Chilean minnows Recoleta FC - a club that has punched above their weight to reach this stage but face a serious step up in class against an Argentine Primera División side at the Nuevo Gasómetro. The price is stiff but reliable for parlay building. Recoleta at +750 is a massive outlier and strictly for small-stake fliers only.
Santos vs C.D. Cuenca
Santos, the storied Brazilian club, are priced at -294 at home against Ecuadorian side C.D. Cuenca. Santos have the home advantage, the pedigree, and the crowd behind them. Cuenca at +700 is another long shot. The draw at +390 is eye-catching but Santos should have too much quality here.
Value Bet of the Night
The standout value call is Deportivo Riestra +220. Argentine clubs have a strong continental pedigree and Riestra being available at more than double your money against a Chilean home side is generous. The market is pricing this almost like a coin-flip but the perceived quality edge leans toward the Argentine outfit. Back this one with confidence as part of a multi.
Recommended Parlay Combinations
Parlay 1 - The Value Double: Riestra + Grêmio
Combine Deportivo Riestra (+220) to win away at Palestino with Grêmio (-204) to win at home against Montevideo City Torque. Riestra provides the value punch and Grêmio is the reliable anchor. Combined odds land around +270 - excellent for a two-legger where you genuinely believe in both outcomes.
- Leg 1: Deportivo Riestra ML +220 (DraftKings)
- Leg 2: Grêmio ML -204 (DraftKings)
- Combined: approx +270
Parlay 2 - The Brazilian Double: Santos + Grêmio
Stack both Brazilian home favourites in a tidy double. Santos at -294 and Grêmio at -204 are both heavy prices individually but together they generate a combined price of around +155 - better than either leg alone while only adding one extra game of risk. If you trust both Brazilian sides at home, this is clean and straightforward.
- Leg 1: Santos ML -294 (DraftKings)
- Leg 2: Grêmio ML -204 (DraftKings)
- Combined: approx +155
Parlay 3 - The Longshot Three-Legger: Riestra + Millonarios + San Lorenzo
For those who want a bigger payout, combine the value play with two home favourites. Deportivo Riestra +220 leads the way as the value anchor, supported by Millonarios -164 and San Lorenzo -263. Three outcomes that are all well-supported by the logic of the draw, packaging up to a combined price of around +494. A $20 stake returns roughly $119 profit - a solid Copa Sudamericana night ticket.
- Leg 1: Deportivo Riestra ML +220 (DraftKings)
- Leg 2: Millonarios ML -164 (DraftKings)
- Leg 3: San Lorenzo ML -263 (DraftKings)
- Combined: approx +494
Final Thoughts
Tuesday's CONMEBOL Copa Sudamericana slate is headlined by that fascinating Palestino vs Deportivo Riestra market anomaly - an away favourite priced at +220 deserves serious attention. Build around it, pair it with the reliable Brazilian home sides, and you have a compelling Tuesday night ticket. Good luck and enjoy the action.
Please gamble responsibly - only bet what you can afford to lose and use deposit limits available through your bookmaker.