Sorry, no online dictionaries contain the exact phrase chum around with.
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Reverse dictionary results:
1. pal
 2. chums
3. ape
4. bait
5. bud
6. buddy
7. comrade
8. crony
9. mate
10. mish
 11. mush
12. mushing
13. playmate
14. sidekick
15. athos
16. chou
17. cohort
18. friend
19. goofy
20. han
 21. moose
22. ollie
23. salmon
24. anybody
25. anyone
26. back
27. bandy
28. before
29. bind
30. bosom
 31. break
32. cast
33. casted
34. chase
35. child
36. come
37. comet
38. creeper
39. crimp
40. crimped

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You can look up the words in the phrase individually using these links:   chum ?   around ?   with ?
(A question mark next to a word above means that we couldn't find it, but clicking the word might provide spelling suggestions.)

Not helpful? You might try using the wildcards * and ? to find the word you're looking for. For example, use
chum*to search for words beginning with chum, or
*withto search for words ending with with
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